Vacation Rentals & Houses in Hamptons

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

Tobyhanna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

Match: Central heating Climbing frame Shared outdoor pool (unheated) Linen provided

All filters match

Price per night from

$453

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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.

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$631

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$402

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

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$172

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Shared outdoor pool (unheated), Linen provided, Central heating, Climbing frame

2 of 4 filters match

Price per night from

$115

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Linen provided, Central heating, Climbing frame

2 of 4 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 4 match: Shared outdoor pool (unheated), Linen provided, Central heating, Climbing frame

2 of 4 filters match

Price per night from

$102

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$1,376

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. 1 hour 30 minutes

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$1,392

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$1,376

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$1,434

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

Forked River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$344

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

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Shared outdoor pool (unheated), Central heating, Climbing frame, Linen provided

3 of 4 filters match

Price per night from

$411

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!

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$274

Large Modern Cabin with Hot Tub Tucked in Woods

Bethel log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

2 of 4 match: Shared outdoor pool (unheated), Linen provided, Central heating, Climbing frame

2 of 4 filters match

Price per night from

$860

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$515

Fabulous Enjoyment Of The Amazing NYC Skyline View

Weehawken apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$343

Ground floor sunlit apt. in great area!

Huntington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$104

Prime Location w/ Plunge Pool, Dogs Welcome!

Provincetown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$255

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$85

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

Hyannis Port hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$116

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

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit 8AB) - Walk to Beach

Hyannis hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$169

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

Hyannis Port hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$169

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 18A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$116

Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$686

Walk to Beach and Main St. - 3BR/3BA Cottage at Captain Gosnold Village (15ABC)

Hyannis Port apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$209

Great Pocono vacation from the city noise

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Central heating, Linen provided, Climbing frame, Shared outdoor pool (unheated)

2 of 4 filters match

Price per night from

$144

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$602

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$356

Amazing And Breathtaking NYC Manhattan View

Weehawken apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$664

Catskill Ski / Wedding / Vacation-VERY CLEAN / Central Heating

Andes apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect Getaway!” We were exhausted, every day stresses had truly got the better of us and we just needed a long weekend to find our equilibrium again and recharge. So pretty much on the spur of the moment we booked this place. Right from the minute we arrived, we were enchanted. Stylish yet supremely comfortable, the owner had clearly thought of everything! This made us feel completely at home while at the same time adding that certain cossetting and pampering factor. The condo is stunning and in a perfect location, the beautiful and relaxed environment sends you back to 'real' life relaxed and recharged. I cannot recommend this place highly enough. We will certainly be returning and next time with our adult children.

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$218

Mountain Creek/Great Gorge Village slopeside Ski Condo

Vernon apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$258

“This house is very comfortable.” My husband and friends are hiking the Appalachian Trail and were in the area so we stayed here for a week and visited them . The house was so comfortable and had everything we needed. There was plenty of room for everybody. The owner was very nice and friendly. The kitchen had lots of pot pans, dishes and cooking utensils. My granddaughter and I loved seating on the deck and watching the wild life. The community is beautiful and very safe and secure and had great amenities. We are planning to return next year.

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$258

Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$572

Relax And Enjoy NYC Empire State View from Room.

Weehawken apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$356

“This place was just beautiful!” Beautiful gardens, beautiful rooms, immaculate.....delicious breakfast served each morning to your room. Wonderful host. Best accommodations I have stayed at in a very long time. Owner was so nice and helpful. Great value for price.

Responds fast! avg. 3 hours 5 minutes

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$419

Gallery Junior Suite

Lake Harmony villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 43 minutes

3 of 4 match: Climbing frame, Central heating, Shared outdoor pool (unheated), Linen provided

3 of 4 filters match

Price per night from

$172

Viewing 38 of 2,143
rentals in Hamptons

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