Montauk, NY Vacation Rentals

Explore 164 vacation rentals, homes, and villas in Montauk, NY for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Pools and Best Affordable Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $126 per night and featuring up to 7 bedrooms and 11 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

164 Vacation Rentals in Montauk

Private Escape in Montauk with Total Privacy and Modern Amenities

Montauk, NY, US
3 Bedrooms 6 Guests
Sep 14 - 17
$793 night

Montauk Modern Panoramic Views Secluded Oasis in Montauk Designed by MTK MDRN with Private Pool and Panoramic Views 3BR/3BA w/ breathtaking views, extreme privacy, quiet sounds of nature, tons of light, epic pool & cabana room, loads of modern amenities, and more! Stare at the ocean or night sky from MTK MDRN’s "Treehouse", perched above the Montauk canopy. Enjoy expansive ocean, lake and canopy views (even from the master bed & bathtub) from this immaculate modern home situated at the highest point in Montauk, set at the end of a very private drive, in a quiet upscale neighborhood. Only a 5 minute drive from everything in MTK due to its central location. The home offers 4 bedrooms (1 setup as media/family room), all queen beds, 3 bathrooms + dreamy outdoor shower, indoor & outdoor spaces for fitness/meditation, office, laundry room, amazing cabana room with bar, open kitchen/dining/living area, 2000sf of upper decks with cable railing, numerous outside sitting or eating areas, including off 2 of the bedrooms. The backyard features a huge heated salt-water pool, bluestone patio, private mature lush landscaping, outdoor marble dining table, BBQ area, large grassy yard, loads of sun loungers and a massive sofa, and a secret chillout spot under a giant maple tree with hanging chair. As well as a multi-person outdoor shower and surfboard storage area. The kitchen is open to the dining room and main upper living room, featuring Viking Pro appliances, a 14 foot quartz counter with bar seating, and artisan made walnut shelving. Conveniences include whole-house water filtration, Sonos music, Harmony universal remotes, Nest central AC, Adorne wi-fi lighting, pool heat/light/pump remote control, Wii & PS3, 90" media room TV, 1gig internet, central vac, sink disposal, instant hot water tap. Recently gut renovated, the style is minimalist but warm, blending beachy and mid-century design using high-end non-toxic materials & organic fabrics throughout. All focused on light and views with tons of sliding doors and skylights across the whole house. Please note, a maximum of 2 cars are allowed in the driveway. This home is the product of a hands-on designer and developer with a deep background in real estate, design, and construction. Every aspect of the property has been thoughtfully curated, from the architecture and interiors to the furnishings and guest experience, resulting in a home that feels both modern and timeless. With a strong focus on quality, wellness, and respecting the surrounding landscape, the owner takes pride in maintaining exceptional standards throughout each property. Guests can expect a beautifully designed, meticulously cared-for home that delivers both comfort and style. This property has a max occupancy of 6 Bedrooms Master Bedroom: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Closet, Balcony/Deck Bedroom 2: One Queen Bed, One Crib Bed, 2nd Floor, Air Conditioning, Walk-in Closet, Balcony/Deck Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bathrooms Master Bathroom: Full Bath, 2nd Floor, Ensuite, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Shower, Tub TVs Master Bedroom: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Outdoor Shower (Hot + Cold Water), Balcony, Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Fence Around The Yard, Fire Pit, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Coffee (Other, Pot), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Cable TV, Speaker System (Sonos), Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Smart TV, Pack 'n Play/Travel Crib, Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat), Steam Room, Game Room, Garage, Laptop-Friendly Workspace, Pots and Pans Special Features All organic linens and natural high-end beds & mattresses (Room & Board). Motorized shades in 2 main bedrooms. Big solid core doors. No bedroom shares a wall with another. All on same upper floor. Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 3,300 Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 35 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $85.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Montauk Point Pristine

Montauk, NY, US
4 Bedrooms 9 Guests
Sep 27 - Oct 1
$641 night

Montauk Point Pristine Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point Lighthouse, Perfect for Families 4BR/2BA: gas fire pit, outdoor dining, gas BBQ, bikes, paddle boards, ping-pong table, balcony, island kitchen Nestled in the heart of Montauk, this beautiful and spacious home offers the perfect escape for those seeking tranquility without sacrificing proximity to some of the areas most iconic spots. Just minutes away from the renowned Ditch Plains Beach, the vibrant Montauk town center, and the historic Montauk Point Lighthouse, this open-floorplan getaway is ideal for families or groups looking for a peaceful retreat by the shore. Boasting four inviting bedrooms and two full bathrooms, the home comfortably accommodates up to nine guests, making it an excellent choice for a family vacation or a gathering of friends. Step inside and you’ll immediately be struck by the home’s airy and bright ambiance, thanks to its thoughtfully designed layout that offers multiple seating and dining areas, both inside and out. Whether you’re planning a cozy night in with your loved ones or a festive evening of entertaining, this home has the space and atmosphere to suit every occasion. The private setting on a quiet, beautiful block ensures that you’ll feel far away from the hustle and bustle of daily life, while the expansive patio and balcony, complete with a gas BBQ and ample outdoor dining space, beckon for leisurely afternoons and sunset dinners. The exterior of this Montauk gem is nothing short of spectacular. Complete privacy is yours to enjoy, as the home is surrounded by lush greenery that creates a serene, secluded environment for your stay. The expansive balcony offers a large dining table perfect for alfresco meals with your group, while the adjacent gas BBQ makes grilling up your favorite summer dishes a breeze. Multiple sitting areas are thoughtfully arranged throughout the outdoor space, each one perfect for sipping cocktails, reading a book, or simply soaking up the fresh Montauk air. As the sun dips below the horizon, gather around the gas fire pit, where cozy seating awaits for late-night chats under the stars. Whether you’re looking to lounge in peace or entertain outdoors, this home has you covered. For those with an adventurous spirit, complimentary bikes and paddle boards are available for guest use, giving you an easy way to explore the nearby beaches and coastline. With plenty of free parking on the property, you and your guests can come and go as you please, knowing that the perfect home base awaits your return after a day of adventure. Step inside, and youll be greeted by a sun-drenched interior that exudes both comfort and sophistication. The open layout of the main living area is designed for easy, relaxed living, with plenty of natural light streaming through the large windows that frame views of the surrounding greenery. Whether youre lounging in the living room, dining with family, or preparing a meal in the gourmet kitchen, youll appreciate how seamlessly the spaces flow into one another. The living room offers plush seating around a cozy fireplace, perfect for cooler evenings or simply adding ambiance to your night in. The gourmet kitchen, equipped with top-of-the-line appliances, is a chefs dreamwhether youre making a quick breakfast before heading to the beach or preparing a full dinner for the family. The large kitchen island is not only a great spot for meal prep but also doubles as a breakfast bar, complete with a coffee maker for those early mornings. A dining area, located just off the kitchen, provides plenty of space for group meals, while the nearby work-from-home space offers a quiet nook for those who need to check in on work or take care of business while away. For a bit of indoor fun, a ping-pong table is available for friendly matches, ensuring that guests of all ages are entertained throughout their stay. With high-speed wifi, central AC, and a washer and dryer on hand, this home is equipped with all the modern conveniences youll need to feel right at home. When its time to retreat for the night, the homes four bedrooms provide cozy, restful spaces for everyone in your group. Each bedroom is thoughtfully designed with comfort in mind, offering fresh linens and all the essentials youll need for a good nights sleep. The master bedroom is a serene haven, featuring a plush queen bed and plenty of natural light. The second bedroom also features a queen bed, perfect for couples or older children. The third bedroom, with two twin beds, provides another cozy sleeping area. For the kids, the fourth bedroom is a dream come true, featuring bunk beds that make it the perfect space for siblings or young friends to share. The homes two full bathrooms are stocked with fresh towels and toiletries, ensuring that everyone has what they need to start and end their day feeling refreshed. Situated in one of Montauks most desirable locations, this home is just a short drive from some of the area’s most beloved attractions. Ditch Plains Beach, known for its stunning surf and soft sands, is a favorite among both locals and visitors. Whether youre a seasoned surfer or prefer to lounge by the shore, the beach offers something for everyone. A quick trip into Montauk town brings you to an array of charming shops, restaurants, and cafes, where you can grab a bite to eat, enjoy a cup of coffee, or pick up some local goods. History buffs will enjoy a visit to Montauk Point Lighthouse, one of the oldest lighthouses in the country, offering breathtaking views of the Atlantic. For those who enjoy a round of golf, the Montauk Downs Golf Course is just a short drive away, offering world-class greens with stunning coastal views. Whether youre looking to relax, explore, or a little bit of both, this home puts you in the heart of everything that makes Montauk such a special destination. This property has a max occupancy of 9 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 2: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One Bunk Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 2: Full Bath, 2nd Floor, Shower Outdoors Balcony, Bicycle (6 Adult Bikes, 2 Children Bikes), Deck/Patio (Uncovered), Grill (Gas), Beach Chairs, Beach Umbrella, Outdoor Shower (Hot + Cold Water), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Fire Pit (Gas), Paddle Board Amenities Bed Linens, Air Conditioning (Window Units), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Nespresso), Dishes and Silverware, Pots and Pans, Toaster, Blender, Ping Pong Table, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Smart TV, Ice Maker, Laptop-Friendly Workspace, Essentials Location Nearby Beaches: Ditch Plains Beach Gin Beach South Edison Beach Hither Hills State Park Beach Kirk Park Beach Nearby Grocery Stores: Round Swamp Naturally Good Herb’s Market IGA Nearby Restaurants and Bars: Montauk Brewing Company Surf Lodge The Lobster Roll Gosman’s Tauk at Trail’s End Gurney’s - Montauk Scarpetta Showfish Duryea’s Other Location Information: Hither Hills State Park Montauk Point State Park Montauk Salt Cave Rental Registration: 24-171. Suitability: Primary renter must be at least 25 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Glass Villa East Hampton

