Book Holiday Homes in Bridgehampton

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Featured Holiday Homes in Bridgehampton

Enjoy Autumn with us.

Enjoy Autumn with us.

Southold
Stay at this vacation home in Southold. Enjoy free WiFi, a garden, and patios. Popular attractions The Old Field Vineyards and Sparkling Pointe are located ...
Enjoy Autumn with us.
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Montauk
Stay at this vacation home in Montauk. Enjoy free WiFi, private pools, and a garden. Popular attractions Second House Museum and Kirk Park Beach are located ...
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Westhampton
Stay at this vacation home in Westhampton. Enjoy free WiFi, private pools, and a water park. Popular attractions Westhampton Beach Performing Arts Center and ...
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
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Beautiful Private 4 BR, Heated Pool. Close to Everything.

Beautiful Private 4 BR, Heated Pool. Close to Everything.

East Hampton
Book a stay at this family-friendly vacation home in East Hampton. Enjoy private pools, a garden, and patios. Popular attractions Three Mile Harbor and Pollock-Krasner ...
Beautiful Private 4 BR, Heated Pool. Close to Everything.
Village Fringe Available May 24th - October 31st. Family/Pet Friendly

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

East Hampton
Stay at this vacation home in East Hampton. Enjoy private pools, a fitness center, and a garden. Popular attractions East Hampton Historical Society and Hither ...
Village Fringe Available May 24th - October 31st. Family/Pet Friendly
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

Amagansett
Stay at this vacation home in Amagansett. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Amagansett Beach and Atlantic Avenue Beach ...
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

East Hampton
Book a stay at this beach vacation home in East Hampton. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Pollock-Krasner House and Study ...
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk
Book a stay at this beach vacation home in Montauk. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Second House Museum and Kirk Park ...
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Westhampton Beach
Book a stay at this family-friendly vacation home in Westhampton Beach. Enjoy private pools, a water park, and a garden. Popular attractions Westhampton Beach ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Bridgehampton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bridgehampton vacation homes are the perfect way for you to wing it.

Holiday houses in Bridgehampton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bridgehampton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bridgehampton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bridgehampton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bridgehampton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Bridgehampton Holiday Homes essential information

Accommodation
1363 Holiday Homes
Lowest Price
NZ$208
Highest Price
NZ$922
Popular accommodation
Enjoy Autumn with us., Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10, Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub , Beautiful Private 4 BR, Heated Pool. Close to Everything., Village Fringe Available May 24th - October 31st. Family/Pet Friendly, COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach, Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Top trending hotels in Bridgehampton

Topping Rose House

Topping Rose House

4.5 out of 5
One Bridgehampton - Sag Harbor Turnpike, Bridgehampton, NY
The price is NZ$922 per night from 24 Feb to 25 Feb
NZ$922
includes taxes & fees
24 Feb - 25 Feb
Stay at this 4.5-star luxury hotel in Bridgehampton. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Nancy + Co. and Children's Museum ...
Topping Rose House
Beautiful Family Home Nestled In The Heart Of Sagaponack

Beautiful Family Home Nestled In The Heart Of Sagaponack

Sagaponack
Book a stay at this family-friendly vacation home in Bridgehampton. Enjoy private pools, a garden, and patios. Popular attractions Wolffer Estates Vineyard and ...
Beautiful Family Home Nestled In The Heart Of Sagaponack
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is NZ$239 per night from 2 Feb to 3 Feb
NZ$239
includes taxes & fees
2 Feb - 3 Feb
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Long Island East End
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Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

2 out of 5
30 Lake Avenue, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 26 Jan to 27 Jan
NZ$208
includes taxes & fees
26 Jan - 27 Jan
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. ...
Budget Host East End Hotel in Riverhead
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.