The Southold Retreat

Traditional Southold Home, Private Pool, Perfect for Families

4BR/2.5BA: Private Pool, Gas Grill, Wood Burning Fire Pit, Patio, Laptop-Friendly Workspace, and Crib

The Southold Retreat

Traditional Southold Home, Private Pool, Perfect for Families

4BR/2.5BA: Private Pool, Gas Grill, Wood Burning Fire Pit, Patio, Laptop-Friendly Workspace, and Crib

Tucked away on a peaceful, private block in Southold, this traditional four-bedroom, two-and-a-half-bathroom home offers an ideal retreat for families or groups seeking space, comfort, and a connection to the serene beauty of the North Fork. From the moment guests step inside, the open floorplan creates a welcoming atmosphere, blending functionality with effortless style. The home is designed to be both a place to gather and a sanctuary for relaxation, making it perfect for multi-generational families or friends traveling together. Spacious living areas, thoughtfully arranged bedrooms, and well-appointed bathrooms allow guests to step away from the pace of daily life and immerse themselves in a vacation experience that feels truly restorative.

The exterior of the property is a private, park-like oasis where guests can enjoy the outdoors in complete seclusion. A sparkling private pool is the centerpiece of the backyard, providing endless opportunities for swims, sun-soaked afternoons, or quiet moments lounging with a book. The gas grill is perfect for alfresco dining, while the wood-burning fire pit and patio create a cozy setting for evenings spent under the stars. With lush landscaping and ample space to roam, the property offers total privacy, allowing guests to feel as though they have their own slice of the North Fork to enjoy. Whether hosting a family barbecue, playing games in the yard, or simply relaxing poolside, the outdoor amenities provide both versatility and luxury.

Inside, the home welcomes guests with light-filled, open spaces that seamlessly blend style and comfort. Oversized windows allow natural sunlight to flood the living areas, highlighting the refined finishes and creating a cheerful, airy ambiance. The living room flows effortlessly into the dining area and gourmet kitchen, offering a space that encourages connection and shared moments. The kitchen is outfitted with top-of-the-line appliances, a coffee maker for effortless mornings, and all the tools needed to prepare meals with ease, whether for a quick breakfast or an elegant dinner. Modern conveniences, including high-speed Wi-Fi, central air conditioning, and a washer and dryer, ensure that every stay is as convenient as it is relaxing. Thoughtful touches, such as a laptop-friendly workspace, make it simple for guests to balance work and leisure seamlessly.

The sleeping quarters are designed to provide a tranquil retreat for all guests. The primary bedroom offers a serene sanctuary with plush bedding and an en-suite bathroom, while the three additional bedrooms provide equally inviting spaces with comfortable linens and restful environments. The home’s two-and-a-half bathrooms are well-appointed, featuring all the essentials needed for a seamless stay, from fresh towels to quality toiletries. For families with little ones, the property thoughtfully includes a crib, ensuring that every guest, regardless of age, feels accommodated and at ease.

Beyond the comforts of the home, the location offers the best of Southold and the North Fork. Guests are within easy reach of renowned wineries, charming restaurants, boutique shops, and cultural destinations such as art galleries and local markets. The nearby coastline and beaches provide opportunities for seaside adventures, while golf enthusiasts will find premier courses just a short drive away. Whether indulging in culinary delights, exploring the scenic outdoors, or simply relaxing at the property, guests can enjoy an experience that is both engaging and restorative. This Southold retreat combines privacy, elegance, and thoughtful design, creating a luxurious yet comfortable setting where families and friends can gather, unwind, and create lasting memories together.


This property has a max occupancy of 8

Bedrooms

  • Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet
  • Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Closet
  • Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Closet
  • Bedroom 4: One Crib Bed, One Bunk Bed, 2nd Floor, Air Conditioning, Jack & Jill Ensuite Bathroom, Standard Closet
  • Sitting room: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, Open Area Privacy

Bathrooms

  • Bathroom 1 - Jack and Jill: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower
  • Bathroom 2 - Hall Bathroom: Full Bath, 2nd Floor, Shower/Tub Combo
  • Bathroom 3 - Half Bathroom: Half Bath, First Floor/Main Floor

TVs

  • Bedroom 1 - Primary: Streaming

Outdoors & Pool/Spas
Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Wood-Burning), Fence Around The Yard, Fence Around The Pool, Private Pool (Outdoor, Saltwater)

Amenities
Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room), Smart TV, Pack 'n Play/Travel Crib, Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Privacy (Completely Private)

Special Features
Close to many wineries, private, park like back yard

Location

Nearby Beaches:
Goose Creek Beach, Kenney's Beach, Paradise Shores, Cedar Beach, Town Beach

Nearby Grocery Stores:
Southold IGA, King Kullen

Nearby Restaurants and Bars:
Sophies
Crouteaux
Greenpoint Brewery

Other FAQ's

  • Pool Fenced In: Yes
  • Backyard Fenced In: Yes
  • Estimated Square Footage: 2,000

Suitability: Not handicap accessible.
Primary renter must be at least 25 years old.

Pet Policy: One dog of 200 lbs or less is permitted for an additional $300.00 per booking. Dogs over 200 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 $100.00 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.

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, Marquis 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 Marquis 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 Marquis 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 StayMarquis, 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.