East Hampton, New York, US
6 Bedrooms 13 Guests
Oct 21 - 31
$11,800 night

The Glass Villa is an astounding luxury vacation rental in the prestigious East Hampton area. Lush foliage, aromatic groves, and breathtaking views create a serene ambiance, offering guests absolute tranquility and privacy. Call Now For the Best Rates at +1 (845) 510-3188 The Glass Villa is the epitome of absolute luxury and sophistication, from its elegant architecture to carefully manicured gardens. Aesthetically immaculate interiors fuse classic elegance with a contemporary sensibility. Gorgeous, oversized windows invite ample natural light to the living area, enhancing the sense of openness and airiness while allowing the beauty of the surroundings to be enjoyed from within. The common area of this exquisite Hamptons luxury vacation rental encompasses multiple lounge areas, a dining room, and a well-equipped kitchen. The expansive and versatile space accommodates various activities and provides a comfortable and inviting atmosphere for socializing, dining, and relaxation. The Glass Villa offers 6 exceptional bedrooms, accommodating 13 guests in utmost comfort and style. Bedrooms featuring king and twin-size beds are designed meticulously and furnished to provide a luxurious and unforgettable stay. The outdoors abounds with an uncanny sense of space, replete with top-of-the-line amenities. This revered estate has an inlaid hot tub and a heated saltwater gunite pool as the ultimate area for unwinding and rejuvenation. The Glass Villa is an exemplary estate that leaves no guests impervious to its charms. INTERIOR Air Conditioning Dining Area Piano Smart Home Walk-In Closets Wine Storage. EXTERIOR BBQ Garage Gated Property Jacuzzi Outdoor Lounger and Chair Outdoor Sound System, Patio, Outdoor Heated Pool. — ABOUT THE GLASS VILLA — ► 6 bedrooms (4 Queens, 2 Full, 2 Twin), 6 bathrooms (Sleeps 13) ► FREE Private Wi-Fi (250 Mbps) ► Fully capable kitchen perfect for all stays! ► Smart TV - Access Netflix, Hulu, HBO and more! ► Self Check-In and Check-Out ► Heated Saltwater Pool ► Washer & Dryer ► Pool Table ► Pet Friendly! ► Custom full in-house bar ► 10000 ft² / 929 m² — WHAT’S INCLUDED — Just show up and drop the bags! The home is fully stocked and ready for you to enjoy. An example of items in the home include: ► BEDROOM: Sheets, Blankets, Pillows - feel right at home. ► BATHROOM: Towels, Shampoo, Conditioner, Soap, and other bathroom basics! ► KITCHEN: Salt, Pepper, Olive Oil, Coffee. — NEARBY ATTRACTIONS AND RESTAURANTS — Need help finding the perfect hangout? We’re here to help. Below are some key spots that The Glass Villa is nearby. — TOP TOURIST SPOTS — ► Hook Windmill (9 mins) ► East Hampton Historical Farm Museum (9 mins) ► Herrick Park (10 mins) ► Home Sweet Home Museum (11 mins) ► LongHouse Reserve (12 mins) — CULTURE SPOTS — ► Ashawagh Hall (3 mins) ► The Fireplace Project (4 mins) ► East Hampton Historical Society (10 mins) ► The Hole East Hampton (10 mins) ► Guild Hall (11 mins) — SHOPPING SPOTS — ► Corner Store (7 mins) ► Big Drop NYC - East Hampton (10 mins) ► Ralph Lauren (10 mins) ► Wainscott Village (16 mins) ► Sag Harbor Shopping Cove (23 mins) — FAMILY-FRIENDLY TOURIST SPOTS — ► Springs Park Dog Park (8 mins) ► Maidstone Park (8 mins) ► Town of East Hampton Gerard Drive Nature Park Preserve (10 mins) ► Town Green (11 mins) ► East Hampton Duck Pond (11 mins) — GOLF COURSES NEARBY — ► South Fork Country Club (4 mins) ► East Hampton Golf Club (6 mins) ► Maidstone Club (12 mins) ► Poxabogue Golf Course (17 mins) ► Sag Harbor Golf Course (20 mins) — WINERIES AND BREWERIES — ► Springs Tavern and Grill (6 mins) ► Nick & Toni’s (9 mins) ► Common Ground East (9 mins) ► East Hampton Grill (10 mins) ► Cove Hollow Tavern (13 mins) — TOP-RATED BREAKFAST LOCATIONS — ► Old Stone Market (Walking Distance) ► Goldbergs Famous Bagels (9 mins) ► Tutto Caffé (10 mins) ► The Golden Pear Café (10 mins) ► John Papas Café (11 mins) ‎‏‏‎ — TOP-RATED LUNCH LOCATIONS — ► Springs Pizza (4 mins) ► Ryder’s Wings & Things (7 mins) ► The Blend At Three Mile Harbor (8 mins) ► Smokin’ Wolf BBQ & More (8 mins) ► Sam’s Restaurant (10 mins) — TOP-RATED DINNER LOCATIONS — ► Rowdy Hall (5 mins) ► il Buco al Mare (6 mins) ► Chen’s Garden (8 mins) ► Sant Ambroeus East Hampton (10 mins) ► Cittanuova (10 mins) — LOCATION AND PARKING — The Glass Villa is located in the East Hampton. Only 2 hours from NYC! Restaurants, bars, and venues within 10-minutes of driving. Easily access all of the Gardiners Bay, Napeague Bay, Little Peconic Bay, Great Peconic Bay towns and tourist destinations in! FREE private parking is available directly in front of the home and in the basement garage for 10+ cars! — FREQUENTLY ASKED QUESTIONS — Q: On what floor are the beds located in the home? A: On the main level, there are no bedrooms; all the bedrooms are on the second and third floors. Q: Is the home handicap accessible? A: No, there are no bedrooms that are handicap accessible. Q: Is there a grill? A: Yes, with FREE fuel. Q: Are pets allowed? Yes. A pet fee of $35/night per pet will apply. Q: Does the home have Air Conditioning (AC) and heat? A: The home has central AC and heat. Q: How can we contact you during the stay? A: The Glass Villa is professionally managed by Hudson Valley Luxury Resorts. You may contact us through the platform, email, or the dedicated customer service line. Q: What is the cancellation policy? A: The cancellation policy is unique to every reservation. Please review the terms on the website. Q: What is the minimum age to book? A: 21 years of age Q: Why do you require a photo of my government identification? A: We require your ID for compliance with our insurance. Your ID is kept private and is not shared with anyone. Q: Can I host an event or celebration at The Glass Villa? A: We are always open to events. Please get in touch with us for any inquiries. Q: When will the pool be open? A: The pool is weather dependent. Contact us to confirm availability! — THINGS TO KNOW - Please read before you book! — ► Check-in is at 4 PM. Check-out is at 10 AM. Half-day extensions may be available upon request with an additional charge. There is no guarantee for early or late check-in/out or half-day requests. Changes to these times are based on availability and the schedule of our cleaning teams. ► The Glass Villa is self-check-in and self-check-out. The home has a lockbox that you may use to enter the home. The code will be provided before your stay. ► MINIMUM AGE: You must be at least 21 years of age to book at The Glass Villa. A photo of your government ID is required after booking. ► CLEANLINESS: We take pride in preparing a spotless and prepared home for your visit! The Westchester Castle is cleaned, sanitized, and restocked before/after every guest. Please respect our space, treat it as you would your home, and keep it clean! Our team is dedicated to providing a clean space for our guests, and we very much hope you enjoy it. Any non-standard cleaning will result in an additional charge. ► MONITORING: To protect our guests and home, The Westchester Castle has a camera installed at the front door ONLY. We do NOT spy on our guests. The recording is motion-activated and only captures activity outside the front door. No cameras or monitoring devices exist inside the property. Content is not shared with third parties unless required by insurance or law. ► NOISE: To protect our great community and home from partiers or loud/disturbing guests, The Westchester Castle has a loud noise detection sensor installed. We love our neighbors and community and want to continue providing an excellent place for you and future guests to stay! ► GOVERNMENT ID REQUIRED: A photo of your valid government identification is required 48 hours before your check-in date. WE RESERVE THE RIGHT TO CANCEL A RESERVATION AT ANY TIME IF YOU DO NOT PROVIDE YOUR ID. CANCELLATIONS ARE SUBJECT TO THE CANCELLATION POLICY. ► By booking this listing, you give permission to the property manager to use a third party to screen my identity and check criminal databases to confirm my reservation. Complete terms regarding the guest screening can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions. Security Deposit of USD1500 to be collected upon arrival.

Minimalist Marvel in East Hampton

East Hampton, NY, US
2 Bedrooms 4 Guests
Sep 14 - 18
$421 night

Springs Minimalist Marvel Modern home sited on a lush wood acre, stunning pool, covered deck, outdoor shower, steam room, minutes to local beaches and town 2BR/2BA: minimalist interior, clean lines, wood accents, oversized sliding glass doors, galley- style kitchen, Primary suite with private balcony Welcome to your humble abode nestled along the shores of East Hampton. A modernist palace surrounded in nature with amenities galore, you are personally invited to the ultimate getaway. Perfect for beach lovers, spend your summer days with family and friends in Barne’s Landing at the beach or kayak/paddle boarding in the bay. Catch up on quality time together with your family and friends and enjoy both full scale entertainment and relaxation this summer. This majestic 2BR/2BA modern home sited on a lush, wooded acre is curated with clean lines, sun-filled spaces, warm neutrals and high end finishes will captivate even the most discerning traveler. Showcased by beautiful sliding glass doors, enjoy open air living as you settle into your tranquil living room and plan out your weekend activities. Seamlessly blending the indoors with the outdoors, head out to the lovely deck located off the living room. The sleek, well-equipped kitchen offers everything you’d need to create the meals of your choice including premium appliances and a coffee maker. As you ascend the floating staircase, two spacious bedrooms are available for your relaxation and comfort. The Primary suite offers a comfy Queen bed, balcony for your private enjoyment plus an ensuite bath. The second bedroom offers a Queen bed, skylight, and desk area for work. Take the fun outdoors to enjoy your covered deck gracefully leading to a 40ft. lap pool. Enjoy evenings under the stars as you take a swim or lounge poolside. Rinse off from the lovely outdoor shower available. Ideally located, you are near Amagansett village, Accabonac Harbor, and Gardiner’s Bay beaches. Your serene and relaxing vacation awaits you! This property has a max occupancy of 4 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Standard Closet, Balcony/Deck Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Standard Closet Additional Sleeping Space 1: One Twin Single Bed, Air Conditioning, Ensuite Bathroom, Privacy Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower TVs Bedroom 1: Cable, and Streaming Bedroom 2: Cable, and Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas, Charcoal), Fire Pit (Wood), Outdoor Shower (Hot + Cold Water), Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Fence Around The Pool, Private Pool (Outdoor) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Wood Stove, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Coffee (Nespresso, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Bluetooth Speaker, Sonos), Steam Room, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Cable TV, Wine Fridge Special Features Pool is a lap pool only. 4 feet deep. Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: No Estimated Square Footage: 2,500 Invisible fence for dogs if needed. $400/month for cleaning service (twice a month required). 1.1 acres of property Suitability: Not suitable for persons with disabilities, children 4 and under, and children 5 and older. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic, non-shedding dog of 20 lbs or less is permitted for an additional $200.00 per booking. Non hypoallergenic/shedding dogs or any dogs over 20 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Normal usage of the following utilities is included in the total reservation amount: Pool/Hot-Tub Maintenance (if applicable), Heating Oil/Propane/Natural Gas, Electricity, Cable/TV/Internet/Phone, and Garbage Removal If the cost of utilities exceeds $60.00/night, guest will be responsible for the difference. Cleanings during a guest’s stay and pay-per-view orders are not included in the cost of utilities. Cleaning Disclaimer: All reservations longer than one week must be professionally cleaned once per week, the cost of which is borne by the guest. For clarity purposes, the cost of in-stay cleanings are separate and above the fees collected at the time of booking. Additional Persons: No additional persons beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. StayProtected Insurance: Property damage insurance is procured for your reservation for this property. It is supplemental to, not a replacement to, any security deposit collected.

Driftwood Cottage | Serene Cottage

East Hampton, NY, US
3 Bedrooms 7 Guests
Sep 14 - 17
$596 night

Welcome to Driftwood Cottage, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Escape to a serene countryside cottage where relaxation and comfort are paramount! This recently renovated home boasts a flexible 3-bedroom layout (with an additional daybed in the sunroom), 2 full bathrooms, and an expansive backyard with a private pool and outdoor shower. Just a short bike ride from both East Hampton and beach access, this tranquil oasis sits on a beautifully manicured acre of land, complete with 2 indoor fireplaces, central heating and air conditioning, and all the amenities you need to make it your home away from home. Fall in love with the peaceful ambiance and enjoy a truly unforgettable stay! To finalize your reservation, all guests must pass a mandatory third-party screening process. Pet Policy: Pets are not allowed at this property. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. Do not use the wood-burning fireplaces within the home. The pool is open seasonally and will close on October 26, 2026. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. Parking Details: Open gravel driveway, plenty of space for parking. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit Stays up to 13 nights: $2,500 credit hold Stays between 14 and 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

Secluded Getaway in East Hampton with Private Pool and Hot Tub

East Hampton, NY, US
3 Bedrooms 7 Guests
Sep 21 - 24
$324 night

Ober Oaks Gorgeous East Hampton Hideaway with Privacy and Full Amenity Suite 3BR/3.5BA, Modern Design with Hot Tub, Pool and Steps from the Water, Smart TV This stunning three bedroom, three and a half baths vacation rental home is your Hamptons hideaway. With enough space to comfortably sleep seven, this 2,600 sq ft abode offers a modern and tastefully furnished interior, a gourmet kitchen with stainless steel appliances, a balcony, and an unbeatable outdoor entertainment area with a deck, grill, private hot tub, outdoor shower, wooden cold plunge tub, heated pool, cozy basket swing and supersized hammock. Whether you’re in town to soak up the sun at the private pool or shop in the Hamptons, this is the perfect East Coast escape nestled in the deep woods of Springs Hamlet on a private, secluded acre off an exclusive cul-de-sac and just 350 yards to the harbor. This cul-de-sac has exclusive access to a small beach fronting Three Mile Harbor. This beach is accessed via a short walk through the woods at the end of the block. This beach is on an access waterway to Three Mile Harbor, and is a lovely spot with beautiful sunsets. Any guest on our cul-de-sac will likely enjoy a visit to this beach, and those who enjoy water sports like Stand-Up-Paddling will definitely enjoy the easy access to the placid waters of Three Mile Harbor. This property has a max occupancy of 7 Bedrooms Bedroom 1: One Queen Bed, One Twin Single Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet Bedroom 2: One Child Bed, One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet, Balcony/Deck Bathrooms Bathroom 1: Half Bath, First Floor/Main Floor Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Bedroom 1: Cable Bedroom 2: Cable Bedroom 3: Cable Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs (2 Chairs), Beach Umbrella, Fence Around The Yard, Balcony, Swing Set, Kayak/Canoe, Private Pool (Outdoor, Heated, Freshwater), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning, Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Dishwasher, Microwave, Coffee (Pot, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Kitchen), Smart TV, Speaker System (Bluetooth Speaker), Sauna, Parking (6 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Game Room, Laptop-Friendly Workspace, Pots and Pans, Essentials, Private Entrance, Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat), Ping Pong Table, Privacy (Completely Private) Location Nearby Beaches: This cul-de-sac has exclusive access to a small beach fronting Three Mile Harbor. This beach is accessed via a short walk through the woods at the end of the block. The public recreation area of Maidstone Park is nearby and an easy walk too. Nearby Grocery Stores: Damark’s Market is about a mile and 1/2 west on Three Mile Harbor Rd. An IGA and Citarella are about 3 miles. Nearby Restaurants and Bars: The very popular Bostwicks on the Harbor restaurant is an easy walk through the same woods as the beach and overlooking the harbor with magnificent sunsets. This property is also within walking distance of the renowned S S Restaurant and the Sunset Harbor Waterfront Restaurant, offering guests a perfect blend of fine dining and coastal charm right at their doorstep. Other Location Information: Ober Oaks is nestled in a serene acre of woods. The block has only 10 houses, each of which occupy an acre. This is a quiet neighborhood and peaceful street. Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 2,500 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 75 lbs or less is permitted. Dogs over 75 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $80.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool & Hot Tub Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

