10 Best Vacation Rentals in Bridgehampton - Holiday Lettings - Cabins

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12 Vacation rentals

7

Home rental in Bridgehampton

Hamptons / Bridgehampton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This cozy furnished country-style farmhouse sleeps ten people comfortably and is minutes to ocean or bay beaches, shopping, and restaurants. The house sits on over an acre of land adjacent to 1,000-acre Long Pond Reserve. Out back is a wooden deck, an in-ground pool, …see more

from $425 / night

$2975 / week

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from $425 / night

16

Bridgehampton Vacation villa rental

Hamptons / Bridgehampton

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This spacious, renovated 5-bedroom, 4-bath home is on a secluded 1/2 acre, with a 200-foot private driveway leading to the wonderful, bright residence. The house backs onto a community reserve, so there is complete privacy in the pool, decks, and backyard. On the main l …see more

from $1350 / night

$9450 - $14070 / week

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from $1350 / night

5

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Ask about pets
Beautiful sundenched hamptons property recently renovated quiet and private yet centrally located to all ocean and bay beaches, shopping and transportation. Bike to beaches, towns of Bridgehampton and Sag Harbor. Vineyards and farm stands just up the street. Dead end s …see more

from $1950 / night

$13500 / week

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Responds fast!
avg. 2 hours 15 minutes

from $1950 / night

12

Vacation home rental

Hamptons / Bridgehampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Beautiful contemporary home set on 1.6 private idyllic acres. Perfect for families with children as well as entertaining. Beautiful Bluestone deck and patio. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Cla …see more

from $500 / night

$3500 - $10000 / week

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from $500 / night

21

Vacation villa rental

Hamptons / Bridgehampton

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A total of 15,000 sq.ft. encompasses 11 bedrooms and 11.5 bathrooms including the main house and a luxurious guest house both with three floors of superbly crafted living space. Amenities include all-weather tennis, an over sized 25' x 55' heated gunite pool, fully fini …see more

from $5500 / night

$38500 - $49000 / week

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from $5500 / night

13

Vacation home in Bridgehampton

Hamptons / Bridgehampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and stea …see more

from $1000 / night

$7000 - $7500 / week

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Responds fast!
avg. 2 hours 43 minutes

from $1000 / night

19

Bridgehampton Vacation cottage rental

Hamptons / Bridgehampton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
1 Night stay is available. Please inquire negotiable rates for longer stay. BOOK 2 NIGHTS AND STAY 3RD NIGHT FREE up until May 1st. (Excludes Free Fri or Sat nights.) Each season brings fun festivities! Seasonal rates reduced, please inquire to negotiate! Fenced in bac …see more

from $275 / night

$8500 / week

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Responds fast!
avg. 2 hours 40 minutes

from $275 / night

13

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Lovely home on prime BH North Street, with privacy and lots to do around. Gourmet kitchen with good knives and all clad. Garden is organic with lots of herbs and flowers. There are 3 whirlpool baths. One king. Size bed is sleep number. Owners want you to enjoy! …see more

from $1200 / night

$8400 / week

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from $1200 / night

4

Bridgehampton Vacation home rental

Hamptons / Bridgehampton

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Lovely Hamptons Cottage. 2BR with w/d on site and plenty of off street parking. Lovely ponds and peaceful environment. Central to accessing all of the Hamptons. Internet, Cable TV, Wifi, contemporary design. New furniture. Full kitchen. Outdoor patio. Lovely lands …see more

from $429 / night

$3000 / week

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from $429 / night

22

Bridgehampton Vacation villa rental

Hamptons / Bridgehampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Home features four bedrooms and four baths, and fantastic chef's kitchen, and large bright living spaces. The guesthouse includes two additional bedrooms and a bath. Expansive open lawns and a heated gunite pool complete the property. This south of the highway, shingle …see more

from $1651 / night

$11550 - $19950 / week

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from $1651 / night

13

Vacation home in Bridgehampton

Hamptons / Bridgehampton

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
A double-height living room welcomes you to a warm and open space with a fireplace and floor to ceiling windows. The main level also features a den, renovated kitchen, dining room with beamed ceilings, and full bathroom. The second floor features a master suite as well …see more

from $806 / night

$5642 / week

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from $806 / night

18

Vacation home in Bridgehampton

Hamptons / Bridgehampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Lovely 4 bedroom home backs to preserve and is located just north of the village with an open floor plan and wonderful light and high ceilings throughout. Main floor has guest bedroom and bath, living room with fireplace and double height ceilings, separate dining area …see more

from $750 / night

$5250 / week

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from $750 / night