Vacation Rentals & Houses in Hamptons

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4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 45 minutes

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,030

The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Towels provided, Pets, Tennis in town

1 of 7 filters match

Price per night from

$515

Great 4 bedroom family home walking distance to the beach and village

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,373

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 7 match: Tennis in town, Dishwasher, Private fishing lake or river, Pets, Shared outdoor pool (unheated), Safe, Towels provided

3 of 7 filters match

Price per night from

$481

Harbor view oasis

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$2,370

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Safe, Towels provided

3 of 7 filters match

Price per night from

$2,631

Hamptons Getaway on the water with gorgeous sunsets

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Pets, Towels provided

1 of 7 filters match

Price per night from

$772

Hampton Bays 5 bed/5 bath large secluded property

Hampton Bays house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$572

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Pets, Tennis in town, Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$1,430

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$659

HEATED POOL in the Hamptons

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$915

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$2,290

4 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Pets, Tennis in town, Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$974

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

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,374

4 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Pets, Tennis in town, Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$2,061

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

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,023

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,374

1200ft2 - Great Hamptons location

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,145

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,145

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

4 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Pets, Tennis in town, Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$1,145

Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$492

Summer in a Hamptons Cottage

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Towels provided, Pets

1 of 7 filters match

Price per night from

$492

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Tennis in town, Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,031

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Towels provided, Pets, Tennis in town, Dishwasher

2 of 7 filters match

Price per night from

$573

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Safe, Towels provided, Tennis in town, Dishwasher, Pets

3 of 7 filters match

Price per night from

$2,519

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,374

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 7 match: Tennis in town, Private fishing lake or river, Pets, Shared outdoor pool (unheated), Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$355

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Pets, Towels provided

1 of 7 filters match

Price per night from

$1,064

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

4 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Pets, Tennis in town, Dishwasher, Safe, Towels provided

4 of 7 filters match

Price per night from

$1,718

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Pets, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,145

Hampton's Paradise sag Harbor, Southampton

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Towels provided, Pets

1 of 7 filters match

Price per night from

$1,145

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Safe, Towels provided

3 of 7 filters match

Price per night from

$1,718

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Pets, Towels provided

1 of 7 filters match

Price per night from

$687

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 7 match: Tennis in town, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Safe, Pets, Towels provided

1 of 7 filters match

Price per night from

$2,290

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Safe, Towels provided

3 of 7 filters match

Price per night from

$900

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Winter Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

5 of 7 match: Shared outdoor pool (unheated), Private fishing lake or river, Tennis in town, Dishwasher, Safe, Towels provided, Pets

5 of 7 filters match

Price per night from

$2,000

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Safe, Towels provided

3 of 7 filters match

Price per night from

$1,661

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Tennis in town, Shared outdoor pool (unheated), Private fishing lake or river, Safe, Towels provided, Dishwasher, Pets

2 of 7 filters match

Price per night from

$258

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