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Holiday Lettings
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> Houses and estates in Hamptons

Houses in Hamptons and Estates - Holiday Lettings - Holiday Rentals Hamptons

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£1 £750 -

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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3,399 Holiday homes

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Holiday guest house in Sag Harbor

Sag Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £321 / night

£2,246 / week

1 / 13

Holiday home rental

Bridgehampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £917 / night

£6,415 / week

1 / 12

Holiday home in Southampton

Southampton house

  • 4 bedrooms
  • 11 bathrooms
  • sleeps 8

from £1,637 / night

£11,456 / week

1 / 18

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18
3 reviews

from £1,601 / night

£11,206 / week

1 / 45

Holiday condo in Montauk

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £459 / night

£3,208 / week

1 / 8

Home rental in Sag Harbor

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £917 / night

£6,415 / week

1 / 7

Holiday home in Water Mill

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £504 / night

£3,529 / week

1 / 22

Holiday home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

from £1,146 / night

£3,208 - £11,456 / week

1 / 30

Holiday home in Westhampton Beach

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14
1 review

from £1,201 / night

£8,404 / week

1 / 50

Southampton holiday hotel apartment rental

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £192 / night

£1,341 / week

1 / 4

Holiday villa in Amagansett

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,283 / night

£7,698 - £8,981 / week

1 / 38

Holiday home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 1

from £18,329 / night

£128,301 / week

1 / 4

Holiday home in Noyack

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,375 / night

£9,623 / week

1 / 42

Home rental in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £459 / night

£7,332 / week

1 / 34

Montauk holiday manor house rental

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £13,747 / night

£96,226 / week

1 / 30

Montauk holiday home rental

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,571 / night

£10,998 / week

1 / 8

Holiday home in Amagansett

Amagansett house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,348 / night

£9,437 / week

1 / 18

East Quogue holiday home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,650 / night

£11,547 / week

1 / 30

Sag Harbor holiday home rental

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,022 / night

£7,149 / week

1 / 7

Bridgehampton holiday home accommodation

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,375 / night

£13,289 / week

1 / 18

Holiday home with swimming pool in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £917 / night

£5,041 / week

1 / 10

Holiday home rental

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £306 / night

£2,139 / week

1 / 35

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £527 / night

£3,689 / week

1 / 15

Home letting in Hampton Bays

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £550 / night

£3,666 / week

1 / 15

Shelter Island holiday home rental

Shelter Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £851 / night

£5,957 / week

1 / 19

Holiday home in Remsenburg

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
5 reviews

from £207 / night

£2,887 / week

1 / 20

Noyack holiday home rental

Noyack house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £1,222 / night

£8,554 / week

1 / 10

Holiday townhouse in Southampton

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

from £118 / night

£824 / week

1 / 24

Holiday home with swimming pool in East Hampton

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £306 / night

£2,139 / week

1 / 13

Holiday home in Montauk

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £550 / night

£6,874 - £14,297 / week

1 / 78

Holiday home in Bridgehampton

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,329 / night

£9,302 / week

1 / 13

Bridgehampton holiday home rental

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £393 / night

£2,750 / week

1 / 4

Holiday cottage rental

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

from £2,619 / night

£18,329 / week

1 / 15

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,535 / night

£10,746 / week

1 / 13

Amagansett holiday home rental

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,048 / night

£7,332 / week

1 / 11

Hotel apartment rental in Southampton

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,341 / week

1 / 4

Southampton holiday hotel apartment rental

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,341 / week

1 / 4

Holiday hotel apartment in Southampton

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £183 / night

£1,277 / week

1 / 7

Southampton holiday hotel apartment rental

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,341 / week

1 / 8

Holiday hotel apartment in Southampton

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £164 / night

£1,149 / week

1 / 10

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Hamptons holidays

For generations, the Hamptons have formed a lovely escape and holiday destination for families wishing to temporarily flee the bustle of the New York City metro area. The quiet, tree-lined streets, preserved state parks, quaint historic shopping districts, and brilliant fall colours that erupt along scenic roadways here draw visitors from all over during all four seasons of the year.

The Hamptons are also known for its beaches. The beaches in Mauntauk and Southampton are considered some of the best on the Atlantic coast. They extend along endless stretches of clean sand, are busy in the summertime without feeling crowded, and are quiet but still comfortable and beautiful during the spring and fall.

Come here to spend the summer or relax for a long weekend. Find bargains at the outlet Shopping Centers, play golf on the emerald green courses, or receive some head to toe pampering in a world-class luxury spa.

Here are a few additional suggestions as you plan your trip:

  • Play on the beach: Kirk Park Beach and Cooper's Beach are some of the most popular and scenic beaches in the Hamptons. Some of America's historic mansions form the backdrop of Southampton Beach, where you can find a delicious burger at a beachside stand, go parasailing, or just relax in the sun.
  • Visit the Mauntauk Point Lighthouse: The oldest lighthouse in New York is located at the northernmost tip of Long Island. Take a guided tour and then visit the museum and gift shop.
  • Visit the Hallockville Museum Farm: Established in the 1780s by the Hallock family, the farm now covers 28 acres of land in Riverhead, some of which is still cultivated. Come here to learn more about New York's agricultural history.
  • Hike the trails of Hither Hills State Park: This park is located in Mauntauk and offers miles of beautiful trails for hiking, biking, horseback riding and exploring.
  • Visit the Pollock-Krasner House and Study Center in East Hampton: Learn how the artists Jackson Pollock and Lee Krausner lived by taking a tour of their home and adjacent studio.
  • Visit the Out East Family Fun Centre in Riverhead: Spend an afternoon in this sports and amusement complex. Play mini-golf, trampoline basketball, and have a blast with the waterslides and climbing wall.

No matter when you decide to plan your visit, there are always plenty of places to stay in the Hamptons. Find a cabin or holiday rental close to the state park, rent a romantic holiday condo in Southampton, or find an elegant beach house in Mauntauk big enough to host a family reunion.

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