Hilltop Hideaway
Sag Harbor, New York
Amenities
A/C
Pets Allowed
Parking
Washer & Dryer
Pool
Concierge
Home details
Bedroom 1
1 queen bed
Bedroom 2
1 double bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed
Bedroom 5
1 queen bed
Please note that a reservation for this property needs to be approved before it is confirmed.
Hilltop Hideaway
Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families
4BR/4.5BA plus additional sleeping space: private heated pool, expansive yard, gas fireplace, sunroom, outdoor kitchen and dining with gas BBQ, office
Welcome to this expansive Sag Harbor retreat, ideally situated just minutes from the charming villages of Southampton, Sag Harbor, and Bridgehampton. This beautiful home, with its open floor plan, offers four luxurious bedrooms, an additional sleeping space and four and a half pristine bathrooms, comfortably accommodating up to nine guests. As you step inside, you’ll be greeted by a spacious and bright interior, thoughtfully designed with multiple sitting and dining areas perfect for families and gatherings. This is more than just a place to stay; it’s an escape from the hustle and bustle of daily life, nestled on a beautiful private block. Outside, the expansive patio awaits, featuring an outdoor kitchen with a gas BBQ and a delightful dining area. It’s an ideal spot for enjoying al fresco meals and savoring the tranquility of your surroundings.
The exterior of this home is a true oasis of relaxation and entertainment. Set on a sprawling acre of land, the property offers total privacy, ensuring a peaceful and secluded stay. The private heated pool is a highlight, inviting you to take a refreshing dip at any time of the day. The expansive patio is designed for outdoor living, with a well-equipped cooking area, a large dining table for memorable meals, and multiple sitting areas perfect for enjoying cocktails or simply soaking in the sun. The yard is spacious, providing plenty of room for outdoor activities and leisurely strolls. Ample free parking is available, making it convenient for all guests to come and go as they please.
Step inside and embark on a tour of this stunning home. The open layout is accentuated by an abundance of natural light streaming through large windows, creating a warm and inviting atmosphere. Modern conveniences such as Wi-Fi, a washer and dryer, and central air conditioning are at your disposal, ensuring a comfortable and connected stay. The living spaces flow effortlessly from one to the next, with the living room featuring a cozy gas fireplace and plush seating. The dining room is perfect for family meals, and the gourmet kitchen is a chef’s dream, complete with top-of-the-line appliances, a coffee maker, and ample counter space for preparing delicious dishes. A dedicated work-from-home space and sunroom is also available, catering to guests who need to stay productive during their stay or just need a quite place to relax.
The bedrooms in this Sag Harbor home are designed with comfort and tranquility in mind. Fresh linens and all the essentials are provided, ensuring a restful night’s sleep. Each bedroom offers a serene retreat, with ample storage and tasteful decor. The bathrooms are equally impressive, featuring modern fixtures and luxurious amenities. Whether you prefer a refreshing shower or a relaxing soak in the tub, you’ll find everything you need to unwind and rejuvenate.
Located close to multiple golf courses, including The Bridge Golf Club, this home is a haven for golf enthusiasts. The beautiful Sag Harbor beaches, such as Foster Memorial Beach, are just a short drive away, offering endless opportunities for sunbathing, swimming, and water sports. The nearby villages of Southampton, Sag Harbor, and Bridgehampton are renowned for their charming restaurants, boutique shops, art galleries, and farm stands, providing plenty of options for dining, shopping, and exploring. Whether you’re looking to immerse yourself in the local culture or simply relax in the comfort of your private retreat, this Sag Harbor home is the perfect choice for your next getaway.
