Book Holiday Homes in Westhampton

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Featured Holiday Homes in Westhampton

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be near the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.
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
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 Southampton Village 3blks to town/Bike to 🏖
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
The price is AU$987 per night from 27 Apr to 28 Apr
AU$987
includes taxes & fees
27 Apr - 28 Apr
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 Drive,40ft Heated Pool,Beach,Family Fr
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Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

Hampton Bays
When you stay at this vacation home in Hampton Bays, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
When you stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
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
When you stay at this vacation home in Westhampton Beach, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Moriches Bay.
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
With a stay at this vacation home in Hampton Bays, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Cozy House less than two miles from Ocean Beaches
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
Located in Southampton, this vacation home is within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

Water Mill
With a stay at this vacation home in Water Mill, you'll be within a 15-minute drive of The Hamptons Beaches and Parrish Art Museum.
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
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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.

Westhampton 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 Westhampton vacation homes are the perfect way for you to wing it.

Holiday houses in Westhampton 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 Westhampton 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 Westhampton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westhampton 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 Westhampton 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.

Westhampton Holiday Homes essential information

Accommodation
1016 Holiday Homes
Lowest Price
AU$191
Highest Price
AU$987
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 🏖 , WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, 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, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Watermill Retreat, minutes from Southampton Town Ctr and Beaches!

Top trending hotels in Westhampton

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 28 Apr to 29 Apr
AU$191
includes taxes & fees
28 Apr - 29 Apr
Located in Farmingville, Hampton Inn Long Island-Brookhaven is connected to a shopping center, a 5-minute drive from Boomers! Medford and 6 minutes from Town ...
Hampton Inn Long Island-Brookhaven
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 27 Apr to 28 Apr
AU$266
includes taxes & fees
27 Apr - 28 Apr
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, within a 10-minute drive of Splish Splash Water Park and Suffolk ...
Hyatt Place Long Island East End
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 5 May to 6 May
AU$239
includes taxes & fees
5 May - 6 May
With a stay at Residence Inn by Marriott New York Long Island East End in Riverhead, you'll be within a 5-minute drive of Splish Splash Water Park and Out East ...
Residence Inn by Marriott New York Long Island East End
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Residence Inn by Marriott Long Island Holtsville

Residence Inn by Marriott Long Island Holtsville

3 out of 5
25 Middle Ave, Holtsville, NY
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 29 Apr to 30 Apr
AU$233
includes taxes & fees
29 Apr - 30 Apr
With a stay at Residence Inn by Marriott Long Island Holtsville in Holtsville, you'll be near the airport, within a 15-minute drive of Stony Brook University ...
Residence Inn by Marriott Long Island Holtsville
Don't see what you're looking for?
See all available properties in Westhampton
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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.