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

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a water park, and a garden. Popular attractions Ponquogue Beach and Tiana ...
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
Stay at this vacation home in Southampton. Enjoy free WiFi, a garden, and patios. Popular attractions The Hamptons Beaches and Our Lady of Poland Catholic Church ...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
Book a stay at this business-friendly vacation home in Sag Harbor. Enjoy free WiFi, private pools, and a fitness center. Popular attractions The Hamptons Beaches ...
Stunning New Designer Renovation
Save an average of 15% on thousands of hotels when you're signed in
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
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

Hampton Bays
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a water park, and a garden. Popular attractions Meschutt Beach and Sebonack Golf ...
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Sprawling Southampton Home: Private Pool

Sprawling Southampton Home: Private Pool

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular ...
Sprawling Southampton Home: Private Pool
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and patios. Popular attractions 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
Book a stay at this beach vacation home in Westhampton Beach. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Cupsoque Beach and Cupsogue ...
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
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, a water park, and a garden. Popular attractions Tiana Beach and Ponquogue Beach are located ...
Cozy House less than two miles from Ocean Beaches
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
1737 Holiday Homes
Lowest Price
NZ$305
Highest Price
NZ$3,003
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
The price is NZ$3,003 per night from 5 Apr to 6 Apr
NZ$3,003
includes taxes & fees
5 Apr - 6 Apr
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
The price is NZ$423 per night from 7 Apr to 8 Apr
NZ$423
includes taxes & fees
7 Apr - 8 Apr
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
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2 out of 5
2 W Montauk Hwy, Hampton Bays, NY
The price is NZ$305 per night from 14 Apr to 15 Apr
NZ$305
includes taxes & fees
14 Apr - 15 Apr
Stay at this hotel in Hampton Bays. Enjoy free WiFi, 2 bars/lounges, and a picnic area. Popular attractions Meschutt Beach and Tiana Beach are located ...
Hampton Bays Hotel on Main
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
Book a stay at this family-friendly guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Meschutt Beach and Tiana ...
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.