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

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

Southampton
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and ...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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
1015 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$254
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!, 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, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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 NZ$207 per night from 6 Apr to 7 Apr
NZ$207
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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 NZ$254 per night from 9 Apr to 10 Apr
NZ$254
includes taxes & fees
9 Apr - 10 Apr
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Long Island East End
SpringHill Suites by Marriott Long Island Brookhaven

SpringHill Suites by Marriott Long Island Brookhaven

3 out of 5
2 Sawgrass Dr, Yaphank, NY
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 10 Apr to 11 Apr
NZ$190
includes taxes & fees
10 Apr - 11 Apr
Stay at this 3-star business-friendly hotel in Yaphank. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful ...
SpringHill Suites by Marriott Long Island Brookhaven
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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 NZ$254 per night from 6 Apr to 7 Apr
NZ$254
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Holtsville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
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.