8,000 SF Custom Oceanfront Mansion in Amagansett with Tennis Court

Amagansett, NY, US
7 Bedrooms 18 Guests
Sep 14 - 16
$27,111 night

Please note that a reservation for this property needs to be approved before it is confirmed. Oceanfront Marvel An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two magnificent acres awaits you! 7BR/9BA w/ 2 living rooms, 2 fireplaces, tremendous kitchen and dining room, media room, gym, playroom, two-car garage, tremendous heated ionized-water gunite pool with jacuzzi, two outdoor showers, tennis court, and huge-wrap-around decks on all levels! An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two magnificent acres awaits you! This artistic masterpiece of architecture, combined with a world-class beach, breathtaking ocean views, and cool Atlantic breezes provides the ultimate setting for luxurious living, relaxation and inspiration. Located off an exclusive private cul-de-sac lane, down a long-secluded drive, you are greeted with a contemporary masterwork of three extraordinary stories situated on 200 square feet of oceanfront. You will be dazzled by the soaring 11 foot ceilings and floor-to-ceiling walls of glass throughout, affording amazing ocean panoramas. Surrounding the home is incomparable landscaping with lush gardens, shrubbery and privacy trees creating a Zen setting. Inside, each room in this grand home provides the ultimate private beach refuge including 7 enormous bedrooms, 9 bathrooms, 2 living rooms, 2 fireplaces, tremendous kitchen and dining room, media room, gym, playroom, two-car garage, tremendous heated ionized-water gunite pool with jacuzzi, two outdoor showers, tennis court, huge-wrap-around decks on all levels, both replete with gas grills, skylights and so much more. A private walkway to your backyard beach makes this the ultimate getaway of your dreams. The upper floor features a dazzling living room facing the Big Blue with a gorgeous fireplace and large skylight. Also, conveniently located on this level is the luxuriously large master suite that includes a gigantic master bathroom with Jacuzzi tub, two-person shower, and huge walk-in closet. The glassed-in kitchen and dining room are simply outstanding, and there is also a media room and large guest bedroom on the upper level as well. The middle level includes a family room of grand proportion with fireplace right off the stunning pool with enormous deck. In addition, there are four huge bedrooms on the floor, each with a beautiful en suite bathroom. The first level features a fantastic gym, another large guest bedroom with en suite bathroom, a terrific playroom, and two-car garage. Available for the first time for rent, this Rockstar custom home was designed and built by award-winning architect Bill Hayes. With three levels of glamorous, huge living and entertaining space, you will have your dream oceanfront oasis for your family and friends, offering the ultimate privacy and security. Perfectly positioned on one of the most coveted beaches in the world in beautiful Amagansett, between the sophisticated town of East Hampton and the gorgeous natural environs of Montaukyour modernistic oceanfront castle beckons. This property has a max occupancy of 18 Bedrooms Bedroom 1 - Master Bedroom: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Standard Closet, Balcony/Deck Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet, Balcony/Deck Bedroom 5: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet, Balcony/Deck Bedroom 6: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Closet, Balcony/Deck Bedroom 7: Two Bunk Beds, Full Ensuite Bathroom Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Shower/Tub Combo Bathroom 5: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Shower Bathroom 6: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Shower/Tub Combo Bathroom 7: Full Bath, Lower Level, Ensuite, Handicap Accessible, Jack & Jill, Shower Bathroom 8: Half Bath Bathroom 9: Half Bath TVs Bedroom 1 - Master Bedroom Bedroom 2: Cable Bedroom 3 Bedroom 4 Bedroom 5: Cable Outdoors & Pool/Spas Deck/Patio (Covered), Grill (Gas), Outdoor Shower (Hot + Cold Water), Tennis Court (Communal), Tennis Equipment (Rackets, Balls), Balcony, Beachfront, Waterfront, Fence Around The Yard, Lounge Chairs (20 Chairs), Patio Furniture (Umbrella, Table, Chairs), Kayak/Canoe, Beach Chairs (6 Chairs), Beach Umbrella, Private Pool (Outdoor, Heated, Freshwater), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Steam Room, Gym/Fitness Room (Elliptical, Treadmill, Weight Training Equipment, Stretching / Yoga Mat), Parking (10 Cars In Driveway), Garage (2 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Coffee (Other), Speaker System (Sonos), Laptop-Friendly Workspace, Pots and Pans Location Nearby Beaches: Atlantic Ocean with beautiful wide sandy beach in our yard 200 feet of Ocean frontage Nearby Grocery Stores: IGA grocery store is @1.5 miles away Nearby Restaurants and Bars: Lobster Roll aka LUNCH Clam Bar Astro Pizza Restaurant Best Pizza Goldberg’s Bagels Amagansett Seafood Store Organic Krush -Rosies Indian Wells Tavern Hampton Chutney Co. Wolffer Kitchen La Fondita Mexican Zakura Sushi/Japanese New Best Taste Chinese take-out Other Location Information: 2 acres - private with protected dunes. Long driveway. Exclusive private neighborhood of only 7 homes. Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 8,000 2 gas grills - 1 on 2nd floor balcony/deck, 1 on 1st floor deck. 2 outdoor showers. 2 gas fireplaces -1 on 2nd floor, one on 1st floor; Sliding doors that open to the deck have pool alarms installed. Suitability: Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $400.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $500.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. Open April - November. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: Open year round. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: A refundable cash security deposit of $35,000 is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Handsome, Rustic Home Across from Bird Sanctuary; Near Beach

Amagansett, NY, US
3 Bedrooms 6 Guests
Sep 14 - 17
$312 night

Please note that a reservation for this property needs to be approved before it is confirmed. Holly Hill Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and Atlantic Avenue Beach, 3BR/2BA, Wood Paneled Interior, Wraparound Deck, Near Town & Beach Escape to your very own secluded woodsy oasis. Set on a 1.8 acres lot that is surrounded by trees, the barn-style saltbox is located across from a five-acre bird sanctuary. Its minutes from Devon Beach and a short drive to Atlantic Avenue Beach and the shops and restaurants of Amagansett. The wood paneled interior and hardwood flooring gives the house a cozy cabin vibe. With an open plan living and dining area, guests can enjoy a seating area with comfortable leather couches and have a meal at the dining table that seats six. The kitchen features wood-paneled cabinetry and ample counterspace for whipping up an elaborate meal. Through picture window sliding glass doors, there is an expansive wraparound wood deck that looks out onto the beautifully landscaped property. With three minimally decorated bedrooms and two bathrooms, the house comfortably sleeps four guests. The two second level bedrooms and bathroom shower are perfectly suited for kids, and may be a bit tight for adults. This property has a max occupancy of 6 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor Bedroom 2: Two Twin Single Beds, 2nd Floor Bedroom 3: One Twin Single Bed, 2nd Floor Additional Sleeping Area: One Twin Single Bed, 2nd Floor Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, 2nd Floor, Shower Outdoors Patio Furniture (Table, Chairs), Outdoor Shower, Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Grill (Charcoal), Deck/Patio Amenities Air Conditioning, Dryer, Internet (Wifi), Washer, Hair Dryer, Essentials, Bed Linens, Living Room, Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Smart TV, Coffee (Pot), Television, Parking, Laptop-Friendly Workspace, Pots and Pans, Stove, Oven, Dishwasher Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $150.00 per booking. Dogs over 25 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $45.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Quintessential East Hampton

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 24 - 27
$1,121 night

Please note that a reservation for this property needs to be approved before it is confirmed. Quintessential East Hampton Spacious East Hampton Retreat Minutes Away from East Hampton Village, Private Pool, Perfect for Families 4BR/3BA: private pool, wood fireplace, work-from-home space, gas BBQ, outdoor dining area, privacy Welcome to your East Hampton sanctuary, a serene retreat nestled just minutes away from East Hampton village and beaches. This exquisite property, featuring 4 bedrooms and 3 bathrooms, accommodates up to 8 guests with ease, making it an ideal getaway for families or small groups seeking an escape from the hustle and bustle of daily life. Set on a beautiful, private block, the home is expertly designed to offer a spacious yet cozy experience with multiple sitting and dining areas, each crafted to enhance your relaxation and comfort. The home’s exterior is as inviting as its interior. Step outside to an expansive patio, a perfect setting for alfresco dining, featuring a large dining table and a gas BBQ. Multiple sitting areas with enough room to seat 13 people, create a delightful environment for evening cocktails or peaceful morning coffees. The centerpiece of the outdoor space is a private pool, offering a refreshing escape on warm summer days. Enjoy the luxury of total privacy and ample free parking, adding convenience to your peaceful stay. Upon entering the home, you’re greeted with an open layout bathed in natural light. The space is designed for comfort and convenience, equipped with WiFi, a washer and dryer, and central air conditioning. The open living spaces flow seamlessly from the living room to the dining room and into the gourmet kitchen, which is a chef’s dream with top-of-the-line appliances and a coffee maker. For those needing a workspace, there’s a dedicated area perfect for working from home. The living room, with its cozy fireplace, offers direct access to the back patio, making indoor-outdoor living effortless. Retire to one of the four beautifully appointed bedrooms, each offering fresh linens and all the essentials needed for a restful night’s sleep. The bathrooms are equally well-equipped, ensuring a comfortable and luxurious experience for all guests. This home is ideally situated just minutes from the charming towns of East Hampton and Amagansett, and fifteen minutes from Sag Harbor when youre ready to explore the local art galleries, savor meals at fine restaurants, and browse through unique shops. If you prefer the ocean, this sanctuary is just ten minutes to the renowned Two-Mile Hollow and Indian Wells Beach, and nearby parks offer a chance to immerse in the natural beauty of the area. This property is not just a vacation rental; it’s a gateway to the best of East Hampton, where every moment becomes a cherished memory. This property has a max occupancy of 8 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Bedroom 1: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs), Fence Around The Yard, Lounge Chairs (4 Chairs), Private Pool (Outdoor) Amenities Laptop-Friendly Workspace, Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Essentials, Smart TV, Usable Fireplace (Wood-Burning), Private Entrance Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Indian Wells Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Estimated Square Footage: 2,500 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $120.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Springs Cottage Contemporary

