Vacation Rentals & Houses in Hamptons

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666 houses

Bass-esquisite Lakefront Cottage

Tobyhanna chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Boat available Shared outdoor pool (unheated) Waterfront

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Price per night from

$457

Amenity-Filled Water Front Oasis Near Bushkill Falls & Hiking Trails

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Boat available Shared outdoor pool (unheated) Waterfront

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Price per night from

$286

Match: Boat available Shared outdoor pool (unheated) Waterfront

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Price per night from

$487

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Ryder (#110 - 2BR Cottage) 18754

Eastham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Couldn't bare to leave” Incredible porch, beautiful sunsets, great deck and always a cool breeze coming from pond. Excellent central location and nice neighbours and just awesome overall...

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$186

325 Harmes Way 107771

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$400

Stunning Waterfront Home & Guest Cottage on Private Peninsula!

Edgartown house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$2,675

Waterfront Four Bedroom Sengenkontacket Pond Home

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$743

80 Chipman 100034

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$333

Oceanfront free standing condo in the gated community of Hertitage Sands!

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$571

Diana Luxury Retreat: Private Beach and Vineyards

Wading River house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$325

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Wading River house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$347

Luxury Beach Cottage: Wineries, Shopping & The Hamptons

Wading River cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$165

Dunes Beach House: Hot Tub and Steps to Beach

Rocky Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$300

Luxury Beach House: near Hamptons, Vineyards,Restaurants

Wading River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$600

Chic Beach House: Waterfront, Vineyards, Hot Tub

Wading River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$702

Once Upon a Tide: True Beach House, beachfront! New Renovations

Wading River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$518

Queen Vic Beach House: 5 min to Vineyards & Farmstands

Wading River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$475

"Up There" 39452

East Orleans apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Location on the Cape!” The two separate apartments was perfect for us. Our two young adult sons could stay up late without disturbing us and when we got up we didn't have to worry about waking them up accidently (eventually, just on purpose:o). The view of the ocean from the decks was just beautiful with the nice beach just a short walk across the dunes. Plenty of nice restaurants in Orleans and East Orleans. We couldn't have scripted it any better.

2 of 3 match: Boat available, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,429

The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$516

Luxury Waterfront Home w/ Heated Pool and Hot Tub

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Boat available, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$825

Lakefront Townhouse Condo in Cape Cod, MA

Orleans condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$344

Dionis in Nantucket Luxury Waterfront Home

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Paradise” We were in heaven! This property is secluded and beyond peaceful. The house looks out on a small harbor and quiet beach with rare birds. The sunsets are extraordinary and we enjoyed many nights lounging on the porch, drinking wine, nibbling cheese or grilling (freshly caught!) fish and watching the sky turn colors before it got dark (and then we were faced with brilliant stars--we're New Yorkers so we don't get night skies like this!) The house is spacious, yet very cozy. The master bedroom has an amazing (huge!) shower and jacuzzi. The living room has big comfy couches, throw pillows and a working fireplace. One night we roasted marshmallows and played cards. A perfect stay-in evening. I feel I should also say--this house is stocked! The kitchen comes with everything you could want if you're a foodie (we grilled, made mixed drinks, made sushi one night, baked muffins, everything.) There is great cable including HBO and a video library, as well as games for kids if you should need. We loved to bike some days to a nearby beach (Madaket, about 15 minutes away) where there was a little more action than our private one (a taco restaurant called The Westender and spot with bigger surf where we went to boogie board.) The house has beach balls, paddle ball, and buckets for building sand castles. The bikes provided by owners are in great shape and there were also helmets available. Additionally, we loved that there were ocean kayaks, though we didn't have a chance to use them. Mostly, I think we all appreciated that we could completely unwind in this peaceful spot, read, sleep in, enjoy the beauty of the island, etc., but also get into town quickly if we wanted to go out for dinner or get drinks. Getting to Cisco is also a pretty quick trip--and we went twice to the brewery to get a drink after the beach and listen to live music. Overall, this was one of my best vacations in recent memory. You must try this part of the island and

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$2,634

Serene Pond Setting

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$344

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$2,290

OCEANFRONT ESCAPE! MATUNUCK POINT- and Pond in Back- 4Bd, 2 Baths

South Kingstown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Perfect Family Home on the Beach” The home is fantastic for a large family who wants beach front. This place feels like home as soon as you arrive. Everything is included. Just pack your clothes and move in. There is a row boat for the pond in back and bikes to get around. Also, the beds are comfortable. Leslie was great to work with for this reservation. Wanted to stay for another week when it came time to leave.

Responds fast! avg. 2 hours 10 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$660

Lakefront Contemporary! Walk to Bethel woods!

Bethel house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$526

piece of Heaven

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$1,718

Silver Beach Bliss: Luxury Waterfront Home w/ Pool

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$736

Marina Condominium Club

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$172

Twin Island Lake House

Pine Plains house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$411

Newly Renovated Lakefront Getaway on Robinson Pond

Copake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$287

West Kill Retreat

West Kill house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are super friendly and always tried to make you feel comfortable. Definitely would recommend this to others and I would sure be coming back.

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$298

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“A Real Gem!!!” This cottage is the perfect place for two people. It is truly as beautiful as the pictures! The pool and grounds are exceptional and the view is breathtaking. The place is extremely well maintained and the owner is very kind and helpful. We had a fabulous weekend here and would gladly return!

2 of 3 match: Waterfront, Boat available, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$274

COZY COTTAGE LOCATED ON DELAWARE RIVER

Damascus cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Amazing location and scenery” I came up with friends for a weekend and wanted to stay a lifetime. This cottage had everything we needed for a peaceful getaway outdoors. Cute little town nearby for food, hiking close by, kayaks to float around in and a fire pit to unwind by. The host (Pat) and her husband were nice as can be and made our stay at their cottage comfortable and relaxing. Honestly, i don't have one critical thing to say about our experience at this cottage. We all agreed that we'd like to come back to this exact spot and do it all again.

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$184

“A thoroughly enjoyably experience!” Dave was wonderful to work with and offered advise on where some of the best areas to kayak might be found... saw several ospreys and other wildlife. The cottage has all new appliances and was clean. Sitting on the waterfront in the morning with coffee and the afternoon with a toddy was a great way to start and end each day.

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$344

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$572

Modern Two Level, 4-Bdrm, 1-Bathrm Home, seconds from the Beach.

Seaside Heights house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$573

Jersey Shore Beach House with 2 Boating days per week.

Bayville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Waterfront, Boat available

2 of 3 filters match

Price per night from

$2,454

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