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Westhampton Beach Holiday Rentals

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Holiday Rentals in Westhampton Beach

Our top choices for Westhampton Beach holiday rentals

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (186)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
The price is AU$1,346
includes taxes & fees
2 Oct - 3 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (66)
"Idyllically located, perfect weekend "
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (16)
"Family friendly. Lovely pool. Nice area"
5 bedroom Private Family Get Away w/ Heated Pool

Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

10.0 out of 10, Exceptional, (83)
"Gorgeous property right on the beach. Couldn’t ask for more. "
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (13)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is AU$752
includes taxes & fees
1 Oct - 2 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (96)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is AU$978
includes taxes & fees
2 Oct - 3 Oct
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is AU$556
includes taxes & fees
1 Oct - 2 Oct
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

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

9.8 out of 10, Exceptional, (31)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (73)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (53)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country

Summer getaway

8.8 out of 10, Excellent, (13)
"Beautiful home with a beautiful pool"
Summer getaway

Hamptons Retreat

Hamptons Retreat

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach

Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve

10.0 out of 10, Exceptional, (20)
"We had an amazing weekend at Jill’s ranch. There were 7 of us - 4 adults and 3 teens. Everything was clean and well equipped - whether making meals, watching movies, enjoying morning coffee on the porch while watching horses, it was lovely. Jill and her property manager were available at check-in and for any questions. Highly recommend staying here."
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve

Stunning Southampton Village Modern Home

The price is AU$26,299
includes taxes & fees
16 Sept - 17 Sept
Stunning Southampton Village Modern Home

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

9.6 out of 10, Exceptional, (135)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball court

Walk to Beach 2BR Near Dining & Shopping

6.4 out of 10, (19)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is AU$462
includes taxes & fees
15 Sept - 16 Sept
Walk to Beach 2BR Near Dining & Shopping
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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Top Westhampton Beach Hotel Reviews

Find out more about Westhampton Beach

Find out more about Westhampton Beach

Everything you need to know about Westhampton Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westhampton Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westhampton Beach holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Westhampton Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westhampton Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westhampton Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westhampton Beach holiday rentals we have selected for you start as low as AU$462 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Westhampton Beach rentals

At Expedia, we put the best Westhampton Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westhampton Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westhampton Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westhampton Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Westhampton Beach?

Yes, there are holiday rentals close to the most popular sights in Westhampton Beach, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Westhampton Beach. Make sure you have time to check out the theatres and cafés during your trip.

What are some of the best holiday rentals that Westhampton Beach has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This highly rated holiday home rental in Westhampton Beach offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Westhampton Beach?

Expedia has 129 holiday rentals for your stay in Westhampton Beach.

What’s there to see and do in Westhampton Beach?

The Hamptons Beaches and Cupsoque Beach are a couple of scenic spots to enjoy the outdoors, whereas Westhampton Beach Performing Arts Center is one of the cultural attractions. While here, Cupsogue County Park and Rogers Beach are other places worth a visit.

What’s a holiday rental in Westhampton Beach like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westhampton Beach. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.