Vacation Rentals & Houses in Hamptons

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2,464 houses

Great Pocono vacation from the city noise

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Climbing frame Shared outdoor pool (unheated) Fridge

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Price per night from

$144

3500sqft villa with games, garden and fire pit - spring discounts going on

Tobyhanna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

Match: Climbing frame Shared outdoor pool (unheated) Fridge

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Price per night from

$454

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Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

2 of 3 filters match

Price per night from

$75

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

2 of 3 filters match

Price per night from

$103

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$115

Large Modern Cabin with Hot Tub Tucked in Woods

Bethel log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$861

Waterfront home - Spectacular Sunsets

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Peace & Tranquility” I have stayed here 4+ times, and I come home relaxed and rejuvenated. It's centrally located in the middle of the western cape, the sunsets are perfect, we usually have meals out on the expansive deck, we bring our kayaks, watch the shipping entering the canal, walk/run/bike the canal path(both sides), cook or grill fresh seafood from local stores, enjoy the wine tastings at the Belfry, jump over to the vineyard for the day, and did I mention the sunsets? The home is roomy, light and airy, plenty of parking, just perfect for us.

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$632

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$402

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$396

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$173

Ocean front 5BR house in Bradley Beach

Bradley Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$702

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.

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$689

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 3 hours 16 minutes

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$1,394

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$1,378

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$1,378

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

2 of 3 filters match

Price per night from

$1,435

Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

2 of 3 filters match

Price per night from

$412

Lake view cottage in Arrowhead Lake - Poconos - walk to beach and pool!

Thornhurst house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

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Price per night from

$229

2500 Sq ft GEM, yard, walk to bay, close to LBI, Fantasy IslandIsland Seaside

Forked River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Climbing frame, Fridge

2 of 3 filters match

Price per night from

$345

July 7-13 at Inn on Long Wharf Resort,Newport, RI

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

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Price per night from

$287

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

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Price per night from

$197

Seaside heights nj Prom beach house apt #6, with pool parking 16-18 people)

Seaside Heights apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 18

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$1,491

Country House - Calonge (San daniel)

Oakville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$197

Apartment - Platja d'Aro (Platja d´Aro) - Swimming Pool And Private Terrace

Oakville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$238

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: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$275

3 BR APARTMENT- 1.5 Block Away from Beach

Seaside Heights apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 14

Responds fast! avg. 11 minutes

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$240

Prime Location w/ Plunge Pool, Dogs Welcome!

Provincetown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$255

Cape Cod cottage-Just 150 feet to Sea Street Beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Classic Cape Cottage” Stayed a week and thoroughly enjoyed it. The outdoor shower was not advertised but a welcome surprise.

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

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Price per night from

$300

1 bedroom condo-just steps to the beach

Dennis Port house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Very cute condo close to beach” I stayed at 194 Captain Chase #8 for a week in August 2015. The condo is very cute and spacious. What I liked best: Location, location location! I love Dennis Port - you are centrally located and it isn't far for a ride up to Provincetown, Chatham, or Hyannis. You are close to the Bay beaches or the National Seashore.There are plenty of restaurants (that you can order out from), pizza places, the Dog House and Sundae School (for ice cream) is right up the road. Glendon Road Beach is a very short walk so making the trek with chairs, a cooler, and a beach bag was not an issue. (and you save yourself a parking fee). The Del Ray Beach Club is very quiet which I liked and after a day at the beach, relaxing by the pool was very nice. The condo was very cute and just like the pictures. The bedroom is very spacious; plenty of room to hang your clothes. Having two bathrooms was wonderful. The living area is also spacious. We had one of the couches made into a bed the entire stay - but still had another couch to sit on to watch TV. The owner has provided some board games, DVD's, and books - even two beach chairs! It was hot the entire week so we made use of the air conditioning. My only issue during the week was trying to cook on the stove. I set off one of the smoke/fire alarms and it took awhile for them to stop beeping. I ended up not using the stove the rest of the week. Overall this rental is ideal spot for a week out at the Cape. I recommend it for a couple, or a couple with young children.

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$129

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

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$571

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$516

Fabulous Enjoyment Of The Amazing NYC Skyline View

Weehawken apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

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Price per night from

$344

Ground floor sunlit apt. in great area!

Huntington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$104

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$115

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$482

Marina Condominium Club

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$173

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit M6) - Walk to Beach

Hyannis Port hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$169

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Shared outdoor pool (unheated), Fridge

2 of 3 filters match

Price per night from

$130

Viewing 38 of 2,464
rentals in Hamptons

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