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Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Washing machine
Jacuzzi or hot tub
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Internet access
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Cot available
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Shared outdoor pool (unheated)
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Towels provided
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Staffed property
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Pets
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Parking
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Non-Smoking property
Smoking - Ask
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Beach or lakeside relaxation
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155 Houses

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PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

Southold house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$430

Private Waterfront W Beach, New Renovation

Southold house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$831

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Southold house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$915

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Price per night from

$224

Modern North Fork Haven: Beachfront,Private Pool

Southold house

4 bedrooms
4 bathrooms

sleeps 9

Responds fast! avg. 2 hours 17 minutes

Price per night from

$842

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Southold house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Price per night from

$340

Sea Breeze Paradise: Beachfront & Panoramic Views

Southold house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Price per night from

$388

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

4 bedrooms
3 bathrooms

sleeps 12

Price per night from

$429

Goose Creek Getaway: Modern Home with Beach Access

Southold house

3 bedrooms
1 bathroom

sleeps 5

Responds fast! avg. 2 hours 17 minutes

Price per night from

$300

Great rentals within 20 miles that match your search

Harbor view oasis

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$2,371

Cozy Beach Cottage

Baiting Hollow bungalow

1 bedroom
1 bathroom

sleeps 3

Price per night from

$515

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$658

Hamptons Getaway on the water with gorgeous sunsets

East Hampton house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$773

Southampton Village home/Heated Pool/July availability

Water Mill house

3 bedrooms
2 bathrooms

sleeps 12

Price per night from

$2,632

Hampton Bay Home 2 Miles from Beach & Dune Road

Hampton Bays house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$687

Exquisite Hamptons Mansion Retreat

Water Mill house

10 bedrooms
10 bathrooms

sleeps 20

Price per night from

$630

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$1,430

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$342

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

6 bedrooms
5 bathrooms

sleeps 10

Price per night from

$1,714

Spacious Antique Farm House

Madison house

4 bedrooms
4 bathrooms

sleeps 7

Price per night from

$457

Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos

Tuckahoe house

5 bedrooms
5 bathrooms

sleeps 12

Price per night from

$2,514

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

6 bedrooms
4 bathrooms

sleeps 14

Price per night from

$429

Idyllic North Fork Waterfront Home with Pool

Mattituck house

5 bedrooms
3 bathrooms

sleeps 14

Price per night from

$429

House for Rent North Fork Long Island

Mattituck house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,371

Architecturally Unique Summer Home in Southampton. Mins from the beach!

Southampton house

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$1,371

Idyllic Getaway on the CT Shore - Quiet, Peaceful, Stylish

Westbrook house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$305

3 Master Suites, huge lower level, 4 mins drive from beach with private chef

Quogue house

5 bedrooms
4 bathrooms

sleeps 12

Price per night from

$971

HEATED POOL in the Hamptons

Hampton Bays house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$913

Hampton Accommodations

Springs private room

1 bedroom
2 bathrooms

sleeps 2

Price per night from

$344

The Seashell House

Sag Harbor house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$974

Historic Cottage Near Beach!

Greenport house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$382

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$1,023

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$1,374

1200ft2 - Great Hamptons location

Southampton house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$1,145

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,145

East Hampton Classic

East Hampton house

4 bedrooms
4 bathrooms

sleeps 9

Price per night from

$1,145

Brand New Southampton Condo

Southampton condo

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$492

Summer in a Hamptons Cottage

Bridgehampton house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$492

Viewing 38 of 155
rentals in Southold

Also consider

Greenport 7 properties
Mattituck 6 properties
Hamptons 137 properties
North Fork 28 properties
Wading River 20 properties
Fire Island 11 properties
Baiting Hollow 7 properties
Long Island 254 properties
Catskill Region 237 properties
Lake Placid 50 properties
Niagara Falls 40 properties
Chautauqua County 31 properties
Cattaraugus County 27 properties
Lake George 24 properties
Westchester County 17 properties
Wilmington 15 properties
Otsego County 15 properties
St. Lawrence County 12 properties
Hartwick 11 properties
Severance 10 properties
Albany 10 properties
Fort Plain 9 properties
Olcott 9 properties
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Saranac Lake 8 properties
Bolton Landing 8 properties
Alexandria Bay 7 properties
Redwood 7 properties
Old Forge 6 properties
Waterport 6 properties
Hillsdale 5 properties
Wells 5 properties

Southold Rentals

Per night

155 Houses

Viewing 38 of 155rentals in Southold

Also consider

Viewing 38 of 155
rentals in Southold