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 17
$604 night

East Hampton Sanctuary Contemporary home, newly built, heated pool and hot tub, large deck and backyard, Sonos 5-zone surround sound, and minutes to village shopping and beaches 4BR/3BA - airy rooms, extra high ceilings, oversized windows, wood-burning fireplace, Chefs kitchen, indoor/outdoor living, and lower level recreation room with Peloton With its beautiful beaches, endless outdoor activities, and historic small-town charm, it leaves no wonder why East Hamptons is always a great idea when seeking tranquility and rejuvenation. This timeless summer home featuring lush landscaping and a resort-style backyard makes for the perfect and easy vacation with family and friends. Start and finish your days with your own private pool, relaxing in the shade of multiple outdoor living areas. On adventurous days, head to the beach for kayaking, surfing or paddle boarding. Primely located, you are less than a mile to East Hampton beaches, and a half a mile to Gardiners Bay beaches. Soaring ceilings, oversized windows, and a sun-filled living room set the tone for chic yet classic summer vibes as soon as you step inside. The stylish newly refurnished main level allows for seamless living with versatile living spaces. Gather everyone into the cozy living room featuring a large screen frame TV, comfy sofa, and a wood-burning fireplace, ideal for a game or movie night. Host an intimate dinner with a private chef or prepare your own fine meals from the open kitchen featuring premium stainless-steel appliances and gas cooking. The kitchen gracefully extends to the outdoors, so you can also take your dinners to enjoy the beautiful East Hampton weather from the lovely deck. The ultimate in relaxation greets you with four serene bedrooms and three relaxing full bathrooms. The downstairs area features a spacious multipurpose rec room with a TV, exercise/yoga equipment, and a Peloton so you can maintain your fitness routine throughout your luxurious stay. Your private, resort-style backyard oasis is a thing to behold. Encased by beautiful trees that provide privacy and shade, you and your family are sure to be spending time outside. Take a dip in the stunning 16x40 heated pool or simply relax poolside in the brand new hot tub as the BBQ is being prepped on the new deck. The expansive backyard lawn is perfect for playing games or having a catch with the kids. In the morning, relax and sip your coffee around the propane fire pit. The deck and pool area are equipped with Sonos surround sound so make sure to prepare your infinite summer playlist! This backyard is ideal for anything ranging from full-scale entertaining to enjoying peaceful, relaxing time with the family. When youre ready to explore, we have 4 bikes for you to cruise around East Hampton. You are just minutes to village shops or to our pristine beaches, so grab the two inflatable paddle boards before heading over to Barnes Hole Beach, Alberts Landing, and Louis Point Town Beach. Timeless East Hampton adventures await, filled with forever memories. Please note, 4 car max in driveway This property has a max occupancy of 8 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, TV, Closet Bedroom 3: One Queen Bed, Lower Level, Air Conditioning, TV, Standard Closet Bedroom 4: One Queen Bed, Lower Level, Air Conditioning, TV, Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower Bathroom 3: Full Bath, Lower Level, Shower TVs Bedroom 1 Bedroom 2 Bedroom 3 Bedroom 4 Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas, Charcoal), Fire Pit (Gas), Bicycle (4 Adult Bikes), Beach Chairs, Beach Umbrella, Cooler, Fence Around The Yard, Outdoor Shower (Hot + Cold Water), Swing Set, Paddle Board, Private Pool (Outdoor, Heated), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Media Room), Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Hair Dryer, Iron/Ironing Board, Usable Fireplace (Wood-Burning), Ice Maker, Coffee (Pot, Nespresso), Toaster, Smart TV, Speaker System (Sonos), Pack 'n Play/Travel Crib, Blender, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Laptop-Friendly Workspace, Pots and Pans, Wine Fridge Special Features Full crib available, 2 inflatable paddle boards Other FAQ’s Estimated Square Footage: 2,000 Suitability: Not handicap accessible. Primary renter must be at least 35 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $135.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: The hot tub is available year-round. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

East Hampton Village Modern

East Hampton, NY, US
4 Bedrooms 12 Guests
Sep 23 - 27
$1,098 night

East Hampton Village Modern Spacious and Modern East Hampton Home with Private Pool, Close to Village, Perfect for Families 4BR/3BA: private heated pool, outdoor dining area and gas BBQ, pool house, expansive yard, close to town and beaches Nestled in the serene enclave of East Hampton, a mere stone’s throw from the quaint village ambiance of both East Hampton and Amagansett, this exquisite vacation home epitomizes the perfect blend of spaciousness and cozy comfort. A short drive will take you to the pristine sands of Two Mile Hollow Beach and Wiborg Beach, making it an ideal retreat for beach lovers. The property, designed to accommodate up to 11 guests, boasts four well-appointed bedrooms, three modern bathrooms, and an additional versatile sleeping area, ensuring ample space for families or a group of friends seeking an escape from the mundane. The home is situated on a beautifully private block, where an air of tranquility pervades. The exterior amenities promise a slice of paradise, tailored for total relaxation and privacy. An expansive deck invites guests to revel in alfresco dining, featuring a commodious dining table, a high-quality gas BBQ, and multiple sitting areas that are just perfect for enjoying cocktails as the sun sets. The private, heated pool is the centerpiece of relaxation, complemented by a charming pool house that includes a workout area for those who wish to stay active. Step inside the main house to be greeted by an open layout that radiates welcoming vibes, thanks to abundant natural light and a thoughtful design that encourages social interaction. The home is equipped with modern conveniences such as high-speed wifi, a washer and dryer, and central air conditioning, ensuring a comfortable stay. The living spaces flow seamlessly, from a cozy living room with a fireplace to an elegant dining room, and further to a gourmet kitchen. This culinary haven is outfitted with top-of-the-line appliances, a coffee maker, and all the essentials needed to create memorable meals. The experience is heightened by the bedrooms and bathrooms, which are sanctuaries of comfort and relaxation. Fresh linens, plush bedding, and a tranquil ambiance ensure restful nights. Two primary bedrooms feature ensuite bathrooms, offering privacy and luxury. This magnificent retreat is not only a haven of peace and comfort but also conveniently located close to the vibrant communities of East Hampton and Amagansett. A brief drive is all it takes to explore multiple beaches, including the renowned Two Mile Hollow Beach and Wiborg Beach, making it an unparalleled choice for those wishing to indulge in the Hamptons’ beach lifestyle. Whether you’re looking to unwind in the privacy of your vacation home or explore the local charm and natural beauty of the Hamptons, this property promises an unforgettable stay filled with relaxation, luxury, and scenic splendor. This property has a max occupancy of 12 Bedrooms Primary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Junior Primary Bedroom 2: One King Bed, One Sleep Sofa, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Pool House: Pool House First Floor/Main Floor, Air Conditioning, Streaming TV, Private (Enclosed) Privacy Bathrooms Primary Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower Junior Primary Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Main Floor Bathroom: Full Bath, First Floor/Main Floor, Shower/Tub Combo TVs Primary Bedroom 1: Streaming Junior Primary Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Pool House: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Toys, Cooler, Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Keurig), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Additional Structure (Pool House, guest house, detached garage)), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Essentials, Iron/Ironing Board, Wine Fridge, Smart TV, Speaker System (Bluetooth Speaker), Fire Extinguisher Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 1,900 Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $115.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Abrahams Grove | Luxe Home with Pool

East Hampton, NY, US
4 Bedrooms 10 Guests
Sep 14 - 17
$1,451 night

Welcome to Abrahams Grove, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Abrahams Grove, a beautifully appointed Hamptons retreat tucked away on a private lane between East Hampton Village and Amagansett. Set on 2.4 landscaped acres in East Hampton and directly across from the prestigious East Hampton Golf Club, this private estate blends classic Hamptons elegance with effortless indoor-outdoor living. Ideally located just five minutes from both East Hampton Village and Amagansett, the home also offers a direct 15-minute drive to Montauk, avoiding much of the summer traffic through East Hampton. Designed with comfort and entertaining in mind, the home features soaring ceilings, oversized windows, and sun-filled interiors that flow seamlessly between the living room with fireplace, dining area, and fully equipped chef’s kitchen. Completely refurnished in 2026, every room has been thoughtfully redesigned with all-new, high-end furnishings, linens, décor, and amenities to provide a fresh, elevated Hamptons experience. High-speed fiber optic internet and integrated smart home surround sound throughout the home provide modern convenience whether you’re working remotely or enjoying time with family and friends. The home comfortably accommodates up to ten guests across four thoughtfully appointed bedrooms, with additional sleeping available in the media room. Primary Suite: King bed with direct outdoor access, spacious walk-in closet, and a luxurious spa-inspired ensuite bathroom featuring a soaking tub and oversized shower. Guest Suite One: King bed with private ensuite bathroom. Guest Suite Two: King bed with private ensuite bathroom. Guest Bedroom: Two twin beds with convenient access to a full bathroom directly across the hall. Media Room: Comfortable queen-size pull-out sofa, ideal for additional guests or children. The finished lower level serves as a private recreation and fitness space, featuring a fully equipped gym with multiple benches, mats, and dumbbells ranging from 5 to 90 pounds. Outside, Abrahams Grove truly comes to life. An expansive deck overlooks the beautifully landscaped grounds and offers multiple spaces for gathering and relaxation, including an eight-person outdoor dining table, comfortable lounge seating, and a premium gas grill. The heated swimming pool is surrounded by chaise lounges and lush landscaping, creating a resort-like setting for long summer afternoons. Tucked into a private corner of the property, the dedicated wellness garden offers a peaceful escape featuring a four-person cedar barrel sauna and invigorating cold plunge, nestled amongst newly planted hydrangeas and mature landscaping. Guests can also enjoy the property’s expansive lawn and exceptional privacy throughout the grounds. Just minutes from world-renowned ocean beaches, farm stands, boutique shopping, and some of the Hamptons’ finest restaurants, Abrahams Grove offers the perfect balance of peaceful seclusion and effortless access to everything East Hampton, Amagansett, and Montauk have to offer. Whether you’re gathering with family, entertaining friends, or simply seeking a restorative escape, Abrahams Grove delivers an unforgettable Hamptons experience. Pet Policy: Pets are allowed with owner approval. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. This property requires owner approval for all reservations, and is subject to a background check after the booking is completed to confirm the reservation. Please note that the mailbox is not available for guest use during your stay. The pool is open seasonally. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Amagansett Farmhouse