This property has a max occupancy of 9
Bedrooms
Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet
Bedroom 2: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet
Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet
Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet
Additional Sleeping Space: One Queen Bed, 2nd Floor, Air Conditioning
Bathrooms
Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower
Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower, Tub
Bathroom 3: Full Bath, 2nd Floor, Shower/Tub Combo
Bathroom 4: Full Bath, Lower Level, Shower
Bathroom 5: Half Bath, First Floor/Main Floor
TVs
Bedroom 1: Streaming
Bedroom 3: Streaming
Outdoors & Pool/Spas
Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), 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, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot), Toaster, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Private Entrance, Parking, Smoke Detector, Essentials, Wood Stove, Speaker System, Television (Main Living Room), Smart TV, Wine Fridge
Location
Nearby Beaches:
Foster Memorial Town Beach
Sagg Main Beach
Ocean Road Beach
Nearby Grocery Stores:
Sag Harbor Farmer’s Market
Schiavoni’s Market
Provisions Natural Foods Market
Nearby Restaurants and Bars:
Murf’s Backstreet Tavern
Estia’s Little Kitchen
MJ Dowlings
Eds Lobster Bar
The Dock House
Le Bilboquet
DOPO La Spiaggia
Other Location Information:
Elizabeth A Morton National Wildlife Refuge
Sag Habor State Golf Course
Other FAQ’s
Backyard Fenced In: Yes
Rental Registration: RP240571 expires on 5/3/2026.
Suitability: Primary renter must be at least 30 years old.
Pet Policy: One dog of 25 lbs or less is permitted for an additional $250.00 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 seven (7) 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.
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.
All stays include
At Homes & Villas by Marriott Bonvoy we believe certain amenities should be standard.
24/7 support
Kitchen essentials
Starter kit of bathroom amenities
High-speed wifi
Professional cleaning
Premium linens and towels
Television
Digital free stays
Our Tiny Home rentals may not include all essential amenities inside the home.
About the area
Sag Harbor, nestled on the picturesque East End of Long Island, New York, is a charming village that offers a delightful blend of history, culture, and seaside beauty. This former whaling port has retained much of its 19th-century character, with well-preserved architecture and a rich maritime heritage that continues to captivate visitors.
The village's Main Street is lined with quaint boutiques, art galleries, and antique shops, perfect for leisurely browsing and finding unique treasures. The Sag Harbor Whaling & Historical Museum, housed in a beautifully restored 1845 mansion, provides a glimpse into the village's whaling past and its importance to the area's development.
Sag Harbor's cultural scene is vibrant and diverse, with the Bay Street Theater offering a range of performances from contemporary plays to classic musicals. The annual Sag Harbor American Music Festival celebrates the best of American music, showcasing local and national artists in various venues throughout the village.
Nature enthusiasts will appreciate Sag Harbor's proximity to the Hamptons' stunning beaches, where the Atlantic Ocean's waves are ideal for swimming, sunbathing, and beachcombing. The nearby Elizabeth A. Morton National Wildlife Refuge is a serene spot for birdwatching, hiking, and encountering local wildlife in their natural habitat.
For those interested in the literary world, Sag Harbor has been a haven for writers and artists, with the likes of John Steinbeck and E.L. Doctorow finding inspiration in its tranquil surroundings. Literary events and readings are common, fostering a community that celebrates the written word.
The village's marinas are bustling with activity, offering opportunities for boating, fishing, and enjoying the scenic beauty of the Peconic Bay. Visitors can also embark on sailing charters to explore the surrounding waters and enjoy the coastal vistas.
When it comes to dining, Sag Harbor does not disappoint. The village boasts a variety of eateries ranging from casual cafes to fine dining establishments, many of which feature fresh, locally-sourced seafood and produce. The local vineyards and farm stands in the area also contribute to the culinary experiences, with wine tastings and fresh, seasonal offerings.
In essence, Sag Harbor is a destination that offers a peaceful retreat with a touch of sophistication. Its historical charm, cultural richness, and natural beauty make it a perfect getaway for those looking to unwind and immerse themselves in a quintessential coastal village experience.
House rules
Check-in 4:00 PM • Check-out 10:00 AM