Vacation Rentals & Houses in Hamptons

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Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$426

Sprawling Southampton Home: Private Pool, Hot tub, Game Room

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$690

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$382

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 3 hours 16 minutes

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$850

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$1,718

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$343

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$369

These homes match some but not all of your filters. Clear all filters

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$900

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$982

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$434

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,145

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Southampton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,025

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$470

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,374

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$573

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 16 minutes

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,219

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$974

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,432

Summer Shangri La on Sag Harbor Memorial Day to Labor Day!!

Noyack house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,527

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,432

HEATED POOL in the Hamptons

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$915

Hip Hampton Home

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$382

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

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,374

Charmimg Beach cottage in Sagaponack

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$655

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,145

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,718

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great time in Hamptons” Jackie and al's place is in a great location. Block away from the canal. Minutes away from the beach. Very Nice house. Looking forward to next summer.

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$458

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$779

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,145

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,088

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

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,023

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,276

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,088

4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 29 minutes

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,031

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$659

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$2,634

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,260

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$687

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