Home Vacation Rentals By Owner In Bridgehampton, NY

Showing 64 Of 64 Vacation Rentals
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$7956.35

/ Nightly
Private Vacation Home

Modern Rustic Bridgehampton Escape with Pool, Hot Tub, Gym & Stylish Interiors

Bridgehampton, New York, United States

Bed 5

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(9)

$2138.11

/ Nightly
Private Vacation Home

Bridgehampton Breeze

Bridgehampton, New York, United States

stylish blend of traditional architecture and contemporary finishes are found in this six bedroom, five-and-a-half-bathroom home with two additional sleeping spaces. Enjoy over 6000 square feet of open concept living that has been recently updated to include luxury finishes throughout. As you enter the home, you are greeted by light-filled spaces that are enhanced by vaulted ceilings and complimentary skylights. The seamless blend of eclectic furnishings and modern art make this home feel grand yet comfortable. The wood-burning fireplace is inviting year-round and is overlooked by the formal dining space that seats 12. The newly renovated kitchen features stainless steel appliances, a natural gas range, plenty of storage and counter space, and more seating including a café table and breakfast counter. From there, you’ll find a second formal living space, a comfortable den that can also be used as an office, a bedroom with full bathroom, and a powder room. Upstairs, the large master suite impresses with its own sitting room that overlooks the wooded backyard and pool from its private balcony. The luxurious bathroom and dual walk-in closets complete the space. Three additional nicely sized bedrooms that overlook the pool and full bathroom are also found here. The lower level of the home is highlighted by the 2-car garage, an additional casual living space, one bedroom, and one full bathroom. The backyard, which is accessed via the main floor, is perfect for entertaining. It features a large, sparkling swimming pool set in within the deck and plenty loungers, sofas, chairs, and umbrellas. The outdoor dining space includes a grill adjacent to the table that seats 14 A fire pit on the lawn is ready for evenings spent making s’mores. Whether you are looking to relax among the trees in the comfortable hammock, or shoot some hoops on the half-court, you can do it here! The wooded .83-acre lot provides plenty of shade and privacy. Plenty of parking for your group is available with a two-car garage and long driveway. When you are ready to explore beyond this beautiful home, you’re in walking distance, to the village of Bridgehampton and short drive to Wolfer Estate Vineyard! In addition, at five minute drive to Sag Harber and nearby beaches
Bed 6

Bed

Bath 5

Bath

Sleep 10

Sleeps
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$154.24

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Apartment

Modern Bridgehampton 2BR & 2BA Loft • TVs • Laundry • AC

Bridgehampton, New York, United States

Welcome to your Bridgehampton getaway—an airy, modern two-bedroom home designed for comfort, privacy, and an elevated Hamptons stay.brbrInside, you’ll find two serene queen bedrooms, each thoughtfully styled with crisp linens and a TV in every room for easy wind-down nights. The home offers two full bathrooms: one with a relaxing bathtub, and the other with a sleek, luxury walk-in shower with a handle for added ease and comfort.brbrA dedicated laundry room upon entry makes longer stays effortless, along with smart storage throughout—including a closet + under-stair storage room perfect for luggage, beach gear, and everyday essentials. The living space is bright and inviting with modern finishes and a clean, calming aesthetic—ideal for couples, friends, or small families who want a peaceful base close to everything Bridgehampton has to offer.brbrHighlights & Amenitiesbr • 2 Queen Bedrooms | 2 Full Bathroomsbr • Bathtub + Modern Walk-In Shower (with handle)br • TV in every roombr • Laundry room at entrybr • Storage closet + under-stair storage roombr • Top-tier amenities & a polished, modern feelbr • Heating + Air Conditioning for year-round comfortbrbrWhether you’re here for a beach weekend, a seasonal escape, or a longer stay, this home delivers a boutique-style experience—clean, comfortable, and beautifully kept. Your cozy getaway awaits in Bridgehampton at this nice apartment. Guests will find two comfortable bedrooms, each with a queen bed, and two bathrooms, including one with a relaxing bathtub. The living room features a futon, perfect for extra guests or lounging after a day of exploring. With heating and air conditioning, the space stays comfortable year-round. A hair dryer is also provided for convenience. Whether you're here for a quick escape or an extended stay, this excellent apartment offers a welcoming retreat to make your holiday one to remember.
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(1)

$2301.33

/ Nightly
Private Vacation Home

STUNNING MODERN RE-CONSTRUCTED BARN, SHORT BIKE OR WALK TO VILLAGE AND BEACHES

Bridgehampton, New York, United States

This incredible property was completely re-built in 2014 over the footprint of the original Ludlow Grange Barn. Cool and contemporary, open and light, the interior offers high ceilings as well as incredible interior and exterior entertaining spaces. The main living spaces are all on one level with three bedrooms and two and a half modern-style baths. The bedrooms flank an enormous sunlit hall with striking vistas of the cathedral ceiling great room. The chef’s kitchen is modern, open and bright, with views of the fountain and pool. Also included is a huge private studio on the second story. This massive cathedral ceiling space, accessed through a private exterior staircase is complete with an additional bedroom suite, gym, office, and living area. The U-shaped residence surrounds a striking English garden, with views of the beautifully landscaped pool. The heated gunite pool is private and inviting, with grassy vistas on all sides. This property is located down a long driveway (approx 500 ft) and although located off Montauk highway, is extremely quiet and private. Bikes, surfboards and beach equipment can be provided.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(1)

$7519.28

/ Nightly
Private vacation home

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

Bridgehampton, New York, United States

Bed 7

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(1)

$1025.97

/ Nightly
Private vacation home

The Sandbox! Completely renovated in-town 3br, 2+ bath with pool & poolhouse.

Bridgehampton, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(1)

$1050.33

/ Nightly
Private vacation home

Chic in Bridgehampton- Pickleball Free Pool Heating Fire Pit

Bridgehampton, New York, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1311.48

/ Nightly
Private vacation home

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

Bridgehampton, New York, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(1)

$1346.68

/ Nightly
Private vacation home

Beautiful Bridgehampton

Bridgehampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(1)

$1630.33

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Private vacation home

1770's Honeymoon Cottage

Bridgehampton, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(1)

$1985.43

/ Nightly
Private vacation home

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

Bridgehampton, New York, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(1)

$2138.11

/ Nightly
Private vacation home

A Hidden Bridgehampton Retreat w/ Pool + Tennis

Bridgehampton, New York, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(1)

$2301.33

/ Nightly
Private vacation home

STUNNING MODERN RE-CONSTRUCTED BARN, SHORT BIKE OR WALK TO VILLAGE AND BEACHES

Bridgehampton, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$7082.01

/ Nightly
Private vacation home

Bridgehampton on Private Cul-de-sac overlooking pond

Bridgehampton, New York, United States

Bed 7

Bed

Bath 6

Bath

Sleep 5

Sleeps

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