Vacation Rentals & Houses in Hamptons

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443 houses

457 Prince Hinkley Road 151768

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$686

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78 Main Street 152267

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

2 of 3 match: Ceiling Fans, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,143

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,287

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,087

Magical home built around Windmill with views of ocean

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,710

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,287

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$475

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$454

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,373

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$6,862

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$899

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,998

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.

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,389

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Winter Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,498

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$3,268

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$4,902

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$17,154

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$984

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$658

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$687

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,059

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$572

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,373

The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard

Wading River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$494

Farmhouse Retreat: Saltwater Pool, Access to Beach

Riverhead villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$239

North Fork Oasis: Heated Pool, Hot tub, Steps to the beach!

Laurel house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$829

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

2 of 3 match: Shared outdoor pool (unheated), Ceiling Fans, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$276

236B Smoke Valley Road 153791

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$486

“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 26 minutes

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$418

See New York Now Sleeps 21+People!

Union City apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 21

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$260

Responds fast! avg. 3 hours 26 minutes

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$418

4/5 Bedroom Historic, yet modern, home close to Beaches, Town, USCGA & Mystic!

New London house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$458

Sea Glenn Flowers Private home new to market

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$481

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 5B) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$169

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$103

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Newtown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 18 minutes

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$719

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$183

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

2 of 3 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,001

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