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Bridgehampton Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
70 rentals in Bridgehampton.
Fairy Tale Guest Cottage in Magic Garden by Pool, holiday rental in Bridgehampton
Fairy Tale Guest Cottage in Magic Garden by Pool, holiday rental in Bridgehampton
Fairy Tale Guest Cottage in Magic Garden by Pool, holiday rental in Bridgehampton

Fairy Tale Guest Cottage in Magic Garden by Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads., holiday rental in Bridgehampton
Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads., holiday rental in Bridgehampton
Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads., holiday rental in Bridgehampton

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hamptons Cottage with Spa, holiday rental in Bridgehampton
Hamptons Cottage with Spa, holiday rental in Bridgehampton
Hamptons Cottage with Spa, holiday rental in Bridgehampton

Hamptons Cottage with Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful in Bridgehampton, New Heated Gunite Pool, 3 Beds, 2.5 Baths, Renovated, holiday rental in Bridgehampton
Beautiful in Bridgehampton, New Heated Gunite Pool, 3 Beds, 2.5 Baths, Renovated, holiday rental in Bridgehampton
Beautiful in Bridgehampton, New Heated Gunite Pool, 3 Beds, 2.5 Baths, Renovated, holiday rental in Bridgehampton

Beautiful in Bridgehampton, New Heated Gunite Pool, 3 Beds, 2.5 Baths, Renovated

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stylish Perfectly Located Home with Heated Pool, holiday rental in Bridgehampton
Stylish Perfectly Located Home with Heated Pool, holiday rental in Bridgehampton
Stylish Perfectly Located Home with Heated Pool, holiday rental in Bridgehampton

Stylish Perfectly Located Home with Heated Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Chic Bridehampton Pristine Designer Home + Free Pool Heating!, holiday rental in Bridgehampton
Chic Bridehampton Pristine Designer Home + Free Pool Heating!, holiday rental in Bridgehampton
Chic Bridehampton Pristine Designer Home + Free Pool Heating!, holiday rental in Bridgehampton

Chic Bridehampton Pristine Designer Home + Free Pool Heating!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bridgehampton Town Chic 3 bedroom/ Cottage -Completely Renovated-Walk to Town!, holiday rental in Bridgehampton
Bridgehampton Town Chic 3 bedroom/ Cottage -Completely Renovated-Walk to Town!, holiday rental in Bridgehampton
Bridgehampton Town Chic 3 bedroom/ Cottage -Completely Renovated-Walk to Town!, holiday rental in Bridgehampton

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quiet, central luxury on the Farm, holiday rental in Bridgehampton
Quiet, central luxury on the Farm, holiday rental in Bridgehampton
Quiet, central luxury on the Farm, holiday rental in Bridgehampton

Quiet, central luxury on the Farm

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to..., holiday rental in Bridgehampton
Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to..., holiday rental in Bridgehampton
Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to..., holiday rental in Bridgehampton

Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to...

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family friendly, house with 4 bedrooms, holiday rental in Bridgehampton
Family friendly, house with 4 bedrooms, holiday rental in Bridgehampton
Family friendly, house with 4 bedrooms, holiday rental in Bridgehampton

Family friendly, house with 4 bedrooms

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<, holiday rental in Bridgehampton
>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<, holiday rental in Bridgehampton
>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<, holiday rental in Bridgehampton

>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Rustic elegance in this modern farmhouse with private pool, fantastic..., holiday rental in Bridgehampton
Rustic elegance in this modern farmhouse with private pool, fantastic..., holiday rental in Bridgehampton
Rustic elegance in this modern farmhouse with private pool, fantastic..., holiday rental in Bridgehampton

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Oversized Rooms, Outdoor Living Spaces, Close to Ocean, holiday rental in Bridgehampton
Oversized Rooms, Outdoor Living Spaces, Close to Ocean, holiday rental in Bridgehampton
Oversized Rooms, Outdoor Living Spaces, Close to Ocean, holiday rental in Bridgehampton

