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Vacation Rentals & Houses in Hamptons

7,603 houses

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

  • Nearest beach 2 mi
  • •  Swimming pool
  • •  Ask about children
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything looked just as in the pictures. The room is sunny, but stays nice and cool too (we were there in august). There is an overhead fan but we didn't even need it. The Sigels made us feel very much at home, but they also seemed to know that we were not looking for a chatty B&B; experience. There are plenty of little touches like a bottle of wine waiting for us, tea, sugar, and some other basics in the kitchenette. A hair dryer, eye shade in the bedside table, etc. But nothing seemed overly fussy-- they are naturally good hosts. The pool was absolutely perfect. Big enough to swim laps, but small enough to be a nice temperature. We spent one whole morning just floating in the pool. The view from the pool is stunning. I am sure there are some amazing hikes around (I had broken my tailbone so hiking will have to wait for next year). Great Barrington is a wonderful town too, so if you're wondering where to stay in the Berkshires, then you would be wise to choose GB. It's not huge, but we never really left town. The walkable part of town has great diners, a cool little coffee shop, a movie theatre, used book store, and great music and food at the Gypsy Joynt (a member of the family that owns it-- Jordan Weller-- put out the best CD I've heard in a long time!) On our last night there the Sigels suggested we go to the Guthrie Center for an open mic where we heard more great music. I can't say enough about the Seigel's cottage. We can't wait to go back next summer.

Price per night from

$228

Modern House with Hot Tube, central AC in Poconos

Albrightsville house

  • Nearest beach 2 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 1 bathroom
  • sleeps 11

Price per night from

$217

Tanglewood / Berkshires - 2 Bed 2 Bath Apartment

Lee apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$430

#1 Updated Ski On Ski Off, 4 Season Resort,

Vernon apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 11 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great clean convenient house” Three couples stayed for a ski weekend. The house was sparkly clean, well stocked, well located. We would love to come back.

Price per night from

$281

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Justus Modern Flair (S. Jamaica Queens)

Jamaica apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: DVD player, Shared outdoor pool (unheated), Towels provided, Pets

3 of 4 filters match

Price per night from

$161

Ground floor sunlit apt. in great area!

Huntington apartment

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: DVD player, Shared outdoor pool (unheated), Towels provided, Pets

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Price per night from

$98

19 Seaview Lane

Mashpee house

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$536

20 Lighthouse Lane

Hyannis Port house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$643

86 Leonard Road

Osterville house

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$1,073

300 Quissett Ave

Falmouth house

  • Ask about children
  • •  Ask about pets
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$572

77 Robbins Street

Osterville house

  • Ask about children
  • •  Ask about pets
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$286

39 Summersea Road

Mashpee house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$358

439 Sea View Avenue

Osterville house

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$2,574

47 Fairview Avenue

Falmouth house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$286

154 Scudder Road

Osterville house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$501

16 Piney Point Drive

Centerville house

  • Ask about children
  • •  Ask about pets
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$401

14 Northwest Landing

New Seabury house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$372

33 Kearsarge Avenue

West Hyannisport house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$472

87 Seapuit Road

Osterville house

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$1,287

464 Shore Road

Chatham house

  • Swimming pool
  • •  Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$1,716

Best Offer For Your Vacation - 2250 Sq Ft. Save $$

North Plainfield apartment

  • Child Friendly
  • •  Ask about pets
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$343

1035 Chequessett Neck Road

Wellfleet house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$358

PRIME Gramercy~1BR*BEST VALUE

New York City apartment

  • Air conditioning
  • •  Ask about pets
  • 1 bedroom
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$155

Top of the Pass. Cozy Craftsman Style

Hunter house

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Suitable for children age 5+
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$201

Furnished 3BR - 2Bath House for rent

Parsippany house

  • Child Friendly
  • •  Air conditioning
  • •  Ask about pets
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$275

5 Bedroom house in Ditmas Park

Brooklyn house

  • Child Friendly
  • •  Air conditioning
  • •  Ask about pets
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 20

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$459

APARTMENT WITH PRIVATE BACKYARD, MIDTOWN MANHATTAN

New York City apartment

  • Ask about children
  • •  Air conditioning
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$212

SUPER BOWL RENTAL - Gorgeous Waterfront Condo With

West New York apartment

  • Beach / lakeside relaxation
  • •  Ask about children
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$5,732

Huge Modern Waterfront House w/ Beautiful Garden

Whitestone house

  • Beach / lakeside relaxation
  • •  Ask about children
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$402

Superb Location on Quiet Laneway

Little Compton house

  • Ask about children
  • •  Air conditioning
  • •  Ask about pets
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$459

Boaters Dream-Waterfront Summer Rental-Peconic Bay

Southampton house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.3 mi
  • •  Child Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$650

Classic Hamptons Home in beautiful Water Mill - Minimum 2 week rental

Water Mill house

  • Nearest beach 5 mi
  • •  Ask about children
  • •  Ask about pets
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$1,720

Mt. Pocono area, 3bd, 2bth, w/spectacular hot tub

Tobyhanna house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Towels provided, Shared outdoor pool (unheated), DVD player, Pets

3 of 4 filters match

Price per night from

$226

Dec.30 -Jan 5,Wyndham Shawnee village and Ski at Pocono mountains, PA,

East Stroudsburg cottage

  • Swimming pool
  • •  Ski
  • •  Air conditioning
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$196

Beautiful Estate home in the Hamptons, New York

Water Mill villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$4,585

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Suitable for children age 5+
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$425

Chelsea/Manhattan Spacious Modern 2br Apt

New York City apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), DVD player, Towels provided, Pets

3 of 4 filters match

Price per night from

$384

Enchanting Cottage In The Woods

Accord cottage

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Towels provided, Shared outdoor pool (unheated), DVD player, Pets

3 of 4 filters match

Price per night from

$442

Viewing 38 of 7,603
rentals in Hamptons

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