Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches

Southold, New York
$2521 avg/night
Bed 5

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Luxury North Fork estate in Southold with a private heated saltwater pool, spa, and walk-to-beach access. Set on over an acre of landscaped grounds, this refined retreat offers indoor-outdoor living, total privacy, and easy access to Kenney’s and McCabe’s beaches—perfect for relaxed North Fork summers with family or friends.

Outdoor Living & Pool Experience:
The outdoor spaces are the heart of this estate and are designed for effortless summer living. The expansive, private yard features a heated saltwater gunite pool and spa with a built-in safety cover, surrounded by mature landscaping for privacy. Enjoy al fresco meals on the main dining deck, evenings by the gas fire pit, and refreshing rinses in the private outdoor shower after beach days. Multiple seating and lounging areas make it easy for everyone to spread out and relax.

Sleeping Arrangements & Comfort:
The home is thoughtfully designed to accommodate families and multi-generational groups while maintaining comfort and privacy throughout. The ground-floor primary suite features French doors opening directly to the pool and gardens, along with a spa-like bathroom that includes a jacuzzi tub and walk-in shower. Two additional en-suite bedrooms are located in the main house. A private guest suite in the west wing is ideal for grandparents, another family, or a live-in nanny and includes a king bed, two twin beds, a living area with TV, wet bar, walk-in closet, and full bathroom. There is also a flexible sixth room that can be used as a playroom, home office, or reading and study space depending on your group’s needs. All bedrooms feature Casper mattresses, organic cotton linens and towels, down duvets, and blackout window treatments to ensure restful sleep.

Kitchen & Dining:
The kitchen is fully equipped for both casual family meals and entertaining. Highlights include a professional Wolf gas range, GE Monogram refrigerator, wine fridge, and a complete collection of premium cookware and small appliances. Guests can enjoy meals across four dining spaces—two indoors and two outdoors—including a main outdoor dining deck with a Weber Genesis gas grill and side burner. A side patio with a hanging rattan chair offers a quiet spot for morning coffee or afternoon reading.

Designed for Families — and Flexible for Adult Groups:
The home includes a versatile flex space designed to adapt to your stay. For families, it functions as a playroom with toys, books, art supplies, and a TV. For adult groups or remote-friendly stays, it can easily be used as a quiet home office or reading lounge, complete with a built-in bookcase and comfortable seating.

For those traveling with children, the estate offers exceptional kid-friendly amenities. Outdoors, the private playground features swings for various ages, a climbing wall, slide, monkey bars, sand pit, and a hidden picnic nook. Beach toys, a beach wagon, and cribs (available upon request) make traveling with little ones easy and stress-free.

Living & Gathering Spaces:
The main level features a bright, open living room alongside the eat-in kitchen and formal dining room, creating seamless flow for gathering. A mudroom with laundry and multiple powder rooms add everyday convenience. Upstairs, a dedicated media room with a large sectional is perfect for movie nights or quiet downtime.

Location & Walkability:
Located in Southold on the North Fork of Long Island, the estate is within a 10-minute walk to Kenney’s and McCabe’s beaches, as well as the newly opened Little Fish restaurant at Kenney’s Beach. Horton’s Point Lighthouse is an easy walk, and many of the North Fork’s best wineries, farm stands, restaurants, and additional beaches are within a short drive. The home is approximately two hours from New York City, making it an ideal summer escape without the hassle of long travel.

Ideal For:
This home is best suited for families and multi-generational groups, friends vacationing together, guests seeking privacy and walkable beach access, travelers looking for a refined and relaxed North Fork experience, and remote-friendly stays with space for work or quiet reading.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Eco-friendly Cleaning Products Provided Humane Treatment Of Captive Wild Animals Recycling Some Profits Reinvested In Community And Sustainability Unit Size: 4500 Sq Ft (418 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Dishwasher Ice Maker Lobster/crab Pot Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Electric Car Charging Station On Site Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    6 Bathrooms Bathtub Or Shower Eco-friendly Toiletries Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Farming Classes Fishing Nearby Fitness Center Kayaking Nearby Marina Nearby Power Boating Nearby Rafting Nearby Swimming Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Music Library Stereo Table Tennis Video Games Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Baby Monitor Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea On The Lake On The Waterfront
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board Phone Safe
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Kristina B.

    Submitted Jun 18, 2021

    Stayed May 30, 2021

    It’s rare that a rental hits all the marks, but Harjot and Brendan’s home was perfect. The house has a great aesthetic, smart layout, and provides all the comforts: reliable WiFi, smart TVs, fully stocked kitchen supplies, dish ware and linens. Everything was sparkling clean and impeccably organized. The property is walking distance to multiple beaches, which makes enjoying the beach so effortless. The pool and garden are beyond stunning and immaculately maintained. The backyard playground and playroom (full of toys) were a huge bonus for our toddler. Harjot was also so helpful and communicative before, during and after our stay. Safe to say we absolutely loved our trip to Southold in this house. We truly can’t wait to return next summer. Thank you for a vacation we’ll never forget!

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Total

Includes taxes and fees
$2,521+
View details