30 Best Vacation Rentals in Bridgehampton - Holiday Lettings - Cabins

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33 Vacation rentals

10

Home rental in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Traditional two-story featuring 4 bedrooms, 3.5 bath, gourmet kitchen, Jacuzzi and heated pool. This home is a perfect summer getaway. You do not only get to enjoy your summer vacation with the beaches, good food and shopping nearby, but the house itself offers you amaz …see more

from $1435 / night

$10045 - $12054 / week

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from $1435 / night

12

Home rental in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bridgehampton South Traditional. 5 bedrooms (including a master both upstairs and downstairs), 4 baths, and a new kitchen with brand new marble island. The lucky tenant of this property will enjoy elegantly appointed principal rooms, further enhanced by a wonderful open …see more

from $1304 / night

$9128 - $10954 / week

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from $1304 / 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 $230 / night

$8500 / week

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from $230 / night

22

Vacation home in Bridgehampton

Hamptons / Bridgehampton

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This immaculate, newly renovated home is conveniently located on a quiet cul-de-sac walking distance from the center of Bridgehampton Village and and a quick bike ride to the beach. Sleeping quarters consist of 4 bedrooms and 3 full baths. The home has central air cond …see more

from $1000 / night

$7000 / week

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from $1000 / 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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from $1000 / night

17

Vacation home in Bridgehampton

Hamptons / Bridgehampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy this 4 Bedroom, 2.5 Bath Post Modern Home with Screened in Porch and Heated Pool. Conveniently Located between Sag Harbor and Bridgehampton, Beautifully and comfortably decorated, a few minutes to restaurants and the beaches! This is the best location you can get …see more

from $848 / night

$5963 - $7123 / week

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from $848 / 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

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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from $1950 / night

8

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This gorgeous four bedroom, four bathroom home is nestled in Bridgehampton, close to town. The home is bright and sunny, with a large heated p …see more

from $1370 / night

$9590 - $11508 / week

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from $1370 / night

19

Vacation home with swimming pool in Bridgehampton

Hamptons / Bridgehampton

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
On a quiet shy 2 acre beautiful parcel adjacent to hundreds of acres of town reserve sits this updated light filled home with sweeping lawn, and reserves on 3 sides for complete privacy. Spacious with 4 bedrooms and 3.5 baths,Two masters with king beds and private baths …see more

from $1750 / night

$9000 - $10750 / week

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from $1750 / night

4

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
This 5 bedroom, 4.5 bath home is located on .67 acres in Bridgehampton north. New floors throughout, new kitchen, Pool table in basement with 40 inch plasma TV, indoor and outdoor speakers and pull out sofa bed. You can relax by the heated pool and new outdoor shower af …see more

from $2133 / night

$14931 - $17917 / week

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from $2133 / night

11

Vacation home in Bridgehampton

Hamptons / Bridgehampton

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
Romantic & elegant home. Totally renovated. Original woodwork, fireplaces & doors; wrap-around porch; back patio; carport; pool house w/toilet, sink, frig, outdoor shower; 1st fl: formal LR, sitting room, formal DR, butler's pantry. large country kitchen, bathroom & lau …see more

from $1451 / night

$10157 - $12188 / week

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from $1451 / night

14

Vacation home in Bridgehampton

Hamptons / Bridgehampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Impressive Bruce Nagel designed and professionally decorated Bridgehampton Village home with dramatic entry foyer with sweeping stairway, 2 master bedrooms overlooking the expansive rear yard and 2 guest bedrooms with an exquisitely outfitted bath,formal living room wit …see more

from $1370 / night

$9590 - $11508 / week

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from $1370 / night

21

Vacation home in Bridgehampton

Hamptons / Bridgehampton

8 16 14 nights min

  • 8 bedrooms
  • Sleeps 16
  • 14 nights min
  • Child friendly
This spacious 7000 square feet home features 8 bedrooms, and 8.5 baths. The high-ceiling foyer leads to its spacious living room. It is located in a private gated community this home offers views of the lakes and a heated pool on 2.25 acres. Kellis pond is of Hamptons a …see more

from $4565 / night

$31955 - $38346 / week

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from $4565 / night

8

Bridgehampton Vacation home rental

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Enjoy your Summer in this 5 Bedroom, 3 Bath Post Modern Home Situated Conveniently near Bridgehampton and Sag Harbor Villages. This Home Boasts a Large Open Fl …see more

from $678 / night

$4746 - $5695 / week

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from $678 / night

17

Vacation home in Bridgehampton

Hamptons / Bridgehampton

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
This 10,000 + sq. cedar-shingled gambrel style home located on the most desired street in Bridgehampton sits across from a pristine reserve and incorporates all contemporary estate features. The private gated entry gives way to one acre of lush gardens offering privacy …see more

from $6196 / night

$43372 - $52046 / week

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from $6196 / night

20

Vacation home rental

Hamptons / Bridgehampton

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
Bridgehampton Summer Beach rental with heated gunite pool, close to Channing Winery and conveniently located between Bridgehampton and Sag Harbor Villages in the heart of the horse country. The house is a convenient five minute drive to either town and less than a ten m …see more

from $1043 / night

$7301 - $8761 / week

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from $1043 / night

17

Bridgehampton Vacation home rental

Hamptons / Bridgehampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Located south of the highway on a private street, is this elegant 4 bedroom 5 1/2 bath estate on 4 manicured acres. Previously featured in prominent publications, this Beautiful and professionally decorated traditional and spacious home boasts 8 fireplaces, a state of t …see more

