Book Holiday Homes in Westhampton Beach

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 Westhampton Beach

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.
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
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
Save an average of 15% on thousands of hotels when you're signed in
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
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
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and Shinnecock Hills Golf ...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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
Beautiful Hamptons home  close to beaches, shopping, & restaurants!

Beautiful Hamptons home close to beaches, shopping, & restaurants!

Hampton Bays
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a garden, and patios. Popular attractions Meschutt Beach and South Jamesport ...
Beautiful Hamptons home close to beaches, shopping, & restaurants!
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead
The price is NZ$1,678 per night from 18 Mar to 19 Mar
NZ$1,678
includes taxes & fees
18 Mar - 19 Mar
Stay at this vacation home in Riverhead. Enjoy patios, in-room jetted tubs, and an in-room coffeemaker. Popular attractions Roanoke Vineyards and Baiting Hollow ...
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Don't see what you're looking for?
See all available properties in Westhampton Beach
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.

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

Holiday houses in Westhampton Beach 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 Beach 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 Beach adventures, obvs.

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

Accommodation
972 Holiday Homes
Lowest Price
NZ$189
Highest Price
NZ$1,678
Popular accommodation
Enjoy Autumn with us., 11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms, Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub , Mastic Beach Surf House, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Gorgeous private Hamptons house with pool and volleyball court, Beautiful Hamptons home close to beaches, shopping, & restaurants! , Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Top trending hotels in Westhampton Beach

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
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$208 per night from 17 Mar to 18 Mar
NZ$208
includes taxes & fees
17 Mar - 18 Mar
Book a stay at this business-friendly hotel in Farmingville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and ...
Hampton Inn Long Island-Brookhaven
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

2.5 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is NZ$189 per night from 16 Mar to 17 Mar
NZ$189
includes taxes & fees
16 Mar - 17 Mar
Book a stay at this business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Save an average of 15% on thousands of hotels when you're signed in
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$197 per night from 11 Mar to 12 Mar
NZ$197
includes taxes & fees
11 Mar - 12 Mar
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
Don't see what you're looking for?
See all available properties in Westhampton Beach
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.