Oversized Rooms, Outdoor Living Spaces, Close to Ocean

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Remarkable Bridgehampton Beach estate just minutes to private beach access, holiday rental in Bridgehampton
Remarkable Bridgehampton Beach estate just minutes to private beach access, holiday rental in Bridgehampton
Remarkable Bridgehampton Beach estate just minutes to private beach access, holiday rental in Bridgehampton

Remarkable Bridgehampton Beach estate just minutes to private beach access

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool, holiday rental in Bridgehampton
Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool, holiday rental in Bridgehampton
Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool, holiday rental in Bridgehampton

Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Bridgehampton Retreat, holiday rental in Bridgehampton
Bridgehampton Retreat, holiday rental in Bridgehampton
Bridgehampton Retreat, holiday rental in Bridgehampton

Bridgehampton Retreat

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Bridgehampton Estate - Private Retreat, holiday rental in Bridgehampton
Luxury Bridgehampton Estate - Private Retreat, holiday rental in Bridgehampton
Luxury Bridgehampton Estate - Private Retreat, holiday rental in Bridgehampton

Luxury Bridgehampton Estate - Private Retreat

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Modern FarmHouse 8BR large pool Bridgehampton Wineries Ocean Restaurants near by, holiday rental in Bridgehampton
Modern FarmHouse 8BR large pool Bridgehampton Wineries Ocean Restaurants near by, holiday rental in Bridgehampton
Modern FarmHouse 8BR large pool Bridgehampton Wineries Ocean Restaurants near by, holiday rental in Bridgehampton

Modern FarmHouse 8BR large pool Bridgehampton Wineries Ocean Restaurants near by

Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 17
Match: Sleeps
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Beautifully Restored Barn, Open First Floor Plan, Historic Charm and..., holiday rental in Bridgehampton
Beautifully Restored Barn, Open First Floor Plan, Historic Charm and..., holiday rental in Bridgehampton
Beautifully Restored Barn, Open First Floor Plan, Historic Charm and..., holiday rental in Bridgehampton

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Bridgehampton on Private Cul-de-sac overlooking pond, holiday rental in Bridgehampton
Bridgehampton on Private Cul-de-sac overlooking pond, holiday rental in Bridgehampton
Bridgehampton on Private Cul-de-sac overlooking pond, holiday rental in Bridgehampton

Bridgehampton on Private Cul-de-sac overlooking pond

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 5
Match: Sleeps
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Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool, holiday rental in Bridgehampton
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool, holiday rental in Bridgehampton
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool, holiday rental in Bridgehampton

Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Perfect Hamptons Rental With Pool And Tennis, holiday rental in Bridgehampton
Perfect Hamptons Rental With Pool And Tennis, holiday rental in Bridgehampton
Perfect Hamptons Rental With Pool And Tennis, holiday rental in Bridgehampton

Perfect Hamptons Rental With Pool And Tennis

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Villa 7br 7baths with a Private Pool Hamptons, holiday rental in Bridgehampton
Luxury Villa 7br 7baths with a Private Pool Hamptons, holiday rental in Bridgehampton
Luxury Villa 7br 7baths with a Private Pool Hamptons, holiday rental in Bridgehampton

Luxury Villa 7br 7baths with a Private Pool Hamptons

Condo/Apartment
7 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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1770's Honeymoon Cottage, holiday rental in Bridgehampton
1770's Honeymoon Cottage, holiday rental in Bridgehampton
1770's Honeymoon Cottage, holiday rental in Bridgehampton

1770's Honeymoon Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Bridgehampton Breeze, holiday rental in Bridgehampton
Bridgehampton Breeze, holiday rental in Bridgehampton
Bridgehampton Breeze, holiday rental in Bridgehampton

Bridgehampton Breeze

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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New and Modern Bridgehampton Accommodations, holiday rental in Bridgehampton
New and Modern Bridgehampton Accommodations, holiday rental in Bridgehampton
New and Modern Bridgehampton Accommodations, holiday rental in Bridgehampton

