Book Holiday Homes in Hampton Bays

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Featured Holiday Homes in Hampton Bays

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be near the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.
10 Bedroom Hampton House with a regulation size Pickleball
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Southampton
With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and North Main Street Historic ...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
With a stay at this vacation home in Sag Harbor, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Oakland Cemetery.
Stunning New Designer Renovation
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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
With a stay at this vacation home in Westhampton Beach, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Westhampton Beach Performing ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Sprawling Southampton Home: Private Pool

Sprawling Southampton Home: Private Pool

Southampton
With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.
Sprawling Southampton Home: Private Pool
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
With a stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and North Main Street Historic ...
Charming Village home in the heart of Southampton
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Westhampton Beach
When you stay at this vacation home in Westhampton Beach, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Moriches Bay.
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Cozy House less than two miles from Ocean Beaches

Cozy House less than two miles from Ocean Beaches

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Cozy House less than two miles from Ocean Beaches
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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.

Hampton Bays 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 Hampton Bays vacation homes are the perfect way for you to wing it.

Holiday houses in Hampton Bays 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 Hampton Bays 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 Hampton Bays adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hampton Bays 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 Hampton Bays 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.

Hampton Bays Holiday Homes essential information

Accommodation
1743 Holiday Homes
Lowest Price
AU$270
Highest Price
AU$384
Popular accommodation
10 Bedroom Hampton House with a regulation size Pickleball, Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 , Stunning New Designer Renovation, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Sprawling Southampton Home: Private Pool, Charming Village home in the heart of Southampton, Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill. , Cozy House less than two miles from Ocean Beaches

Top trending hotels in Hampton Bays

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

4 out of 5
239 E Montauk Hwy, Hampton Bays, NY
Fully refundableReserve now, pay when you stay
When you stay at Canoe Place Inn and Cottages in Hampton Bays, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Cooper's ...
Canoe Place Inn and Cottages
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy, Hampton Bays, NY
The price is AU$384 per night from 14 Apr to 15 Apr
AU$384
includes taxes & fees
14 Apr - 15 Apr
When you stay at The Hampton Maid in Hampton Bays, you'll be near the bay, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
The Hampton Maid
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2 out of 5
2 W Montauk Hwy, Hampton Bays, NY
The price is AU$270 per night from 14 Apr to 15 Apr
AU$270
includes taxes & fees
14 Apr - 15 Apr
With a stay at Hampton Bays Hotel on Main in Hampton Bays, you'll be within a 5-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Hampton Bays Hotel on Main
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 Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway, Hampton Bays, NY
Located in Hampton Bays, Hampton's Vacation Inn is by the ocean, within a 10-minute drive of Shinnecock Hills Golf Course and Shinnecock Nation Cultural Center ...
Hampton's Vacation Inn
Don't see what you're looking for?
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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.