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Search results showing properties in Southold, New York, United States of America

Google map showing 500 properties

Premier Host
Cottage · 4 min drive to the beach

Quaint Cottage Close to LI Sound

Sleeps 3 · 2 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (122 reviews)
The price is $275
avg per night
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House · 2 min drive to the beach

A Natural Getaway

Sleeps 6 · 3 bedrooms · 2+ bathrooms
10 out of 10 Exceptional (3 reviews)
The price is $194
avg per night
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Premier Host
Cottage · 13 min walk to Horton Lane Beach

Lovely Waterview Cottage in the Heart of Long Island Wine country

Sleeps 4 · 2 bedrooms · 2 bathrooms
10 out of 10 Exceptional (14 reviews)
The price is $250
avg per night
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Cottage · 5 min drive to the beach

Private Coastal Two Bedroom Cottage on the Water

Sleeps 6 · 2 bedrooms · 1+ bathroom
10 out of 10 Exceptional (59 reviews)
The price is $495
avg per night
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Cottage · 5 min drive to the beach

Charming Cottage

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (14 reviews)
The price is $372
avg per night
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Cottage · 5 min drive to the beach

Fabulous Waterfront Property in the Heart of Wine Country

Sleeps 5 · 3 bedrooms · 1 bathroom
10 out of 10 Exceptional (153 reviews)
The price is $395
avg per night
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Cottage · 6 min drive to the beach

Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board

Sleeps 4 · 2 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (60 reviews)
The price is $335
avg per night
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House · 5 min drive to the beach

Kid-Friendly Home near the Ocean with Private Gas Grill, Fast WiFi, and Cable

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (1 review)
The price is $161
avg per night
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House · 5 min drive to the beach

Secluded charmer with new heated gunnite pool and steps to beach!

Sleeps 7 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (1 review)
The price is $363
avg per night
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House · 8 min drive to the beach

Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay

Sleeps 6 · 4 bedrooms · 1+ bathroom
10 out of 10 Exceptional (1 review)
The price is $360
avg per night
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House · 9 min walk to Horton Lane Beach

Charming house walking distance from beautiful Kenney’s Beach

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (3 reviews)
The price is $270
avg per night
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House · 8 min drive to the beach

North fork Private exclusive Residence for Rent

Sleeps 8 · 6 bedrooms · 2+ bathrooms
10 out of 10 Exceptional (4 reviews)
The price is $340
avg per night
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House · 8 min drive to the beach

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!

Sleeps 8 · 3 bedrooms · 3 bathrooms
10 out of 10 Exceptional (26 reviews)
The price is $925
avg per night
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House · 7 min drive to the beach

Charming home with fireplace, kayaks, patio, fast WiFi, & washer/dryer-dogs ok

Sleeps 4 · 1 bedroom · 2 bathrooms
10 out of 10 Exceptional (1 review)
The price is $207
avg per night
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House · 5 min drive to the beach

Sea Breeze Paradise: Beachfront & Panoramic Views

Sleeps 6 · 3 bedrooms · 2 bathrooms
9.4 out of 10 Exceptional (16 reviews)
The price is $499
avg per night
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House · 5 min drive to the beach

Walk to beach! Simple Cottage Bliss. Peaceful & Private.

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (7 reviews)
The price is $233
avg per night
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House · 8 min drive to the beach

Waterfront, private beach, ready for adventure, light & bright!

Sleeps 10 · 4 bedrooms · 2+ bathrooms
10 out of 10 Exceptional (16 reviews)
The price is $632
avg per night
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House · 9 min drive to the beach

Dog-friendly, comfortable home with private pool, large yard, WiFi, & fire pit

Sleeps 8 · 3 bedrooms · 2+ bathrooms
The price is $538
avg per night
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