Southampton, NY, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States New York Ocean Bay Park vacation rental compare prices direct by owner 32593838

Windows on the Sea ★ Modern Pool & Beach Retreat ★

5.0 (71)

5 Bedrooms • 12 Guests

$1,182 avg/night

United States New York Fire Island vacation rental compare prices direct by owner 240278

Oceanfront Heaven! - 5 BR

5.0 (83)

5 Bedrooms • 12 Guests

$1,957 avg/night

United States Rhode Island Westerly vacation rental compare prices direct by owner 37821652

The Westerly Waves House

5.0 (24)

4 Bedrooms • 10 Guests

$827 avg/night

United States Connecticut Milford vacation rental compare prices direct by owner 686868

Waterfront!-Hot Tub-The Charles Island Beach House

5.0 (103)

4 Bedrooms • 12 Guests

$1,363 avg/night

United States Connecticut Milford vacation rental compare prices direct by owner 27242009

Fantastic BEACH House The Whales Tale Summer 2026

5.0 (1)

4 Bedrooms • 8 Guests

$1,184 avg/night

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United States Connecticut Stonington vacation rental compare prices direct by owner 23630784

2 KING BEDS Nautical Theme! Unique Home & Cottage

5.0 (36)

6 Bedrooms • 14 Guests

$1,120 avg/night

United States Connecticut Mystic vacation rental compare prices direct by owner 23692876

A Nautical Adventure at Burrows Home in Mystic CT

5.0 (221)

3 Bedrooms • 7 Guests

$566 avg/night

United States New York Amagansett vacation rental compare prices direct by owner 26512671

Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes

5.0 (14)

1 Bedroom • 4 Guests

$446 avg/night

United States Connecticut East Lyme vacation rental compare prices direct by owner 33535554

Niantic Cove Waterfront Escape: Relax & Unwind

5.0 (17)

2 Bedrooms • 6 Guests

Available on

United States Connecticut Stonington vacation rental compare prices direct by owner 33553560

Mystic Chandler's Nook: Quaint, Historic Charm!

5.0 (76)

2 Bedrooms • 4 Guests

$257 avg/night

United States Connecticut Stonington vacation rental compare prices direct by owner 2455545

Super Adorable Cottage + Fire pit + King Bed!

5.0 (246)

2 Bedrooms • 4 Guests

$272 avg/night

United States Connecticut Mystic vacation rental compare prices direct by owner 2664474

Harbor View Landing, The Mystic - 3rd Floor Suite

5.0 (99)

3 Bedrooms • 8 Guests

$831 avg/night

United States Connecticut Mystic vacation rental compare prices direct by owner 19518700

Eagles Nest at Mystic Manor

5.0 (232)

6 Bedrooms • 12 Guests

$515 avg/night

United States New York Wading River vacation rental compare prices direct by owner 29622240

Coastal Retreat Waterfront, Deck, Awesome Views

5.0 (36)

3 Bedrooms • 6 Guests

$259 avg/night

United States Connecticut East Lyme vacation rental compare prices direct by owner 34556683

Lakefront Retreat Tiny House

5.0 (159)

1 Bedroom • 2 Guests

$218 avg/night

United States New York Hampton Bays vacation rental compare prices direct by owner 15406013

Poppy’s Hampton House | 3BR + Bonus | Near Beach

4.9 (23)

3 Bedrooms • 6 Guests

$275 avg/night

United States Connecticut Stonington vacation rental compare prices direct by owner 10180872

Fair Winds | Twin Charmer Walk to Downtown Mystic!

4.9 (39)

2 Bedrooms • 4 Guests

Available on

United States New York Amagansett vacation rental compare prices direct by owner 26540526

Unit 1021: Studio | 2nd Floor-Pool View | Starfish

4.9 (15)

1 Bedroom • 2 Guests

$519 avg/night

United States New York Mattituck vacation rental compare prices direct by owner 32295970

Nature’s Paradise | Private Dock & Water Views

4.9 (35)

4 Bedrooms • 9 Guests

$1,066 avg/night

United States New York Southold vacation rental compare prices direct by owner 11399584

Shorecrest Beach House + Beach Front + Ocean views

4.9 (31)

4 Bedrooms • 10 Guests

$47 avg/night

United States New York Amagansett vacation rental compare prices direct by owner 26605792

Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial

4.9 (10)

1 Bedroom • 6 Guests

Available on

United States New York Wading River vacation rental compare prices direct by owner 29973652

Sea Cliff Charm 5 Mins to Beach, Firepit

4.9 (16)

3 Bedrooms • 4 Guests

Available on

United States New York Wading River vacation rental compare prices direct by owner 10184035

Lindsay Estate | Furnished Pool & Hot Tub

4.9 (52)

4 Bedrooms • 9 Guests

$987 avg/night

United States New York Amagansett vacation rental compare prices direct by owner 28905618

Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean V

4.9 (14)

1 Bedroom • 6 Guests

Available on

United States New York Amagansett vacation rental compare prices direct by owner 28366518

Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean F

4.9 (12)

2 Bedrooms • 6 Guests

Available on

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