Vacation Rentals & Houses in Hamptons

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1,495 houses

Rachels Retreat at Seaboard Walk 108853

Cape May condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Waterfront Pets

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Price per night from

$464

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157045

Wildwood Crest condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 3 filters match

Price per night from

$83

1625 Beach Avenue 123524

Cape May apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$243

Sea Scape Condominiums 157172

North Wildwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$40

305 Shore Drive 150847

North Cape May house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

2 of 3 filters match

Price per night from

$1,143

145887

Cape May house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

2 of 3 filters match

Price per night from

$1,571

325 Harmes Way 107771

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$400

SUPER BOWL RENTAL - Gorgeous Waterfront Condo With

West New York apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$5,725

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, Pets

2 of 3 filters match

Price per night from

$2,634

Fire Island Cottage-3Bed2Bath

Fair Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$974

Private Home Overlooking Stevens Lake (31 Night Min)

Great Barrington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$572

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, Shared outdoor pool (unheated), Pets

2 of 3 filters match

Price per night from

$274

Ground floor sunlit apt. in great area!

Huntington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$103

West Cape May Pool House 149321

West Cape May house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$714

11 Pond Creek Lane - With Pool and Hot Tub! 155376

West Cape May house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$571

East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!

Baiting Hollow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$801

Beautiful condo at the beach with a pool! 151796

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$150

9 Beach - Sunset Villa - Lower Cape May

Villas house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$745

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

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

2 of 3 filters match

Price per night from

$2,000

OCEAN FRONT PRIVATE BEACH

Point Pleasant Beach house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great place” This is a fantastic house. Comfortable and quiet. Great location. Beautiful beach. Close to everything in town but without the noisy crowds of other oceanside villages. You are guaranteed a great time here.

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

2 of 3 filters match

Price per night from

$1,145

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

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$571

Broadway Beach Unit 3 141333

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$343

Cozy Cool Spring waterfront apartment with pier mins to Annapolis

Arnold apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$177

Broadway Beach Unit 3 141333

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$343

One Bedroom Apartment in a private 2 family House.

Saugerties house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$189

Beautiful 2 Bedroom Fully Furnished Apartment on Harborfront

Baltimore condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Responds fast! avg. 25 minutes

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

2 of 3 filters match

Price per night from

$171

Broadway Beach Getaway Unit 2 145144

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$257

211 Beach Ave. Unit 4 138907

Cape May condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$243

The Waterfront Townhouse in Marina District! 155450

Cape May townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$500

1520 Yacht Avenue Unit **********

Cape May condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$214

The Waterfront Townhouse in Marina District! 155450

Cape May townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$500

211 Beach Ave. Unit 12 99088

Cape May apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$271

Broadway Beach Getaway Unit 2 145144

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$257

211 Beach Ave. Unit 12 99088

Cape May apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$271

Broadway Beach unit 7 138997

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$286

211 Beach Ave. Unit 6 97031

Cape May apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$271

Waterfront Bliss at Cape May Harbor 156770

Cape May condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$375

Private pier and pool at this waterfront Chestertown home

Chestertown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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

2 of 3 filters match

Price per night from

$413

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