Amagansett, NY, US
3 Bedrooms 5 Guests
Nov 3 - 8
$276 night

Amagansett Farmhouse Renovated Farmhouse-Style Home With Views of South Fork Country Club, Walking Distance to Amagansett Town 3BR/3BA: serene sunset views, private yard with outdoor dining, secluded feel just moments from beaches, shops, and restaurants Welcome to a hidden gem nestled in the heart of the Hamptons. This newly renovated farmhouse-style home, exuding charm and elegance, offers the perfect escape from the bustle of everyday life. Located just moments from the vibrant town of Amagansett, pristine beaches, and exquisite dining, this secluded property promises an unparalleled vacation experience. The home features a spacious 3-bedroom, 3-bathroom layout, including a cozy den, with a maximum occupancy of 6 guestsideal for families or groups looking to unwind in style. The expansive yard, surrounded by lush greenery, creates a sense of privacy while offering breathtaking sunset views over the rolling hills of the South Fork Golf Club. Whether you’re sipping cocktails on the sundeck, lounging by the outdoor dining area, or enjoying the serenity of the surroundings, every corner of this home invites you to relax, recharge, and enjoy the slower pace of life. Step outside, and youll immediately be embraced by the tranquility of the property. The expansive, sprawling yard is perfect for both quiet moments and lively gatherings. The sundeck, with its comfortable lounge chairs, is the perfect place to bask in the warmth of the sun or enjoy a peaceful sunset. The outdoor dining area, equipped with a gas BBQ, provides an inviting space to savor a meal while soaking in the picturesque views. Multiple sitting areas are thoughtfully scattered throughout the grounds, offering the ideal spots for cocktails, morning coffee, or simply unwinding under the expansive skies. Though the property feels like a private retreat, its central location offers the best of both worldspeaceful seclusion combined with close proximity to the top beaches, dining, shops, and galleries the Hamptons has to offer. With plenty of free parking available, you can easily access all the nearby attractions and enjoy the best of this renowned region. Step inside, and youre greeted by an open-concept floor plan that seamlessly blends luxury with comfort. The formal living room, adorned with plush sofas, a cozy fireplace, and a large TV, invites you to unwind and relax. With abundant windows that bathe the room in natural light, the panoramic views of the surrounding hills are never far from sight. The adjacent formal dining room provides the perfect setting for shared meals, whether you’re celebrating a special occasion or enjoying a quiet evening together. The kitchen is fully updated and equipped with everything you need to entertain or cook a gourmet meal. With top-of-the-line appliances, a coffee maker, and all the cooking essentials, it’s a chefs dream. The glass door from the kitchen open directly to the back yard and deck, making outdoor dining and entertaining a breeze. Additionally, the home offers convenient amenities like high-speed Wi-Fi, work-from-home spaces, a washer and dryer, and air conditioning, ensuring you have everything you need for a comfortable and seamless stay. This home boasts three beautifully appointed bedrooms, each offering ample space and comfort. The primary suite, located on the second floor, features a luxurious en-suite bathroom and offers stunning views of the surrounding landscape. The two additional bedrooms, each furnished with a queen or full-sized bed, provide the perfect haven for rest and relaxation. Each room is designed to maximize natural light, with ample windows offering expansive views, ensuring that every guest wakes up feeling refreshed and rejuvenated. All bathrooms are stocked with fresh linens and the essentials needed for a luxurious stay, including plush towels. Whether you’re freshening up after a day at the beach or enjoying a quiet night in, every detail of these spaces has been thoughtfully designed for your comfort. While the home offers an idyllic retreat, you’ll find plenty of exciting attractions just a short distance away. A quick trip into the charming town of Amagansett brings you to an array of boutique shops, world-class restaurants, and art galleries showcasing the work of local artists. If you’re a beach lover, youre in luckseveral pristine beaches are within easy reach, including the renowned Indian Wells Beach and the more secluded Fresh Pond Beach, where you can enjoy a peaceful day by the ocean. For a touch of culture, explore the nearby art galleries and cultural spaces, or spend your day shopping in the Hamptons’ stylish boutiques. Whether you’re seeking fine dining, a relaxing day on the beach, or an afternoon of gallery-hopping, everything you need for a perfect Hamptons getaway is just moments away from your doorstep. With its tranquil ambiance, stunning views, and luxurious amenities, this Amagansett home offers an unforgettable experience. Perfect for those looking to escape the demands of daily life and immerse themselves in the beauty and charm of the Hamptons, this property provides the ultimate setting for a memorable vacation. Whether youre lounging in the sun, enjoying the sunset from your sundeck, or exploring all the best that this beautiful region has to offer, this home promises to exceed your expectations at every turn. Please note: The fireplace is currently inoperable and not available for guest use. Any attempt to operate it is at your own risk. This property has a max occupancy of 5 Bedrooms Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Closet Bedroom 2 - Guest: One Double/Full Bed, 2nd Floor, Air Conditioning, Closet Bedroom 3 - Guest: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bathrooms Bathroom 1 - Primary Bedroom Ensuite: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 2 - 2nd Floor Guest: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 3 - 1st Floor Guest: Full Bath, First Floor/Main Floor, Shower Outdoors Deck/Patio, Patio Furniture (Table, Chairs), Grill (Gas) Amenities Air Conditioning, Dryer, Heating, Internet (Wifi), Bed Linens, Washer, Hair Dryer, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV Location Nearby Beaches: Big Alberts Landing Beach Atlantic Avenue Beach Indian Wells Beach Eqypt Beach Nearby Grocery Stores: Amber Waves Farm Market Vicki’s Veggies Balsam Farm Stand Cirillos Markets Amagansett IGA Stuart’s Seafood Market Cavaniola’s Gourmet Nearby Restaurants and Bars: The Stephen Talkhouse Coche Comedor Wolffer Kitchen Amagansett Sotto Sopra Rosie’s Felice’s Italian Restaurant La Fondita Other Location Information: South Fork Golf Course Fresh Pond Park Amagansett National Wildlife Refuge Atlantic Double Dunes Preserve Other FAQ’s Pool Fenced In: No Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic, non-shedding dog of 20 lbs or less is permitted for an additional $250.00 per booking. Non hypoallergenic/shedding dogs or any dogs over 20 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $250.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. An event fee of $250.00 may be required. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Northwest Harbor Contemporary

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 28 - 30
$824 night

Northwest Harbor Contemporary Classic East Hampton Home Perfect for Families Close to Town and Beaches 4BR/3BA: private salt water pool, hot tub, island kitchen, fireplace, marble countertops, multiple sitting areas, office, pool table Welcome to Northwest Harbor Contemporary in East Hampton! This stunning 4 bedroom, 3 bathroom home is the perfect destination for families and friends looking to escape to the Hamptons. As you enter the home, you will be greeted with an open layout, plenty of natural light, and open living spaces. The island kitchen is perfect for preparing meals and entertaining guests, and the dining room table seats 8 people comfortably. The living room features a big screen TV and access to the deck, making it the perfect spot for movie nights or enjoying a glass of wine in the evenings. The double height living room is the perfect spot for lounging with friends and family, and the fireplace adds to the cozy and welcoming atmosphere. The basement even comes equipped with a Peloton, for those who want to stay active during their vacation. Step outside and you will find an array of amenities to enjoy during your stay. Take a dip in the pool, hot tub, or lounge on the chairs while soaking up the sun. The outdoor dining table is perfect for al fresco meals, and the surrounding lush greenery provides a serene and peaceful backdrop. The bedrooms and bathrooms in this home are just as impressive as the rest of the property. The ensuite primary bathroom is beautifully designed and has all the essentials you will need during your stay. The other bathrooms are also well-appointed, ensuring that everyone has a comfortable and relaxing experience. Northwest Harbor Contemporary is located close to art galleries, restaurants, the town center, and the beach, making it the perfect base for exploring all that the Hamptons has to offer. Whether you are looking to relax and unwind or explore and adventure, this property is sure to exceed your expectations. Please note - hot tub is available year-round. No Smoking Policy For the comfort and safety of all guests, smoking is strictly prohibited anywhere on the property, including both indoor and outdoor spaces. Doing such may incur a penalty fee. This property has a max occupancy of 8 Bedrooms Primary Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Guest Bedroom 2: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Additional Sleeping Space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, Streaming TV Bathrooms Primary Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Guest Bathroom 2: Full Bath, First Floor/Main Floor, Shower Guest bathroom 3: Full Bath, 2nd Floor, Shower, Tub TVs Primary Bedroom 1: Streaming Guest Bedroom 2: Streaming Guest Bedroom 3: Streaming Guest Bedroom 4: Streaming Additional Sleeping Space: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Chairs, Cooler, Fire Pit (Wood-Burning), Fence Around The Pool, Private Pool (Outdoor, Heated, Saltwater), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Private Entrance, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Laptop-Friendly Workspace, Television (Main Living Room, Kitchen, Den, Office), Hair Dryer, Parking, Coffee (Pot, Other), Toaster, Blender, Smart TV, Ice Maker, Wine Fridge, Speaker System, Usable Fireplace (Gas-Burning), Pool Table, Privacy (Completely Private) Other FAQ’s Pool Fenced In: Yes Estimated Square Footage: 2,700 Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: One dog of 50 lbs or less is permitted for an additional $250.00 per booking. Dogs over 50 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $135.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: April to mid October Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Designers Oasis

East Hampton, NY, US
5 Bedrooms 11 Guests
Sep 14 - 16
$1,769 night

Please note that a reservation for this property needs to be approved before it is confirmed. Designers Oasis Recently Renovated Designers Oasis in East Hampton, Close to Beaches, Great for Families 5BR/4BA: private heated pool, fire pit, gas BBQ, outdoor dining, stationary bike, total privacy, work-from-home space, koi pond Welcome to your dream getaway in the heart of East Hampton. Nestled on 1.5 acres of pristine land, this recently renovated modern home offers an unparalleled blend of elegance, comfort, and tranquility. Designed with a chic aesthetic and a keen eye for detail, this spacious retreat features five beautifully appointed bedrooms and four luxurious bathrooms, comfortably accommodating up to ten guests. With its open floor plan, abundant natural light, and multiple sitting and dining areas, this property is the perfect haven for families or groups seeking a serene escape from the hustle and bustle of daily life. Tucked away on a private block, you’ll enjoy a seamless blend of expansive indoor and outdoor spaces, all crafted to create unforgettable memories. Step outside, and you’ll discover a true sanctuary designed for relaxation and entertaining. The lush, manicured grounds offer complete privacy, ensuring your stay feels like a world of its own. The expansive outdoor dining area, complete with a gas BBQ, is perfect for savoring al fresco meals with loved ones. Multiple sitting areas invite you to linger over cocktails or morning coffee, while the spacious yard offers endless opportunities for leisurely strolls and outdoor fun. Gather around the fire pit under the stars or take a dip in the private heated pool. Meandering paths lead to a thriving koi pond, adding a touch of Zen to this serene oasis. With plenty of free parking and every outdoor amenity you could imagine, this home offers a luxurious blend of comfort and style. Inside, the home is a masterpiece of modern design and functionality. The open layout invites you to flow effortlessly from one space to the next, with expansive windows bathing the interiors in natural light. Whether you’re preparing meals in the gourmet kitchen, lounging by the fireplace in the living room, or enjoying meals in the stylish dining area, every moment here feels effortless and inviting. The fully equipped kitchen features top-of-the-line appliances, a coffee maker for your morning ritual, and all the tools you need to whip up culinary masterpieces. Stay connected with high-speed Wi-Fi, and enjoy the convenience of central air conditioning, a washer and dryer, and a designated work-from-home space. For fitness enthusiasts, a stationary bike is also available to help you maintain your routine even while on vacation. The bedrooms are thoughtfully designed to provide ultimate comfort and serenity. Each room boasts fresh linens and plush bedding, ensuring a restful nights sleep. The bathrooms are equally inviting, equipped with all the essentials to pamper yourself after a day of exploring or lounging by the pool. With ample space and attention to detail, the sleeping quarters feel like private retreats within this stunning home. When its time to venture out, youll find yourself in the heart of East Hampton, surrounded by some of the areas best attractions. Explore nearby beaches, indulge in local restaurants, or browse charming shops, art galleries, and farmers markets. For golf enthusiasts, East Hampton offers some of the finest courses in the region. Whether youre looking to unwind or explore, this home is perfectly positioned to help you make the most of your stay. Your sophisticated escape awaits in this East Hampton retreatwhere luxury, comfort, and natural beauty come together to create a one-of-a-kind vacation experience. This property has a max occupancy of 11 Bedrooms Primary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Standard Closet Guest Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Guest Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Balcony/Deck Guest Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet, Privacy Bathrooms Living Room Bathroom 1: Full Bath, First Floor/Main Floor, Shower Guest Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower 2nd Floor Bathroom 3: Full Bath, 2nd Floor, Shower/Tub Combo Primary Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower TVs Primary Bedroom 1 Guest Bedroom 3: Streaming Bedroom 5: Streaming Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Fence Around The Yard, Fire Pit (Wood-Burning), Lounge Chairs, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Coffee (Pot), Toaster, Blender, Dishes and Silverware, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Den), Smart TV, Pack 'n Play/Travel Crib, Gym/Fitness Room (Stationary Bike), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Essentials, Living Room Special Features Please note that Events of any kind are strictly prohibited. Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Sammys Beach Maidstone Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $150.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $150.00 per person per night may be required. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Blue Jay Villa | Luxe Home with Pool

East Hampton, NY, US
7 Bedrooms 14 Guests
Sep 28 - Oct 1
$850 night

Welcome to Blue Jay Villa, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Step into Blue Jay Villa, a luxurious home located in East Hampton. This newly built 7-bedroom, 8-bathroom residence offers over 9,000 square feet of thoughtfully designed living space on a private 1.1-acre lot. Built from durable concrete and powered by a full solar array, the home is both energy-efficient and built to last. Floor-to-ceiling glass sliders and oversized windows create a bright, open feel and connect the interior with the surrounding landscaped grounds. The main level features large-format Italian porcelain tile and natural stone, while wide-plank European oak floors add warmth upstairs. At the center of the home is a custom Arc Linea kitchen with fossil-finish oak cabinetry, Grigio Argentino marble countertops, high-end Miele appliances, and a separate prep kitchen. The spacious great room opens directly to a 20’ x 40’ heated gunite pool, pool house, and outdoor kitchen, ideal for indoor-outdoor living. Each bedroom is generously sized and includes refined finishes. The primary suite features a spa-style bathroom with Carrara marble, Italian fixtures, and a clean, modern design. Resort-style features including lush garden terraces complete this marvellous retreat. This exquisite residence is a rare mix of high-end design, smart systems, and everyday comfort, designed for privacy, performance, and style. To finalize your reservation, all guests must pass a mandatory third-party screening process. Pet Policy: Pets are allowed with owner approval and a one time $150 charge. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. The pool is open seasonally and will close on October 16, 2026. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. The home may occasionally be subject to a brief broker or real estate showing during your stay, as the property is currently on the market. Showings may require a minimum of approximately 2 hours’ notice and are typically brief. Guests may remain in the home during a scheduled showing if they prefer. Open houses might also be required, and in those cases, guests will be asked to vacate the property. Please consider this before booking this specific property. Cleaning & Maintenance Fees: Turnover Clean: $1,495 Light Mid-Stay Clean: $630 Mid-Stay Clean (with Laundry): $1,035 Refresh Clean: $575 Pool Heating (per night): $75 Security deposit Stays up to 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