New and Modern Bridgehampton Accommodations

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious recently renovated 5 bdr family house, holiday rental in Bridgehampton
Spacious recently renovated 5 bdr family house, holiday rental in Bridgehampton
Spacious recently renovated 5 bdr family house, holiday rental in Bridgehampton

Spacious recently renovated 5 bdr family house

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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BEAUTIFUL PRIVATE SUITE-2ND FL BARN, SHORT BIKE OR WALK TO VILLAGE & BEACHES, holiday rental in Bridgehampton
BEAUTIFUL PRIVATE SUITE-2ND FL BARN, SHORT BIKE OR WALK TO VILLAGE & BEACHES, holiday rental in Bridgehampton
BEAUTIFUL PRIVATE SUITE-2ND FL BARN, SHORT BIKE OR WALK TO VILLAGE & BEACHES, holiday rental in Bridgehampton

BEAUTIFUL PRIVATE SUITE-2ND FL BARN, SHORT BIKE OR WALK TO VILLAGE & BEACHES

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Oasis escape in Bridgehampton, holiday rental in Bridgehampton
Oasis escape in Bridgehampton, holiday rental in Bridgehampton
Oasis escape in Bridgehampton, holiday rental in Bridgehampton

Oasis escape in Bridgehampton

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful Bridgehampton, holiday rental in Bridgehampton
Beautiful Bridgehampton, holiday rental in Bridgehampton
Beautiful Bridgehampton, holiday rental in Bridgehampton

Beautiful Bridgehampton

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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August availability, Recently Renovated Bridgehampton Home, Perfect for Families, holiday rental in Bridgehampton
August availability, Recently Renovated Bridgehampton Home, Perfect for Families, holiday rental in Bridgehampton
August availability, Recently Renovated Bridgehampton Home, Perfect for Families, holiday rental in Bridgehampton

August availability, Recently Renovated Bridgehampton Home, Perfect for Families

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Bridgehampton - Newly Renovated, Walk to Town, holiday rental in Bridgehampton
Bridgehampton - Newly Renovated, Walk to Town, holiday rental in Bridgehampton
Bridgehampton - Newly Renovated, Walk to Town, holiday rental in Bridgehampton

Bridgehampton - Newly Renovated, Walk to Town

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Town walking distance-Bridgehampton Cottage, holiday rental in Bridgehampton
Town walking distance-Bridgehampton Cottage, holiday rental in Bridgehampton
Town walking distance-Bridgehampton Cottage, holiday rental in Bridgehampton

Town walking distance-Bridgehampton Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!, holiday rental in Bridgehampton
Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!, holiday rental in Bridgehampton
Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!, holiday rental in Bridgehampton

Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly restored - Perfect Hamptons Rental With Pool and Tennis, holiday rental in Bridgehampton
Newly restored - Perfect Hamptons Rental With Pool and Tennis, holiday rental in Bridgehampton
Newly restored - Perfect Hamptons Rental With Pool and Tennis, holiday rental in Bridgehampton

Newly restored - Perfect Hamptons Rental With Pool and Tennis

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Enchanted Hamptons Cottage in NYTimes Garden, holiday rental in Bridgehampton
Enchanted Hamptons Cottage in NYTimes Garden, holiday rental in Bridgehampton
Enchanted Hamptons Cottage in NYTimes Garden, holiday rental in Bridgehampton

Enchanted Hamptons Cottage in NYTimes Garden

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW to VRBO! South of the Highway,  5 bedrooms in Bridgehampton, holiday rental in Bridgehampton
NEW to VRBO! South of the Highway,  5 bedrooms in Bridgehampton, holiday rental in Bridgehampton
NEW to VRBO! South of the Highway,  5 bedrooms in Bridgehampton, holiday rental in Bridgehampton

NEW to VRBO! South of the Highway, 5 bedrooms in Bridgehampton

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Architect designed house near ocean on huge reserve., holiday rental in Bridgehampton
Architect designed house near ocean on huge reserve., holiday rental in Bridgehampton
Architect designed house near ocean on huge reserve., holiday rental in Bridgehampton