from $4239 / night

$29673 - $35608 / week

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from $4239 / night

13

Vacation villa rental

Hamptons / Bridgehampton

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
Spend your summer in this beautiful 6 bedroom, 7 bath home and enjoy endless views to the ocean and Mecox Bay. Featuring a light filled interior with a living room with fireplace, dining room with gorgeous views and an eat-in kitchen, this home is the perfect summer get …see more

from $5152 / night

$36064 - $43277 / week

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from $5152 / night

9

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Beautiful Post Modern built in 2009 with 5 bedrooms, 4.5 bathrooms, gourmet kitchen, spacious open interior with double height ceilings, stylish furniture, tennis , 18x50 gunite poo …see more

from $3587 / night

$25109 - $30131 / week

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from $3587 / night

8

Bridgehampton Vacation home rental

Hamptons / Bridgehampton

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
Spend your summer in this bright, open and airy Traditional with large entertaining space all centered around a beautiful stone fireplace, spacious master bedroom with bath and two additional en-suite bedrooms . Close to village of Bridgehampton and ocean beaches. Priva …see more

from $717 / night

$5019 - $6023 / week

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from $717 / night

20

Bridgehampton Vacation home rental

Hamptons / Bridgehampton

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Abutting a 13 acre horsefarm - this spacious six bedroom home has room for all your loved ones! Open living areas and multi windowed areas allow the light to stream in. There is master and 3 guests in main house and a separate wing has additional master suite and guest …see more

from $2804 / night

$19628 - $23554 / week

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from $2804 / night

12

Vacation home in Bridgehampton

Hamptons / Bridgehampton

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
7500 square feet of the Finest Craftmenship Throughout. Gourmet Eat-In-Kitchen with Sitting Room, Dining Room, Library, Living Room with Fireplace, Master Suite with Fireplace and Separate Sitting Room all on the First Floor with 11' Ceilings. Second Floor has Six Elega …see more

from $3848 / night

$26936 - $32323 / week

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from $3848 / night

9

Vacation home in Bridgehampton

Hamptons / Bridgehampton

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
Enjoy this Magical 3 Bedroom, 3 Bath Cottage. Master Suite with Sitting Room. Exquisitely Landscaped with Deck, Pool and a Wisteria Draped Pergola to Dine Under. This beach cottage is beautifully landscaped in a .5 acre and close the Bridgehampton beaches and village. T …see more

from $613 / night

$4291 - $5149 / week

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from $613 / night

13

Home rental in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Beautiful traditional close to ocean beaches. Featuring 6 bedrooms, 6.5 baths, a library, 2 fireplaces, formal dining room, chef's kitchen and a tastefully furnished cathedral living room. Beautifully landscaped grounds include a heated gunite pool and lovely outdoor di …see more

from $2804 / night

$19628 - $23554 / week

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from $2804 / night

10

Vacation home in Bridgehampton

Hamptons / Bridgehampton

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Situated on one of the famous streets south of the highway in Bridgehampton, this beautiful property is 2.25 acres of gorgeously landscaped with a Gunite pool, and a tennis court. This 5 bedroom home has a gourmet kitchen, living room, family room, formal dining, large …see more

from $3130 / night

$21910 / week

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from $3130 / night

8

Vacation home rental

Hamptons / Bridgehampton

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
This Bridgehampton six bedroom offers everything you want in a summer vacation. The house has been recently renovated from top to bottom. The backyard offers tennis and an amazi …see more

from $3391 / night

$23737 - $28484 / week

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from $3391 / night

11

Vacation home in Bridgehampton

Hamptons / Bridgehampton

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
7500 square feet of the Finest Craftmenship Throughout. Gourmet Eat-In-Kitchen with Sitting Room, Dining Room, Library, Living Room with Fireplace, Master Suite with Fireplace and Separate Sitting Room all on the First Floor with 11' Ceilings. Second Floor has Six Elega …see more

from $3848 / night

$26936 - $32323 / week

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from $3848 / 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

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

11

Vacation chalet in Bridgehampton

Hamptons / Bridgehampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
  • Air conditioning
One of a kind retreat. Large,four bedroom, two and a half bath house with expansive living and dining rooms,central air as well as an eat in kitchen.Extensive out door gardens, artist …see more

from $584 / night

$4088 - $4906 / week

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from $584 / night

10

Vacation home in Bridgehampton

Hamptons / Bridgehampton

8 16 14 nights min

  • 8 bedrooms
  • Sleeps 16
  • 14 nights min
  • Child friendly
Beautiful modern barn new construction built by renowned Farrell Building Company, has all the latest architectural details. Located on 1.97 acres adjacent to the Iconic Two Trees horse farm, with farm field views forever. Elegantly appointed 10 bedrooms 10 baths and 1 …see more

from $5000 / night

$35000 - $42000 / week

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from $5000 / night

10

Vacation home in Bridgehampton

Hamptons / Bridgehampton

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
Located on Polo court in Bridgehampton, overlooking horse farm. Sited on 1.91 acres, this stylish traditional offers nine bedrooms 9 full and two half baths with 10,700 +/- sf of Living space. The light filled grand foyer leads to open coffered ceiling great room and ad …see more

from $5000 / night

$35000 - $42000 / week

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from $5000 / night

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