Bridgehampton, New York

Vacation Rentals in Bridgehampton, New York

Discover 82 vacation rental properties in Bridgehampton. From 1 to 8 bedrooms. Average $2188/night. 100% have pools.

82 verified listings Book securely on VRBO Prices updated March 2026

82 properties available

Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$493/night
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Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool

Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool

5 beds 5 baths
PoolA/CWiFiBalcony
$1,871/night
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Beautifully Restored Barn, Open First Floor Plan, Historic Charm and...

Beautifully Restored Barn, Open First Floor Plan, Historic Charm and...

4 beds 3 baths
PoolA/CWiFiBalcony
$2,395/night
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Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

1 bath
PoolA/CWiFiBalcony
$527/night
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Designer Home

Designer Home

4 beds 5 baths
PoolA/CWiFiBalcony
$2,511/night
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Stylish Perfectly Located Home with Heated Pool

Stylish Perfectly Located Home with Heated Pool

3 beds 3 baths
PoolA/CWiFiBalcony
$1,793/night
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5 Bedrooms, Heated Pool!

5 Bedrooms, Heated Pool!

5 beds 3 baths
PoolA/CWiFiBalcony
$1,549/night
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New and Modern Bridgehampton Accommodations

New and Modern Bridgehampton Accommodations

1 bed 1 bath
PoolA/CWiFiBalcony
$584/night
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Chic Bridehampton Pristine Designer Home + Free Pool Heating!

Chic Bridehampton Pristine Designer Home + Free Pool Heating!

3 beds 3 baths
PoolA/CWiFiBalcony
$1,793/night
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Bridgehampton Townhouse Ideal Location

Bridgehampton Townhouse Ideal Location

3 beds 2 baths
PoolA/CWiFiBalcony
$391/night
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Bridgehampton Private Rd Fireplace Heated Pool Close to Beach & Town Center 3BR

Bridgehampton Private Rd Fireplace Heated Pool Close to Beach & Town Center 3BR

3 beds 3 baths
PoolA/CWiFiBalcony
$753/night
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Rustic elegance in this modern farmhouse with private pool, fantastic...

Rustic elegance in this modern farmhouse with private pool, fantastic...

3 beds 3 baths
PoolA/CWiFiBalcony
$1,979/night
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Fantastic New Renovation-Serenity at its Finest

Fantastic New Renovation-Serenity at its Finest

5 beds 6 baths
PoolA/CWiFiBalcony
$5,986/night
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Town walking distance-Bridgehampton Cottage

Town walking distance-Bridgehampton Cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$710/night
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Bridgehampton Breeze

Bridgehampton Breeze

6 beds 5 baths
PoolA/CWiFiBalcony
$2,582/night
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BRIDGEHAMPTON South 5 bedroom 3.5 bath spectacular gardens and salt water pool

BRIDGEHAMPTON South 5 bedroom 3.5 bath spectacular gardens and salt water pool

5 beds 3 baths
PoolA/CWiFiBalcony
$2,080/night
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Timeless Hamptons style Beach Home, heated saltwater pool, expansive deck,...

Timeless Hamptons style Beach Home, heated saltwater pool, expansive deck,...

5 beds 5 baths
PoolA/CWiFiBalcony
$2,159/night
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Bridgehampton on Private Cul-de-sac overlooking pond

Bridgehampton on Private Cul-de-sac overlooking pond

7 beds 6 baths
PoolA/CWiFiBalcony
$4,274/night
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*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches

*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches

6 beds 6 baths
PoolA/CWiFiBalcony
$4,989/night
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Luxury Bridgehampton Home w/ Large Pool & Sunny, Secluded Backyard

Luxury Bridgehampton Home w/ Large Pool & Sunny, Secluded Backyard

5 beds 5 baths
PoolA/CWiFiBalcony
$2,109/night
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Newly restored - Perfect Hamptons Rental With Pool and Tennis

Newly restored - Perfect Hamptons Rental With Pool and Tennis

4 beds 2 baths
PoolA/CWiFiBalcony
$1,156/night
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Bridgehampton Town Chic 3 bedroom/ Cottage -Completely Renovated-Walk to Town!

Bridgehampton Town Chic 3 bedroom/ Cottage -Completely Renovated-Walk to Town!

4 beds 2 baths
PoolA/CWiFiBalcony
$1,506/night
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Charming Bridgehampton Retreat

Charming Bridgehampton Retreat

4 beds 3 baths
PoolA/CWiFiBalcony
$1,116/night
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Spacious and Cozy Centrally Located Hamptons Home with Pool, Close to...

