Hilltop Hideaway

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.