Book Holiday Homes in Hampton Bays

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Featured Holiday Homes in Hampton Bays

Enjoy Autumn with us.

Enjoy Autumn with us.

Southold
Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.
Enjoy Autumn with us.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Westhampton
Located in Westhampton, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Moriches Bay.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
With a stay at this vacation home in Eastport, you'll be a 3-minute walk from Moriches Bay and within a 5-minute drive of Long Island Skydiving Center.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
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Beautiful Private 4 BR, Heated Pool. Close to Everything.

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

East Hampton
When you stay at this vacation home in East Hampton, you'll be near the beach, within a 5-minute drive of Three Mile Harbor and Pollock-Krasner House and Study ...
Beautiful Private 4 BR, Heated Pool. Close to Everything.
Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Located in Mastic Beach, this vacation home is on the waterfront, a 3-minute drive from William Floyd Estate and 7 minutes from Carmans River.
Mastic Beach Surf House
Village Fringe Available May 24th - October 31st. Family/Pet Friendly

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

East Hampton
Located in East Hampton (East Hampton North), this vacation home is within a 5-minute drive of East Hampton Historical Society and Hither Hills State Park.
Village Fringe Available May 24th - October 31st. Family/Pet Friendly
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
A stay at this vacation home places you in the heart of East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
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
Located in Westhampton Beach, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Quogue Community ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
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See all available properties in Hampton Bays
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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
1386 Holiday Homes
Lowest Price
AU$428
Highest Price
AU$748
Popular accommodation
Enjoy Autumn with us., Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub , 11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms, Beautiful Private 4 BR, Heated Pool. Close to Everything., Mastic Beach Surf House, Village Fringe Available May 24th - October 31st. Family/Pet Friendly, Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Gorgeous private Hamptons house with pool and volleyball court

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
The price is AU$748 per night from 2 Feb to 3 Feb
AU$748
includes taxes & fees
2 Feb - 3 Feb
When you stay at Canoe Place Inn and Cottages in Hampton Bays, you'll be near the beach, within a 5-minute drive of Meschutt Beach and The Hamptons Beaches.
Canoe Place Inn and Cottages
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy, Hampton Bays, NY
Located in Hampton Bays, The Hampton Maid is by the ocean, within a 5-minute drive of Meschutt Beach and The Hamptons Beaches.
The Hampton Maid
Colonial Shores Resort

Colonial Shores Resort

2.5 out of 5
83 W Tiana Rd, Hampton Bays, NY
The price is AU$428 per night from 27 Jan to 28 Jan
AU$428
includes taxes & fees
27 Jan - 28 Jan
When you stay at Colonial Shores Resort in Hampton Bays, you'll be on the beach and 10 minutes by car from Meschutt Beach.
Colonial Shores Resort
Save an average of 15% on thousands of hotels when you're signed in
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
Don't see what you're looking for?
See all available properties in Hampton Bays
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.