Spacious and Cozy Centrally Located Hamptons Home with Pool, Close to...

4 beds 2 baths
PoolA/CWiFiBalcony
$2,247/night
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Perfect Bridgehampton Retreat

Perfect Bridgehampton Retreat

6 beds 4 baths
PoolA/CWiFiBalcony
$2,258/night
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Beautiful Bridgehampton

Beautiful Bridgehampton

4 beds 3 baths
PoolA/CWiFiBalcony
$1,082/night
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Gorgeous South of the Highway Home in Bridgehampton

Gorgeous South of the Highway Home in Bridgehampton

5 beds 4 baths
PoolA/CWiFiBalcony
$2,809/night
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Enchanted Hamptons Cottage in NYTimes Garden

Enchanted Hamptons Cottage in NYTimes Garden

2 beds 1 bath
PoolA/CWiFiBalcony
$725/night
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Summer in Bridgehampton beautiful home minutes from Bridgehampton and Sag Harbor

Summer in Bridgehampton beautiful home minutes from Bridgehampton and Sag Harbor

4 beds 3 baths
PoolA/CWiFiBalcony
$1,204/night
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Family friendly, house with 4 bedrooms

Family friendly, house with 4 bedrooms

4 beds 3 baths
PoolA/CWiFiBalcony
$1,605/night
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Luxury Villa 7br 7baths with a Private Pool Hamptons

Luxury Villa 7br 7baths with a Private Pool Hamptons

7 beds 7 baths
PoolA/CWiFiBalcony
$4,572/night
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New house with Tennis, basketball, GYM, heated pool and Spa

New house with Tennis, basketball, GYM, heated pool and Spa

7 beds 5 baths
PoolA/CWiFiBalcony
$6,421/night
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Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton

Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton

6 beds 5 baths
PoolA/CWiFiBalcony
$6,689/night
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Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads.

Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads.

1 bed 1 bath
PoolA/CWiFiBalcony
$399/night
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WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE

WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE

4 beds 3 baths
PoolA/CWiFiBalcony
$1,436/night
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Four Bedroom Home in Amazing Bridgehampton Location

Four Bedroom Home in Amazing Bridgehampton Location

4 beds 2 baths
PoolA/CWiFiBalcony
$668/night
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Villa Vajra

Villa Vajra

4 beds 4 baths
PoolA/CWiFiBalcony
$2,788/night
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Clean & Spacious home in a quiet neighborhood. Over an acre & finished basement.

Clean & Spacious home in a quiet neighborhood. Over an acre & finished basement.

4 beds 4 baths
PoolA/CWiFiBalcony
$954/night
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Bridgehampton outdoor tv&fireplc

Bridgehampton outdoor tv&fireplc

5 beds 4 baths
PoolA/CWiFiBalcony
$2,391/night
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Spacious Greek Revival House, Private and Close to Town

Spacious Greek Revival House, Private and Close to Town

5 beds 4 baths
PoolA/CWiFiBalcony
$1,828/night
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Bridgehampton gem in private community- 1 mile from the village

Bridgehampton gem in private community- 1 mile from the village

6 beds 4 baths
PoolA/CWiFiBalcony
$2,507/night
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Walk to village, bike to beach in less than 5 min

Walk to village, bike to beach in less than 5 min

4 beds 3 baths
PoolA/CWiFiBalcony
$2,021/night
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Oversized Rooms, Outdoor Living Spaces, Close to Ocean

Oversized Rooms, Outdoor Living Spaces, Close to Ocean

4 beds 3 baths
PoolA/CWiFiBalcony
$1,558/night
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Private pool, ample natural light, open-floor plan, centrally located...

Private pool, ample natural light, open-floor plan, centrally located...

4 beds 2 baths
PoolA/CWiFiBalcony
$2,750/night
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Bridgehampton South - 5 min bike to beach and 2 min walk to village

Bridgehampton South - 5 min bike to beach and 2 min walk to village

5 beds 4 baths
PoolA/CWiFiBalcony
$3,133/night
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Luxury Bridgehampton Estate - Private Retreat

Luxury Bridgehampton Estate - Private Retreat

6 beds 6 baths
PoolA/CWiFiBalcony
$5,926/night
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Remarkable Bridgehampton Beach estate just minutes to private beach access

Remarkable Bridgehampton Beach estate just minutes to private beach access

5 beds 1 bath
PoolA/CWiFiBalcony
$1,506/night
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Perfect Hamptons Rental With Pool And Tennis

Perfect Hamptons Rental With Pool And Tennis

4 beds 2 baths
PoolA/CWiFiBalcony
$1,205/night
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Showing 48 of 82 properties

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