Secluded Serenity in East Hampton

East Hampton, NY, US
3 Bedrooms 10 Guests
Sep 21 - 24
$732 night

Please note that a reservation for this property needs to be approved before it is confirmed. The Majestic Newly renovated and refurnished, secluded East Hampton home with heated pool, walking to town and 2 miles from the beach 3BR/2.5BA-open living room, Deck/Patio, Lounge Chairs, Patio Furniture, Grill, Private Heated Pool Welcome to your dream vacation rental in East Hampton! This charming 3-bedroom, 2.5-bathroom home is the perfect getaway for those seeking a relaxing and enjoyable stay close to East Hampton Village. Whether you’re in the mood for adventurous activities or leisurely indulgence, this property offers it all. Start your day with a serene paddleboarding session at the local ocean beaches or explore the vibrant shops and eateries nearby. For a peaceful morning, you can meditate on the back patio while surrounded by the beauty of nature. The large open living room provides a cozy space to unwind, and the dining room is ideal for savoring delicious meals. In the evening, why not plan a fun-filled swimming and entertaining session in the generously-sized sunroom, conveniently located just off the heated 20x40 gunite pool? It’s the perfect spot to create unforgettable memories with your loved ones. Step inside this beautifully renovated home and experience classic Hamptons charm at its finest. A professional interior designer has meticulously curated every detail, ensuring a clean aesthetic that still feels warm and inviting for the entire family. You’ll have plenty of space to spread out and relax, with the sunroom and bonus attic space providing additional areas to unwind. The backyard is perfect for some fun yard games and offers a fantastic opportunity to bask in the sun. Every bedroom comes equipped with its own TV, ensuring that everyone in your group can enjoy their favorite shows and movies in privacy. This vacation rental property in East Hampton is waiting for you to experience a getaway like no other, where you can fully embrace the essence of luxury and relaxation. Your unforgettable vacation awaits! This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Standard Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, TV, Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, TV, Closet Additional Sleep Space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, TV Additional Sleeping Space - Attic: Two Twin Single Beds, 3rd Floor, Air Conditioning Bathrooms Bathroom 1: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 2: Half Bath, First Floor/Main Floor Primary En Suite: Full Bath, 2nd Floor, Ensuite, Shower TVs Bedroom 1 Bedroom 2 Bedroom 3 Additional Sleep Space Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Fence Around The Yard, Fence Around The Pool, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Den), Private Entrance, Parking (3 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Ice Maker, Coffee (Keurig), Toaster, Laptop-Friendly Workspace Other FAQ’s Estimated Square Footage: 1,800 Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $135.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

16 Shorewood Dr

East Hampton, NY, US
3 Bedrooms 8 Guests
Sep 14 - 16
$886 night

About the space SERENITY AT SHOREWOOD is the perfect setting of relaxed luxury with laid back beach vibes. Perfect for families or couples. Stunning cedar clad Midcentury Modern fully renovated from top to bottom to satisfy today’s luxury standards. Three luxurious bedroom suites, a large and fully equipped kitchen, soaring ceilings with skylights and open floorplan with oversized windows are highlights of this fabulous space located on a large landscaped lot in a quiet community. A 2023 Jeep Wrangler with removable top and East Hampton beach parking permit - the only way to park at most of the Hamptons beaches – is available (special terms apply, see details). We are 8 minutes away from the charming and lively Village of East Hampton; 3 minutes to the beautiful botanical gardens at Long House Preserve or Northwest Harbor (Sammy’s Beach is the perfect bay beach for a leisurely stroll or swim, popular with families because the bay waters tend to be calmer and warmer than the ocean); 10 minutes from world famous Main Beach, Two Mile Hollow or Egypt Lane ocean beaches; and 15 minutes to the historic whaling village of Sag Harbor or the beautiful Wolfer Estate vineyards and polo grounds and a little farther to Bridgehampton, Southampton and Montauk. Wake up to tranquil views of wide grass lawns and leafy green trees of East Hampton’s Northwest Woods, an enclave on a peninsula adjacent to East Hampton Village, surrounded by beautiful beaches and preserved woodlands for hiking, biking (2 adult bikes with helmets are included), and more. Jump in the heated pool for an invigorating swim or work on your tan poolside. After exploring the Hamptons, unwind in the hot tub, enjoy an outdoor movie, relax in the garden, or gather around the fire pit for smores. With a lower level game room for fun and games and cozy spaces to relax, our Hamptons escape invites unforgettable memories. The Space ★★PROPERTY HIGHLIGHTS★★ ✹ Serene location, on a leafy green private cut de sac, this corner property just shy of an acre is just 8 minutes from East Hampton Village and close to major outdoor activities from Cedar Point Park, Northwest Harbor, Hamptons beaches and the most popular restaurants and shops in the Hamptons! ✹ Heated inground pool with loungers, umbrellas and multiple seating areas ✹ Game room featuring foosball, classic Ms. Pacman table, classic board games, karaoke and lounge area with 75 inch Smart TV ✹ Sun splashed living room with soaring 20 foot ceilings, skylights, a wood-burning fireplace, opening to the deck and expansive back yard ✹ Spacious deck with outdoor dining, propane BBQ grill and seating area ✹ Multiple outdoor activities including Giant Four in a Row, Cornhole, and Jenga ✹ Fire pit area with comfortable custom Teak seating and lights creating a warm ambiance ✹ High-speed WiFi throughout ✹ Ample parking for up to 4 cars with easy access to all the Hamptons have to offer ✹ Pet-friendly, so your pets can be part of the fun (Up to 2) subject to prior approval and pet fee*** ✹ Ideal for couples (each bedroom has its own en suite bath) and families (a Pack ‘n Play, high chair and crib are provided for your little ones) ✹ New construction completed June 2023 *** If you bring pets please let us know in advance, pet fee required – see details below. ★★ LIVING ROOM ★★ Relax in the inviting living room, a perfect blend of minimalist decor and modern comfort. Whether you’re unwinding after a day exploring the Hamptons or enjoying a relaxing day at home, this space offers a warm and welcoming atmosphere. Double-height ceilings, oversized windows and skylights invite the sunshine in Large 65” Frame Smart TV to “Netflix and Chill” Stylish furnishings for your comfort Wood-burning fireplace for added warmth and ambiance Stylish powder room Retro vinyl station, perfect for spinning your favorite records as you relax. Sliding doors to the deck to enjoy your morning coffee for a serene morning experience Telescope to facilitate stargazing ★★ KITCHEN & DINING ★★ Channel your inner chef in the fully equipped kitchen, where high end stainless steel appliances, including wine refrigerator and five burner stove with pot filler and endless quartz countertops, make meal prep a joy and will be the perfect backdrop to show off your culinary creations on Instagram. Gather around the large bespoke surfboard inspired reclaimed oak dining table for memorable meals shared with loved ones. Prepare delightful libations at the built-in bar. Fully equipped kitchen with modern stainless steel professional grade appliances Sleek quartz countertops and essential cookware and serving ware plus basic spices and sundries Dining table seats 8, with additional seating for 2 at the kitchen breakfast bar Built-in bar to prepare and serve your favorite libations. ★★ DECK (MAIN LEVEL) OUTDOOR DINING ★★ Dine and relax outdoors on the spacious deck, where a seating area, dining table and propane BBQ grill invite you to enjoy meals surrounded by nature. The deck is perfect for both casual gatherings and special occasions. Great sightlines to the pool and back yard so you can keep an eye on everybody. Classic Midcentury Modern Woodard dining table with seating for 6 Couch and chairs to seat 5 Doors to deck are alarmed for safety Modern 3-burner BBQ propane grill Movie Projection Screen ★★ INGROUND POOL ★★ Open April 15 through October 15. Enjoy endless fun in the oversized inground pool (20x40). Surrounded by an expansive bluestone patio. The garden is surrounded by beautiful leafy green oak trees but the pool gets all day sun keeping it warm (however the pool can be heated for an additional fee to cover the energy cost). Relax by the pool on the chaise lounges and lounge chairs or have a poolside snack at the bistro tables. Enjoy a night swim in the glow of the underwater pool lighting. ★★ GAME ROOM (Lower Level) ★★ Discover endless fun in the game room, designed for both relaxation and entertainment. Whether it’s foosball, classic arcade games and board games or a round of karaoke, there’s something for everyone. Foosball Old school Ms. Pac Man arcade game table At least a dozen classic board games Karaoke setup for sing-along fun Sitting area with a large TV Popcorn machine and mini-fridge for refreshments ★★ FIRE PIT ★★ End your evening around the fire pit, where the soft glow of string lights creates a magical atmosphere. Make some s’mores memories! The comfortable seating makes it easy to relax and enjoy the cool Hamptons relaxation vibe in the evenings. Scupltural teak root table and 4 chairs Cafe lights adding a warm, inviting ambiance to the outdoor space Garden accent lighting Surround stereo that hooks up to your Sonos account The pool lights up too for the perfect night swim ★★ BEDROOMS ★★ Rest and recharge in beautifully appointed bedrooms, each offering comfort and style. With ample space and thoughtful touches, these rooms provide the perfect retreat after a day of adventure. Quality bed linens and towels will be provided. Plant based Shampoo, conditioner, shower gel and hand soap will also be provided. Bedroom 1 (Main Level): Queen bed, work space and Smart TV, with a luxurious ensuite tile and marble bathroom with curbless glassed entry to the oversized shower and lighted vanity mirror Bedroom 2 (Upper Level): King bed with private balcony, Smart TV and daybed that unfolds into a Queen bed to accommodate additional guests. Stunning ensuite marble bathroom with dual vanity, lighted vanity mirror, freestanding jetted tub, separate shower with curbless entry and discreet w/c room. Bedroom 3 (Upper Level): Queen bed, smart TV and crib or Pack ‘n Play if desired, and a stylish ensuite tile and marble bathroom with tub/shower combination, lighted vanity mirror and skylight. ★★PETS POLICY★★ We’re happy to welcome house-trained pets! There’s a $150 fee per pet (up to 2). if you plan to bring pets please make sure let us know in advance. Damage/extra cleaning required due to pets will incur an additional charge to be paid from security deposit. Please do not let pets relieve themselves on the grass (use mulched area) and clean up their poop. ★★BEACH CAR POLICY★★ Use of the Jeep is intended strictly to facilitate your going to the beach since there are no “beach passes” in the Hamptons (just beach permits – a sticker affixed to a specific car); it is NOT intended for you to drive around the Hamptons – please use your own vehicles for that. Mileage will be monitored and 20 miles per day is included, excessive mileage will incur a charge of $5 per mile, to be paid from security deposit. Use of the Jeep is at the sole risk of the driver and passengers. Driver shall be liable for any damage to the Jeep or any property damage or injury which may occur during such use (regardless of fault). The Jeep is only to be driven by experienced drivers over 25 years of age who have a valid license, no arrests or convictions for “driving while intoxicated” or similar offenses. Copies of drivers license must be provided prior to arrival and the Jeep may only be driven by those persons whose driver’s license has been so provided. ★★ Beach car is Memorial Day weekend through Labor Day. ★★ Guest access You will have the whole house and 1 acre of land to yourself to enjoy One supply closet is not accessible to guests. Other things to note ★★OTHER THINGS TO NOTE★★ The pet fee is a one-time, non-refundable fee that covers a cleaning post-checkout to prevent any allergy-related illness in the cabin. Pet-related damages or the need for excessive cleaning will be debited from the guest. Prior to check-in, you will be asked to sign a rental agreement. There is a $500 additional cleaning charge if there is any smell or evidence of smoking. Anyone found breaking these rules will be asked to leave without a refund. We provide a starter set of household supplies -dishwasher tablets, dishwasher soap, paper towels, toilet paper, shampoo, body soap, hand soap, and laundry tabs. Additional supplies can be purchased at: -IGA and Stop-and-Shop supermarkets (supermarket for everything, recommend pick up groceries on the way to the house, 8 mins from house) -Damarks Market (mom and pop grocery and deli). Smoothies, sandwiches and baked goods, 5 minutes from house). - Round Swamp Farm (small country market and farm stand with locally grown produce and prepared foods. 5 minutes from house) - Citarella Gourmet Market (full scale gourmet marketplace with delicious seafood. Offers delivery service to the house, 8 minutes from house) -Various Farmstands offering locally-grown produce, cheeses and even locally sourced seafood

