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

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
Stay at this vacation home in Southampton. Enjoy laundry facilities and air conditioning. Popular attractions Cooper's Beach and The Hamptons Beaches are located ...
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Hamptons Retreat

Hamptons Retreat

Hampton Bays
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Cooper's Beach and Good Ground Park are ...
Hamptons Retreat
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Mastic
The price is NZ$283 per night from 10 Aug to 11 Aug
NZ$283
10 Aug - 11 Aug
includes taxes & fees
Stay at this vacation home in Mastic. Enjoy free WiFi, a water park, and an in-room coffeemaker. Popular attractions Carmans River and Long Island Game Farm ...
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Save an average of 15% on thousands of hotels when you're signed in
Sag Harbor Village Gem

Sag Harbor Village Gem

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, laundry facilities, and patios. Popular attractions The Hamptons Beaches and Havens Beach are located ...
Sag Harbor Village Gem
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
Stay at this vacation home in East Hampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Pollock-Krasner House and Study Center and Kaplan ...
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Perfect Mid-Century Private Waterfront East Hampton Retreat!

Perfect Mid-Century Private Waterfront East Hampton Retreat!

East Hampton
Book a stay at this beach vacation home in East Hampton. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaplan Meadows Sanctuary and Pollock-Krasner ...
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2 out of 5
Calverton
The price is NZ$1,433 per night from 5 Aug to 6 Aug
NZ$1,433
5 Aug - 6 Aug
includes taxes & fees
Stay at this vacation home in Calverton. Enjoy laundry facilities and air conditioning. Popular attractions Splish Splash Water Park and Tanger Outlet Center ...
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

East Hampton
Stay at this vacation home in East Hampton. Enjoy private pools, a garden, and laundry facilities. Popular attractions East Hampton Village Nature Trail and ...
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
The Cooper-Burke House

The Cooper-Burke House

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Hamptons Beaches and Sag Harbor Marine Park ...
The Cooper-Burke House
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
1821 Holiday Homes
Lowest Price
NZ$283
Highest Price
NZ$1,433
Popular accommodation
Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Hamptons Retreat, Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach, Sag Harbor Village Gem , Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, Perfect Mid-Century Private Waterfront East Hampton Retreat! , Spacious multiples bedroom house in enchanting Calverton with WiFi, AC, Driftwood Cottage by RoveTravel| 3BR Quiet Cottage, The Cooper-Burke House

Top trending hotels in Hampton Bays

Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road, Hampton Bays, NY
The price is NZ$491 per night from 2 Sept to 3 Sept
NZ$491
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Bayview Resort
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
Baywatch Hotel & Marina

Baywatch Hotel & Marina

2.5 out of 5
72 Foster Ave, Hampton Bays, NY
The price is NZ$595 per night from 4 Aug to 5 Aug
NZ$595
4 Aug - 5 Aug
includes taxes & fees
Stay at this motel in Hampton Bays. Enjoy free WiFi, free parking, and a marina. Popular attractions Cooper's Beach and Ponquogue Beach are located nearby.
Baywatch Hotel & Marina
Save an average of 15% on thousands of hotels when you're signed in
 Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway, Hampton Bays, NY
The price is NZ$434 per night from 4 Aug to 5 Aug
NZ$434
4 Aug - 5 Aug
includes taxes & fees
Book a stay at this family-friendly guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Regal UA Hampton Bays ...
Hampton's Vacation Inn
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.