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Southold Rentals

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Price range

Per night

$10 - $500

Southold Rentals

345 Houses

Southold Summer Home for rent

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$465

1 / 15

North Fork Beach Bungalow

Southold house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 49 minutes

Price per night from

$501

1 / 18

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

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$376

1 / 17

Lakeside Cottage, Walk to Beach. Beautiful Sunsets

Southold cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$301

1 / 5

Peaceful North Fork Escape - Special Spring and Summer Rates

Southold house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$251

1 / 11

Beach Cottage, Bring The Dog, Founders Landing Beach, Southold, North Fork, NY

Southold house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$350

1 / 34

NEW! Waterfront Southhold Home w/ Sauna & Dock!

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$350

1 / 24

Beautiful Classic North Fork Home, wrap around porch, pool, walk to beach

Southold house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$301

1 / 19

Southold Contemporary Summer Home Steps from Beach and Vineyard

Southold house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$376

1 / 19

Beach Front, spacious 5 Bedrooms, North Fork, Long Island

Southold house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$526

1 / 24

Private Waterfront W Beach, New Renovation

Southold house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$526

1 / 21

Beach House In Wine Country; walk to beach, large sun room, outdoor dining

Southold cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$327

1 / 16

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

Southold house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$500

1 / 32
Viewing 38 of 345
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