24 Woodpink Drive

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 21 - 23
$751 night

WELCOME! Walk to Sammy’s Beach from this renovated home, perfect for families. Located in the NW Harbour, 12 minutes from East Hampton Village, Sag Harbour, both bay (child friendly) and ocean beaches (including Sammy’s and Main Beach, one of the best in the world!) and Wolffer Vineyard. 4 bd, 2.5 baths, plus outdoor/private shower. Master bed with king bed and en-suite bath. 3 bedrooms (two queen and one full). Guest bath with shower, powder room. Newly renovated and beautifully designed. Looking for a Quiet Retreat to relax in the Hamptons? Located in an amazing location in the East Hampton’s Northwest Woods is the perfect home where you can walk among leafy green treetops and nature daily, just one mile from the beach. Close to East Hampton Village, Sag Harbour, both bay (child friendly) and ocean beaches (includings Sammy’s and Main Beach, one of the best in the world!). 4 bedrooms, 2 full bathrooms, 1 powder room, 1 outdoor/private shower: Master bedroom with king bed and en-suite bathroom featuring a bathtub and shower. Three additional bedrooms (two queen and one full). Additional guest bathroom with shower, powder room and outdoor/private shower. Large in-ground pool (open) out door living and dining spaces with bbq. Pool can be heated for fee. Recently renovated and beautifully designed. Open concept living /dining with wood burning fireplace is perfect for families and entertaining. Close to hiking trails, golf, kayaking and outdoor activities. Close drive to Montauk. Central AC, wifi and smart TV with access to your Netflix and Spotify accounts. Registry 21-439 Check in on Friday or Saturday (June 23-Labor Day) I am available by text or just a phone call away. Welcome to East Hampton! #PinkwoodPlayhouse is located in an amazing location close to East Hampton Village, Sag Harbour, Montauk, both bay (child friendly) and ocean beaches (including Sammys and Main Beach, one of the best in the world!). Car is recommended. Friday or Saturday check-in in summer season (June 23-Labor Day)

Springs Cottage | Home w/Heated Pool

East Hampton, NY, US
3 Bedrooms 6 Guests
Sep 15 - 19
$618 night

Welcome to Springs Cottage, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Springs Cottage, a serene East Hampton retreat just minutes from the beach. This renovated 3-bedroom, 2-bathroom home features an open layout with a bright living area, custom beechwood fireplace mantel, and a beautifully designed kitchen with Fisher & Paykel appliances, quartz countertops, and a custom kitchen island. The main level includes two queen bedrooms and a vibrant full bathroom, while the finished lower level offers a spacious recreational room, second bathroom, and a guest bedroom. Step outside to over an acre of private, landscaped grounds with a 20x40 heated saltwater pool, expansive deck perfect for dining al fresco, a lush lawn, cozy fire pit, and a large shed for beach gear or bikes. Tucked among the trees yet close to the shoreline, this peaceful retreat offers a seamless connection to nature and coastal charm. Pet Policy: Pets are not allowed at this property. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. The pool is open seasonally. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Harborwood Estate | Elegant Retreat

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 16
$1,277 night

Welcome to Harborwood Estate, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Discover Harborwood Estate, a newly constructed Hamptons retreat tucked away in the sought-after Springs neighborhood of East Hampton. This contemporary 4-bedroom, 3.5-bathroom home blends modern architecture with relaxed coastal living, offering bright, open interiors and effortless indoor-outdoor flow. At the heart of the home is a fully equipped chef’s kitchen with premium Thermador appliances, opening into spacious living and dining areas that extend to a covered outdoor deck through expansive sliding glass doors. The second floor is the home to all four bedrooms. The primary suite offers a peaceful retreat with vaulted ceilings and a spa-inspired ensuite, while the additional bedrooms provide plenty of space for families and groups. Step outside to your own private backyard oasis, where a heated saltwater gunite pool, lush landscaping, and a stylish pool house with comfortable chairs, TV and a full bathroom create the perfect setting for long summer afternoons and evenings under the stars. Just minutes from East Hampton Village, beautiful bay and ocean beaches, local art galleries, and the scenic nature preserves that make Springs so beloved, this remarkable retreat offers the ideal blend of privacy, comfort, and convenient access to the very best of the Hamptons. To finalize your reservation, all guests must pass a mandatory third-party screening process. Pet Policy: Pets are allowed at this property for an additional $150 fee. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. The pool is open seasonally and will close on September 14, 2026. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit Stays up to 13 nights: $2,500 credit hold Stays between 14 and 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

Serene Estate in East Hampton

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 17
$610 night

Please note that a reservation for this property needs to be approved before it is confirmed. Serene Estate in East Hampton Contemporary and serene estate with heated saltwater pool, expansive windows, and newly renovated interior. A perfect location to relax and recharge near Gerard Beach in East Hampton. 4BR/3BAExperience the tranquility and seclusion this spacious and eco-conscience home offers on one acre of lush landscaping with a private saltwater pool, gym, Sonos speaker system, and electric car charging station. Guests who are looking to escape the hustle of everyday life, and yet remain within close proximity to local amenities will adore this thoughtfully planned, eco-conscious estate in East Hampton. Surrounded by trees and on a wide, quiet street, this four-bedroom, three-bathroom home includes 2,200 square feet of living space. Entering the home, you will be impressed by the abundance of natural light that flows through the home via ample windows, sliding doors, and skylights. The modern and minimalist furnishings help to highlight the beauty of the surrounding landscape. In the living room, a large sectional invites guests to relax in front of the wood fireplace. The expansive sliding doors and provide remarkable views of the deck, pool, and grounds. Making your way into the kitchen and dining space, you will encounter a large wooden table with bench seating that is set directly adjacent to the u-shaped kitchen. The kitchen is clean and uncluttered with creamy flat-panel cabinets, gray countertops, and an appliance suite that blends seamlessly with the space. The kitchen island will make an ideal prep surface or additional informal dining space. The Aquasana drinking water filter eliminates the need for wasteful plastic water bottles and instead glass bottles are available for your use. Each bedroom has its own unique and whimsical personality with various colors, textures, and patterns. On the main floor, two bedrooms with queen beds each have their own balcony and share a bathroom. On the second floor, a bunk space with two twin beds also an ensuite bathroom and its own a balcony. In the master suite, youll enjoy a king bed, a walk-in closet, and a luxurious ensuite bathroom with double sinks, glass shower, and soaking tub. This estate is ideal for active guests with endless options for activities. Enjoy a live spin class on the Peloton, tour the neighborhood on the skateboards and bikes, take a swim in the heated saltwater pool, or make your way to nearby Gerard Beach with the available surfboards and stand-up paddle boards. For guests looking to relax, spend time on the oversized deck that overlooks the grounds where you can dine alfresco at the table with seating for eight, rest in one of the many chaise loungers surrounding the pool and grounds, or use the earth lite massage table that is available for in-home treatments. The rose quartz crystals buried throughout the property promotes feelings of peace and reassurance and helps to protect against environmental pollution. When you are ready to explore the area, the home is an easy commute to East Hampton or Amagansett village and beaches! This property has a max occupancy of 8 Bedrooms Bedroom 1: Two Twin Single Beds, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet, Balcony/Deck Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, TV, Closet, Balcony/Deck Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, TV, Closet, Balcony/Deck Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, 2nd Floor, Ensuite, Tub Bathroom 3/Master Bath: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Bedroom 2 Bedroom 3 Bedroom 4 Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Balcony, Bicycle (3 Adult Bikes, 3 Children Bikes), Beach Chairs (4 Chairs), Beach Umbrella, Beach Toys, Cooler, Paddle Board, Fence Around The Pool, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Gym/Fitness Room (Stationary Bike, Stretching / Yoga Mat), Parking (4 Cars In Driveway), Electric Vehicle Charger, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Iron/Ironing Board, Laptop-Friendly Workspace, Pots and Pans Special Features Surfboards, boogie boards, and scooters available for use. Child safety fence surrounding the pool is available upon request. Location Nearby Beaches: Louse Point, Gerard Drive, Flaggy Hole, Napeague Lane, Indian Wells Nearby Grocery Stores: S&S Cornershop, Balsam Farms, Amber Waves, Nearby Restaurants and Bars: il Buco, Jack’s Coffee, S&S Coffee, Rosie’s, Rita Cantina Other Location Information: Biking distance to bay side of East Hampton, 10 minute drive to ocean beaches. Other FAQ’s Pool Fenced In: Yes Estimated Square Footage: 2,200 Renters are required to add the property to their existing rental insurance or homeowner’s policy for the term of their stay. If renters do not have an existing insurance policy, please procure one. Child safety fence surrounding the pool is available upon request. Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $110.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Cute East Hampton Cottage w/ Patio - Walk to Beach

East Hampton, NY, US
2 Bedrooms 4 Guests
Sep 14 - 19
$456 night

Spend a serene weekend with friends at this beautifully appointed 2-bed, 1-bath vacation rental cottage in East Hampton, NY. The home has an idyllic nature to it thanks to the shingle-style architecture, multiple outdoor seating areas, English-style flower garden with fresh herbs, and the elegant furnishings and decorations throughout the cozy interior space. Four guests can spend days sunning at the beach a short walk away. You're sure to leave this vacation feeling rejuvenated and relaxed! -- THE PROPERTY -- Bedroom 1: Full Bed | Bedroom 2: Full Bed Your days will be filled with sunshine and fresh air when you stay at this cozy cottage in East Hampton. When you arrive at the magical home, you'll understand how it is so easy to relax here thanks to the endless outdoor seating areas surrounded by blooming flowers, climbing ivy and lush greenery. Inside, you'll find high ceilings lined with skylights, beautiful furnishings, elegant decorations, and a welcoming atmosphere thanks to the use of fungswae to arrange the rooms. After a day on the beach, lounge in the living room by the wood-burning fireplace and watch the flat-screen Smart TV with Roku. When your stomachs start to rumble, head outside to the English-style garden and pick some fresh herbs for supper. Feel free to utilize the fully equipped kitchen complete with stainless steel appliances to prepare a delicious meal. Eat in the dining room or wander outside to the yard to dine al fresco. After dinner, opt for some privacy and read a book outside at the seating area in the front of the house, the side of the house, or the back of the house. There are so many options, you can choose a different reading spot every day! Retire to either bedroom furnished with plush full beds, beautiful linens, and lovely wall decorations. Take a rejuvenating shower in the morning before you begin another day of your fantastic Hamptons getaway! -- THE LOCATION -- The Hamptons are an ideal location for a summer getaway filled with white-sand beaches and a side of flare. It's easy to get lost in a peaceful state as you ride bikes through the wood-lined roads, lounge on the quiet beaches, and bask in the beauty of the flowering landscape surrounding the cottage. Travel 5 minutes and find yourself on a little sandy beach where you can swim and sunbathe all morning or pick up salads from Round Swamp Farm. Travel to Sagg Main Beach for a picnic on the soft white-sand beach. Easily stroll down to the marina to fish on the dock then head to Bay Kitchen Bar. This waterfront restaurant is fantastic for eating al fresco and enjoying the sunset over the marina. Main Street is just 5 miles from the home and offers shops that run the gamut from locally owned to high end and restaurants ranging from casual cafes to fine dining. No matter what you're in the mood for, there is a restaurant to satisfy your taste buds. End your evening wine tasting at Wölffer Estate Vineyard on a terrace overlooking the rows of vines as the sun sets. If you love the vineyard's rose as much as the locals, make sure you purchase a case before you head back to the cottage to unwind by the fireplace. -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access Licence number: 21-971

