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Bridgehampton Rentals with Pools

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86 Houses in Bridgehampton with pools

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,274

Chic Bridehampton Pristine Designer Home + Free Pool Heating!

Bridgehampton house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

Match: Swimming pool

All filters match

Price per night from

$859

Bridgehampton Spotless Designer Home Heated Saline Pool, READ OUR REVIEWS

Bridgehampton house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

Match: Swimming pool

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Price per night from

$859

Beautiful Bridgehampton Home

Bridgehampton house

5 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,718

Great rentals within 20 miles that match your search

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,766

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$1,231

Summer Vacation House

Hampton Bays house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$442

East Hampton Village Luxury Rental

East Hampton house

5 bedrooms / 6 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$4,730

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,646

Relax at our East Hampton home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,042

SOUTHAMPTON, LUXURY 4 BED 2 BATH WITH NEW POOL!!!!

Southampton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 2 minutes

Match: Swimming pool

All filters match

Price per night from

$928

Sophisticated Village Home - Serene Setting - Lovely Pool and Garden

Southampton house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$1,136

Village Fringe Ranch

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$530

Idyllic hideaway--private swimming pond, waterfall, tennis, yacht-like interior

Southampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$525

ENJOY THE BEAUTY OF THE HAMPTONS

Hampton Bays house

7 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 20 minutes

Match: Swimming pool

All filters match

Price per night from

$1,093

SEAGULLS BY THE BAY

Hampton Bays house

7 bedrooms / 1 bathroom / sleeps 16

Responds fast! avg. 1 hour 20 minutes

Match: Swimming pool

All filters match

Price per night from

$1,093

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 3 hours 46 minutes

Match: Swimming pool

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Price per night from

$4,004

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$3,556

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms / 10 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$152

Beautiful-Pool,Tennis, Home Theater

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$943

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms / 5 bathrooms / sleeps 18

“Hamptons Heavenly Honeymoon” My fiancé and I wanted to go somewhere amazing for our honeymoon. We decided that we wanted to spend our honeymoon in the Hamptons. We spent two lovely weeks in august of 2013 at this lovely home. There is nothing bad that I could say about this house. It was spacious, clean, well kept, and well decorated. This house was in the perfect location. It was close enough to the town of Hampton Bays but also close enough to Riverhead. The owner of the house was very cooperative, if we had a question she would answer all of them without hesitation. During the stay my fiancé and I spent most of our time outside. It was so quite and peaceful. We would sit by the pool and enjoy a glass of wine. I would highly recommend this house to anybody. My fiancé and I were talking and once we start a family we are going to make coming to this house a tradition.

Responds fast! avg. 2 hours 8 minutes

Match: Swimming pool

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Price per night from

$873

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,120

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$588

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$1,001

Shinnecock Hilltop Escape with Private Pool & Breathtaking Views

Hampton Bays house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,242

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$6,942

Secluded Mini Estate in Hamptons

Hampton Bays house

9 bedrooms / 4 bathrooms / sleeps 18

“A Fabulous Indulgence” I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my money to a hotel/resort, everything was conveniently close by, beaches, shops, theaters...there was even a guide book at the house that came in really handy. My kids loved the pool so much that it was difficult keeping them out. My husband enjoyed the outdoor BBQ and looked cute working the grill as well. This house has everything anyone could ever ask for and I mean everything! It was completely furnished, kitchen was fully stocked with appliances, cookware and utensils. Everyone enjoyed spending time together but the best part is that everyone got to go their separate ways at night in their own bed rooms with their own TV (def a must if you're a soap opera fanatic as I am). The only thing that I wasn't too crazy about was the check in (3 pm) and check out (11 am) time, it was a little too late and definitely too early for my taste (mostly because I really didn't want to leave). I def recommend not only this house, but the owner as well...very pleasant woman, it was like dealing with a family member...she was very welcoming and will most definitely rent from her again, am already counting down the days to my next vacation.

Responds fast! avg. 2 hours 52 minutes

Match: Swimming pool

All filters match

Price per night from

$909

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,390

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms / 9 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$3,310

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,734

Stately Waterfront 7 Bedroom Home in Westhampton Beach!

Westhampton Beach house

7 bedrooms / 5 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$2,900

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,948

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$3,339

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$2,337

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

Match: Swimming pool

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Price per night from

$1,419

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$525

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 11 minutes

Match: Swimming pool

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Price per night from

$2,563

Amazing Hampton's Styled Getaway

Water Mill house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$1,462

Viewing 38 of 86
rentals in Bridgehampton

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