Architect designed house near ocean on huge reserve.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bridgehampton Classic Shingle 3BR Fireplace Close to All, Beach & Town Center, holiday rental in Bridgehampton
Bridgehampton Classic Shingle 3BR Fireplace Close to All, Beach & Town Center, holiday rental in Bridgehampton
Bridgehampton Classic Shingle 3BR Fireplace Close to All, Beach & Town Center, holiday rental in Bridgehampton

Bridgehampton Classic Shingle 3BR Fireplace Close to All, Beach & Town Center

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Four Bedroom Home in Amazing Bridgehampton Location, holiday rental in Bridgehampton
Four Bedroom Home in Amazing Bridgehampton Location, holiday rental in Bridgehampton
Four Bedroom Home in Amazing Bridgehampton Location, holiday rental in Bridgehampton

Four Bedroom Home in Amazing Bridgehampton Location

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE, holiday rental in Bridgehampton
WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE, holiday rental in Bridgehampton
WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE, holiday rental in Bridgehampton

WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Listing - 7 BR, 9 Bath, 5 Fireplaces -, holiday rental in Bridgehampton
New Listing - 7 BR, 9 Bath, 5 Fireplaces -, holiday rental in Bridgehampton
New Listing - 7 BR, 9 Bath, 5 Fireplaces -, holiday rental in Bridgehampton

New Listing - 7 BR, 9 Bath, 5 Fireplaces -

Holiday Rental House
6 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful House and Pool House with Heated Pool and Large Yard, holiday rental in Bridgehampton
Beautiful House and Pool House with Heated Pool and Large Yard, holiday rental in Bridgehampton
Beautiful House and Pool House with Heated Pool and Large Yard, holiday rental in Bridgehampton

Beautiful House and Pool House with Heated Pool and Large Yard

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Bridgehampton gem in private community- 1 mile from the village, holiday rental in Bridgehampton
Bridgehampton gem in private community- 1 mile from the village, holiday rental in Bridgehampton
Bridgehampton gem in private community- 1 mile from the village, holiday rental in Bridgehampton

Bridgehampton gem in private community- 1 mile from the village

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sagaponack New Construction, holiday rental in Bridgehampton
Sagaponack New Construction, holiday rental in Bridgehampton
Sagaponack New Construction, holiday rental in Bridgehampton

Sagaponack New Construction

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Bridge South Village Gem. Completely Private. Location, Location, Location!!, holiday rental in Bridgehampton
Bridge South Village Gem. Completely Private. Location, Location, Location!!, holiday rental in Bridgehampton
Bridge South Village Gem. Completely Private. Location, Location, Location!!, holiday rental in Bridgehampton

Bridge South Village Gem. Completely Private. Location, Location, Location!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy Beautiful Sunsets Over Farm Fields From The Back Deck Of This Beach Home, holiday rental in Bridgehampton
Enjoy Beautiful Sunsets Over Farm Fields From The Back Deck Of This Beach Home, holiday rental in Bridgehampton
Enjoy Beautiful Sunsets Over Farm Fields From The Back Deck Of This Beach Home, holiday rental in Bridgehampton

Enjoy Beautiful Sunsets Over Farm Fields From The Back Deck Of This Beach Home

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Bridgehampton outdoor tv&fireplc, holiday rental in Bridgehampton
Bridgehampton outdoor tv&fireplc, holiday rental in Bridgehampton
Bridgehampton outdoor tv&fireplc, holiday rental in Bridgehampton

Bridgehampton outdoor tv&fireplc

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches, holiday rental in Bridgehampton
*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches, holiday rental in Bridgehampton
*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches, holiday rental in Bridgehampton

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

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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New house with Tennis, basketball, GYM, heated pool and Spa, holiday rental in Bridgehampton
New house with Tennis, basketball, GYM, heated pool and Spa, holiday rental in Bridgehampton
New house with Tennis, basketball, GYM, heated pool and Spa, holiday rental in Bridgehampton

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

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 17
Match: Sleeps
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Frequently Asked Questions about Bridgehampton