East Hampton Village Elegance

East Hampton, NY, US
3 Bedrooms 8 Guests
Sep 14 - 17
$732 night

Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Village Elegance Charming East Hampton Home, Elegantly Furnished with Modern Touches, Close to East Hampton Village 3BR/2.5BA: heated pool, hot tub, gas fire pit, outdoor shower, modern island kitchen, finished lower level, full work station, gym, gas BBQ, outdoor dining area, close to town Nestled in the serene and picturesque setting of East Hampton, just minutes away from the tranquil Two Mile Hollow and Indian Wells Beaches, this vacation rental offers the perfect blend of proximity and privacy. A stone’s throw from the charming East Hampton village, this property boasts three elegantly appointed bedrooms and 2.5 bathrooms, accommodating up to eight guests comfortably. It’s an ideal sanctuary for families or couples seeking to escape the hustle and bustle of daily life. The heart of this home lies in its design - a spacious yet cozy interior that seamlessly integrates multiple sitting and dining areas, creating an environment perfect for relaxation and socializing. The house is a canvas of modern touches, with expertly designed interiors that speak of understated elegance. Step outside to the backyard oasis featuring a private heated pool and free standing hot tub. The expansive patio is a haven for outdoor enthusiasts, complete with a gas BBQ and outdoor dining setup, perfect for enjoying meals under the starlit sky. As you explore the exterior, you’ll find amenities designed to enhance your stay. The patio extends into a vast outdoor area, where you can enjoy alfresco dining or evening cocktails. A gas fire pit adds a rustic charm, perfect for gathering around and sharing stories. The outdoor shower, nestled in privacy, is an added luxury, while ample free parking ensures total convenience for all guests. The interior of the home welcomes you with an open layout bathed in natural light. Equipped with modern amenities like WiFi, a washer and dryer, and central AC, the house ensures a comfortable stay. The living spaces flow effortlessly from the living room to the dining area and into the gourmet island kitchen, which is a culinary enthusiast’s dream, featuring a coffee maker and top-of-the-line appliances. The living room, anchored by a big-screen TV, is perfect for movie nights, while a gym and a finished lower-level media area cater to both fitness and entertainment needs. For those who work remotely, the house offers a full work station in the basement that includes screens, a printer, docking station, speaker and webcam, ensuring productivity in a tranquil setting. Each bedroom is a retreat in itself, adorned with fresh linens and equipped with all the essentials to ensure a restful sleep. The bathrooms are well-appointed, echoing the home’s overall theme of modern luxury and comfort. As your stay comes to an end, remember that this haven is not just a house, but a gateway to the enchanting beaches of Two Mile Hollow and Atlantic Avenue. Its central location offers easy access to the towns of East Hampton and Amagansett, making it a perfect base to explore the beauty and charm of the area. This East Hampton vacation rental is more than just a place to stay; it’s a destination in itself, offering a perfect blend of luxury, comfort, and privacy. It’s an invitation to experience the best of the Hamptons, leaving you with memories that will last a lifetime. This property has a max occupancy of 8 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Additional Sleeping Space: One Sleep Sofa, Lower Level Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 3: Half Bath, First Floor/Main Floor TVs Bedroom 1: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Lounge Chairs (4 Chairs), Grill (Gas), Fire Pit (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs (8 Chairs), Beach Umbrella, Private Pool (Outdoor, Heated), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Nespresso, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room, Kitchen, Den), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Essentials, Smart TV, Ice Maker, Laptop-Friendly Workspace, Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat, Stationary Bike), Speaker System (Bluetooth Speaker), Private Entrance, Wine Fridge, Cable TV Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Backyard Fenced In: Yes Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $150.00 per booking. Dogs over 25 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $150.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: Hot Tub Available year-round. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Vacation Rentals in Montauk by Amenities & Features

Get to Know Montauk

Montauk, New York, positioned at the farthest point of Long Island, is a seaside locale that offers a fusion of natural allure, outdoor activities, and rich history. It's an ideal retreat for those desiring a peaceful break from the city's fast-paced lifestyle. Montauk's coastline is one of its main attractions. The town features several stunning beaches that are perfect for sunbathing, swimming, and surfing. Ditch Plains Beach is particularly favored by surfers due to its consistent waves. For those who love nature and outdoor activities, Montauk provides ample opportunities for hiking, fishing, and wildlife viewing. Montauk Point State Park houses the historic Montauk Point Lighthouse - one of the oldest lighthouses in New York State - which provides sweeping views of the Atlantic Ocean. The park also has several trails where visitors can enjoy a leisurely walk or a challenging hike. The waters around Montauk are abundant with fish, making it an angler's paradise. Whether you prefer surfcasting from the shore or deep-sea fishing on a charter boat, you're likely to have an enriching experience. History enthusiasts will value Montauk's rich past. The Second House Museum offers insights into the town's history as a cattle ranching community in the 1700s. Meanwhile, Camp Hero State Park was once a military base during World War II and now serves as an intriguing historical site. When it comes to dining options in Montauk, seafood reigns supreme. Numerous restaurants serve fresh catch from local waters along with other culinary delights. While parts of Montauk have seen development and commercialization over recent years altering some of its traditional small-town charm; it still retains much of its original appeal with serene beaches, abundant outdoor activities and fascinating history. It should be noted that while Montauk Point Lighthouse is indeed historic; Execution Rocks Lighthouse on Long Island Sound, built in 1849, holds the title of being the oldest lighthouse in New York State. Moreover, while the description focuses on summertime attractions, Montauk has also become a popular destination during fall and winter seasons. In summary, with its diverse experiences catering to different types of travelers; Montauk is truly worth visiting at any time of the year.
Montauk, New York, is a destination that boasts a temperate climate with four distinct seasons. The warmest months are from June to August, where average high temperatures range in the upper 70s to low 80s Fahrenheit. This period also experiences the highest humidity levels and occasional thunderstorms. Despite these conditions, summer remains a favored time for visitors due to the delightful beach weather. The winter season spans from December to February and is characterized by cold weather with average high temperatures in the upper 30s to low 40s Fahrenheit. Snowfall is a common occurrence during this period but it's usually not heavy. While winter may not be the peak tourist season due to the cold weather, it provides a tranquil and serene ambiance. Spring and fall act as transitional seasons with mild temperatures ranging from the mid-50s to low 70s Fahrenheit. The spring months of March through May are especially beautiful as flowers start blooming across Montauk's landscapes. Fall, from September through November, offers breathtaking views of changing foliage colors. Late spring through early fall presents the most popular weather conditions when temperatures are suitable for outdoor activities such as hiking, fishing, and beach-going. However, every season in Montauk carries its unique allure and charm that can be appreciated by visitors.
Montauk, New York, is a culturally rich seaside town that will undoubtedly charm those who appreciate arts, history, and local traditions. The town's unique blend of natural beauty and historical significance makes it a must-visit destination. Art enthusiasts will be delighted by the annual art show hosted by the Montauk Art Association, showcasing works from local artists. Additionally, several galleries in the town display and sell pieces from both local and visiting artists. For those interested in history, the Montauk Point Lighthouse Museum is a must-see. As New York State's oldest lighthouse, it provides intriguing insights into maritime history. Another historical site worth visiting is the Second House Museum - Montauk's oldest structure that offers a peek into early settler life. The town's cultural calendar is filled with events celebrating local customs such as the Blessing of the Fleet ceremony in June where boats are blessed for safe passage and bountiful catches. The annual Fall Festival in October features activities like pumpkin decorating, clam chowder contests, and live music performances. Live music is indeed an integral part of Montauk's culture. From Memorial Day to Labor Day, free concerts on the green every Monday night offer a variety of genres from rock to reggae to country music. The vibrant street life in Montauk further enhances its cultural scene. A leisurely stroll through downtown Montauk reveals charming boutiques selling locally made goods and restaurants serving fresh seafood caught daily by local fishermen. In summary, Montauk presents a dynamic mix of art, history, music, and local customs set against stunning natural beauty making it an ideal destination for cultural enthusiasts.
Montauk, New York, is a splendid destination for families with children, offering a range of activities that cater to the interests and excitement levels of young ones. The beautiful beaches are one of the main attractions in Montauk. Kids can spend their time building sandcastles, collecting seashells, or simply enjoying the waves at places like Ditch Plains Beach or Gin Beach. Montauk Point State Park offers seal watching during winter months for those interested in marine life. The Montauk Lighthouse Museum provides an educational experience where children can learn about the history of this iconic structure. While visitors cannot climb to the top of the lighthouse itself, they can still enjoy stunning views from the grounds. The museum hosts a variety of kid-friendly events throughout the year such as historical reenactments and maritime craft workshops. Montauk Point State Park also offers opportunities for hiking and wildlife spotting. Children will love exploring the trails and looking out for animals like white-tailed deer and various bird species. Fishing is another popular activity in Montauk. Families can rent equipment and spend a day fishing off one of the many piers or charter a boat for deep-sea fishing adventures. On rainy days, there are plenty of indoor activities available beyond just visiting museums. The Montauk Library often hosts story times and craft sessions that kids will enjoy. There are also indoor play centers in town that offer games and activities suitable for all ages. In terms of dining options, many local restaurants offer kid-friendly menus featuring fresh seafood and other local specialties. Overall, Montauk provides an array of activities that combine fun with learning experiences making it an ideal destination for families with children.
Montauk, New York, is indeed a haven for those who appreciate the great outdoors and natural beauty. The Montauk Point State Park is a prime example of this, offering visitors the chance to traverse its hiking trails for stunning views of the Atlantic Ocean. The park's lighthouse, which holds the title as New York State's oldest, is an attraction not to be missed. Montauk has also earned its nickname as 'The Fishing Capital of the World'. Charter boats are at your disposal for deep-sea fishing adventures where you might reel in tuna, shark, fluke and more. You can also try your hand at surfcasting from the beach to catch striped bass and bluefish. Bird enthusiasts will find joy in Hither Hills State Park which boasts a variety of bird species throughout all seasons. The park also features picturesque walking trails and campgrounds with ocean vistas. For those who prefer water sports, surfing, paddleboarding or kayaking in the Atlantic waves are available options. Ditch Plains Beach is especially favored by surfers. If you're looking for a more laid-back outdoor activity, horseback riding along the beach or through Montauk's numerous trails could be just what you need. There are multiple stables in the vicinity that provide guided rides. The underwater world of Montauk is equally impressive with scuba diving and snorkeling trips unveiling a marine life rich with seals and lobsters. In summary, whether it's hiking through state parks, casting into the Atlantic Ocean or discovering underwater marvels, Montauk presents an assortment of outdoor activities that enable you to engage with nature in unforgettable ways.
Visitors journeying to Montauk, New York, can choose from a range of transportation methods. The most typical mode of arrival is by automobile, given Montauk's location at the farthest eastern point of Long Island and its easy accessibility via the Long Island Expressway. For those who would rather not drive, alternative options exist. Regular service from New York City to Montauk Station is provided by the Long Island Rail Road (LIRR), making it an ideal option for city dwellers. Several bus routes also serve this area. Once in Montauk, there are various ways to navigate around. Car rentals are an option for those who prefer self-driving. Taxis and ride-sharing services such as Uber and Lyft are also available in the region. Bike rentals are a favored choice among tourists for shorter distances or a slower pace. The walkability of the area largely depends on your accommodation location and your planned activities during your stay. The town of Montauk is relatively small and can be easily navigated on foot. Many local attractions like the lighthouse, beaches, downtown shops, and eateries are within walking distance from each other. However, if you intend to visit more distant sites or explore more of Long Island's natural beauty beyond Montauk itself, having a car would be advantageous. In summary, whether you're arriving by car or public transportation and whether you prefer self-driving or walking once there, Montauk provides a variety of options that cater to diverse travel preferences.

Montauk FAQs

Montauk offers a variety of activities for visitors. You can relax on its beautiful beaches, such as Ditch Plains Beach, known for its surfing. Explore the Montauk Point State Park, where you'll find the historic Montauk Point Lighthouse with stunning views. Enjoy fishing, which is a popular pastime here, with Montauk being known as the 'Fishing Capital of the World.' Hiking and nature walks are abundant in areas like Camp Hero State Park. Additionally, Montauk's dining scene is fantastic, with fresh seafood and local cuisine.
The best time to visit Montauk is during the late spring to early fall, from May to September, when the weather is warm and all attractions are open. July and August are the peak tourist months, so if you prefer a less crowded time, consider May, June, or September.
Yes, Montauk has a range of accommodations near the beach, including hotels, resorts, bed and breakfasts, and rental homes. Some popular beachfront options include Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, and The Surf Lodge.
Montauk boasts a variety of dining options ranging from casual eateries to upscale restaurants. Seafood is a specialty, with spots like The Lobster Roll and Gosman's Dock being local favorites. For a unique dining experience, try The Crow's Nest or Harvest on Fort Pond.
Yes, the Montauk Point Lighthouse is open to visitors. You can climb to the top for panoramic views and visit the museum to learn about its history. Check the lighthouse's official website for current hours and admission fees.
Montauk is great for families, offering activities like beach outings, horseback riding at Deep Hollow Ranch, and exploring the Montauk Point State Park. The Montauk Marine Basin hosts family-friendly fishing trips, and the town has mini-golf and other kid-friendly attractions.
Getting around Montauk can be done by car, bicycle, or on foot for shorter distances. During the summer, there's a local shuttle service that connects popular spots. Taxis and ride-sharing services are also available, but it's advisable to have a car if you plan to explore extensively.

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Vacation Rentals Near Montauk

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