Vacation Home Rentals By Owner In Southold, NY

$529.66
/ Nightly

Private Vacation Home

North Fork Escape: Near Bay Beaches, Farms & Wine Country

Southold, New York, United States
Southold awaits at this cozy 3-bedroom high ranch. Inside, the main floor offers 3 bedrooms, 2 bathrooms, kitchen, living and dining room, and an enclosed deck with winter views of the water. The walkout basement provides space to spread out with a large media room and pool table, laundry, desk, full bathroom, and a nook with an additional single bed. Whether you’re relaxing or working, the tranquil setting offers a wonderful retreat. This fantastic home invites guests to unwind and enjoy the North Fork. We hope you'll enjoy your stay at our house.

3
Bed

3
Bath

7
Sleeps

Exceptional(1)

$1131.0
/ Nightly

Private Vacation Home

Beautiful waterfront house in Southold

Southold, New York, United States
Beautiful Waterfront Home With Stunning Views of Hashamomuck Pond.brEscape from it all for a memorable family vacation in the heart of the Sound and bay beaches, wine country, farm stands and great restaurants. Kayak, paddle board, fish and crab right out of the backyard.br3+ bedrooms, 2 full baths. Master & guest room on 1st floor along with bonus room with pull out couch, additional guest room on 2nd floor with 2 queen beds. BBQ, paddle boards, kayaks, fire pit provided and plenty of outside seating to enjoy the beauty that surrounds this home. brHouse is recently updated, with 2 new full bathrooms, and open floor plan. Great place to unwind in nature, salt water pond outside with crabs, fish, swans, ducks, ospreys, cranes, and fireflies at night Hang out at the house, or enjoy the many local sound and bay beaches, ice-cream shops, great restaurants, vineyards, breweries, farms, shopping and more! br2 minute drive to town beach, 5 minute drive to Southold downtown, 10 minutes to Greenport with ferry to Shelter Island, right in the heart of wine county. brJitney & LIRR are 5 minutes away

4
Bed

2
Bath

9
Sleeps

Exceptional(1)

$2690.69
/ Nightly

Private vacation home

Contemporary Colonial home with pristine Peconic bay views, Heated...

Southold, New York, United States

5
Bed

3
Bath

10
Sleeps

Exceptional(1)

$3384.82
/ Nightly

Private vacation home

HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern

Southold, New York, United States

6
Bed

4
Bath

14
Sleeps

Exceptional(1)

$3433.23
/ Nightly

Private vacation home

Luxury north fork estate

Southold, New York, United States

3
Bed

4
Bath

6
Sleeps

Exceptional(1)

$596.14
/ Nightly

Private vacation home

Waterfront home with private beach amazing view and sleeps 10 !

Southold, New York, United States

6
Bed

3
Bath

10
Sleeps

Exceptional(1)

$517.39
/ Nightly

Cottage

Cottage by Cedar Beach

Southold, New York, United States

2
Bed

1
Bath

5
Sleeps

Exceptional(1)

$519.70
/ Nightly

Private vacation home

Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries

Southold, New York, United States

3
Bed

2
Bath

6
Sleeps

Exceptional(1)

$538.61
/ Nightly

Private vacation home

Charming Northfork home.

Southold, New York, United States

3
Bed

2
Bath

6
Sleeps

Exceptional(1)

$556.19
/ Nightly

Private vacation home

A Natural Getaway

Southold, New York, United States

3
Bed

2
Bath

6
Sleeps

Exceptional(1)

$559.01
/ Nightly

Private vacation home

Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach

Southold, New York, United States

4
Bed

3
Bath

10
Sleeps

Exceptional(1)

$642.68
/ Nightly

Private vacation home

NorthFork Serenity, next to beach and wineries

Southold, New York, United States

3
Bed

2
Bath

8
Sleeps