Book Holiday Homes in Hampton Bays

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Featured Holiday Homes in Hampton Bays

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Southampton
When you stay at this vacation home in Southampton, you'll be by the sea, a 4-minute drive from The Hamptons Beaches and 6 minutes from Cooper's Beach.
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton
With a stay at this vacation home, you'll be centrally located in East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam 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 Dr,40ft Heated Pool OPEN,Beach,Fam Fr
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Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Southampton
With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

East Hampton
With a stay at this vacation home in East Hampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
With a stay at this vacation home in Bridgehampton, you'll be within a 10-minute drive of The Hamptons Beaches and South Fork Natural History Museum and Nature ...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool  - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Sag Harbor
With a stay at this vacation home in Sag Harbor, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Foster Memorial Town Beach.
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

East Hampton
With a stay at this vacation home in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and First United Methodist ...
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

East Hampton
With a stay at this vacation home in East Hampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton
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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
1881 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️, Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach, Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach, Driftwood Cottage by RoveTravel| 3BR Quiet Cottage, Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Top trending hotels in Hampton Bays

The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy, Hampton Bays, NY
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
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
 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
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Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road, Hampton Bays, NY
With a stay at Bayview Resort in Hampton Bays, you'll be on the waterfront, within a 10-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Bayview Resort
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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.