Book Holiday Homes in Hampton Bays

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Hampton Bays

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.
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
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
Stay at this vacation home in Eastport. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Long Island Skydiving Center and Moriches Bay ...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Save an average of 15% on thousands of hotels when you're signed in
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.
Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Stay at this vacation home in Mastic Beach. Enjoy free WiFi, a garden, and patios. Popular attractions William Floyd Estate and Smith Point County Park are located ...
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
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
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!
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
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Stay at this vacation home in Hampton Bays. Enjoy a garden, a pool table, and patios. Popular attractions Meschutt Beach and Tiana Beach are located nearby.
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.

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
1375 Holiday Homes
Lowest Price
NZ$474
Highest Price
NZ$474
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
Stay at this 4-star spa hotel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Meschutt Beach and Sebonack Golf Course ...
Canoe Place Inn and Cottages
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy, Hampton Bays, NY
Stay at this motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Hampton Maid
Colonial Shores Resort

Colonial Shores Resort

2.5 out of 5
83 W Tiana Rd, Hampton Bays, NY
The price is NZ$474 per night from 23 Jan to 24 Jan
NZ$474
includes taxes & fees
23 Jan - 24 Jan
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sandbar Beach and Tiana Beach are located ...
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
Stay at this vacation home in Hampton Bays. Enjoy a garden, a pool table, and patios. Popular attractions Meschutt Beach and Tiana Beach are located nearby.
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.