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

Lakefront holiday home with outdoor pool and Hot tub

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Heated saltwater pool at our luxury North Fork estate in Southold
Exterior detail
Four-car garage with ample space for parking and beach gear
Private outdoor shower after beach days in Southold
Pool

Reviews

10 out of 10
Exceptional
5 bedrooms6 bathroomsSleeps 124500 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View in a map
Southold, NY
  • Place, McCabe's Beach
    ‪5 min walk‬
  • Place, Horton Lane Beach
    ‪10 min walk‬
  • Place, Sparkling Pointe
    ‪2 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom

2 Single Beds, 1 Crib and 1 King Bed

En-Suite Guest Bedroom

1 Queen Bed

En-Suite Guest Loft

1 King Bed and 2 Single Beds

En-Suite Primary Bedroom

1 King Bed

Guest Bedroom

1 Double Bed

6 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 4

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 5

Soap · Toilet

Bathroom 6

Soap · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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

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.

Important Note: Peaceful, Respectful Home:
This home is not a party house and is best suited for guests seeking a peaceful, respectful environment. It is located in a quiet residential area and is ideal for families, multi-generational groups, or friends enjoying a relaxed North Fork getaway. Events, parties, and large gatherings are not permitted, helping ensure a comfortable stay for both guests and neighbors.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Kindly remove shoes in the house.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Southold

Located in Southold, this holiday home is in the city centre and on the waterfront. Sparkling Pointe and Croteaux Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Hallock State Park Preserve. Travelling with kids? Consider 8 Hands Farm and Greenport Carousel. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Southold, NY

What's nearby

  • McCabe's Beach - 5 min walk - 0.4 km
  • Horton Lane Beach - 10 min walk - 0.8 km
  • Sparkling Pointe - 2 min drive - 2.2 km
  • Horton Point Park - 3 min drive - 2.1 km
  • The Hamptons Beaches - 33 min drive - 53.1 km

Getting around

  • Southold Station - 4 min drive
  • East Hampton, NY (HTO) - 79 min drive

Restaurants

  • ‪Dunkin' - ‬4 min drive
  • ‪Michelangelo's - ‬4 min drive
  • ‪North Fork Roasting Co. - ‬5 min drive
  • ‪Southold General - ‬4 min drive
  • ‪Little Fish - ‬9 min walk

Frequently asked questions

Does Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches?

On-site parking is available at the property.

What time is check-in at Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches?

Check-in begins at 3:00 PM.

What time is check-out at Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches?

Checkout is at 11:00 AM.

Where is Luxury North Fork Estate w/ Heated Pool & Walk to Southold Beaches located?

This family-friendly Southold holiday home is located on the waterfront, within a 15-minute walk of Horton Lane Beach and McCabe's Beach. Horton Point Park and Sparkling Pointe are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kristina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything we wanted and more

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!
Stayed 15 nights in May 2021

About the host

Hosted by Harjot and Brendan

Host profile image
We are a Brooklyn based family with an appreciation for beautiful homes, good food and summer living.

Why they chose this property

Beyond the beautiful property itself, we loved the neighborhood. The character of this neighborhood is most aptly defined by the presence of three of beautiful beaches, all conveniently accessible on foot: Kenney's, McCabe's, and Horton's beaches. Newly opened restaurant at Kenney's Beach, Little Fish, hosts live music most nights in the summer season and is open for lunch and dinner.

What makes this property unique

Thoughtfully designed interiors, lush botanical gardens, a heated pool, and close proximity to multiple beaches collectively elevate the distinction of this exceptional property.

Languages:

English
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