Photo by Kate Persad

Holiday Rentals in Westhampton Beach

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Holiday Rentals in Westhampton Beach

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (163)
"We had an amazing stay at this Vrbo property! The home was incredibly clean and spacious, offering more than enough room for everyone to feel comfortable. It was beautifully furnished, making our stay both luxurious and cozy. The location couldn’t have been more perfect, close to everything we needed yet in a peaceful neighborhood. Communication with the host was seamless—quick responses and very accommodating to all our requests. Highly recommend this place and will definitely stay here again!"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
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, (78)
"Second time staying here, great house right on the water. Owners are extremely responsive and helpful"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
9.8 out of 10, Exceptional, (57)
"My friends, partner and I stayed over Columbus day weekend and were pleasantly surprised with the heated pool still being open, which was a huge highlight. The house was super clean and had everything you would need. We did have a minor issue with the hot water not working in the cottage, but other than that everything was great and we would defintely stay again!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach
10.0 out of 10, Exceptional, (98)
"We had a wonderful stay. The house is very well kept and clean and communication was very easy. House is great for family’s with kids or adults. The location is close to everything! Hope to go back!"
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
10.0 out of 10, Exceptional, (81)
"We stayed 4 days in a beautiful bright clean house kn the water. Loads of ammenities and so very comfortable. Couldnt be happier"
The price is €345
includes taxes & fees
19 Nov - 20 Nov
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (29)
"Great home very close to a great vineyard. "
Beautiful Family Home Nestled In The Heart Of Sagaponack
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (64)
"We had an incredible time at this house!!! It literally felt like we were staying at a luxury resort and had everything we could have possibly needed for our getaway. Our group included young kids and adults all of whom had an amazing stay. The tennis and basketball court was in great condition and provided endless fun activities. The pool was a great size and the heater worked well when it was needed. There is a ton of space to play sports and games as well as a fire pit which was a great way...
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (72)
"Exquisitely enjoyable "
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Fall in the🌅beautiful sunsets
10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
10.0 out of 10, Exceptional, (15)
"Our group of friends stayed at this house for a long weekend in October 2024. The house is just as good or better than the pictures in the listing. Very clean and updated inside and out. Most importantly, the bathrooms and kitchen are clean and updated. And the huge backyard with pool, hot tub, and outdoor shower takes this house to the next level. The backyard space is great for families, small groups, or anyone looking for a quiet private space to relax. The owner/manager was very...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Long Island Studio Vacation Rental: 4 Mi to Beach
9.6 out of 10, Exceptional, (8)
"The location was perfect, close by to my friend who I was visiting. It was quiet, cozy, private, and clean!"
Long Island Studio Vacation Rental: 4 Mi to Beach
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Summer getaway
9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Beach Apt. Wineries, Shopping, Dining
5.2 out of 10, (7)
"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "
The price is €255
includes taxes & fees
1 Nov - 2 Nov
Beach Apt. Wineries, Shopping, Dining
Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (170)
"Been staying here for nearly 10 years. Clean house with everything you need for a peaceful stay. The view is unbeatable. We even saw an eagle. The beach is a treasure. My sister and I thank you again for a wonderful stay. "
Fabulous Waterfront Property in the Heart of Wine Country
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (45)
"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "
Beachfront Romance: Rustic Home w/ Private Beach
Private 2.1 acre gated home with heated pool and tennis & pickleball court
10.0 out of 10, Exceptional, (17)
"With a baby we needed a place with enough entertainment, so we didn’t have to go out much. This place has ALL of that and more. We loved it. We cooked, grilled, swam, played tennis, pickleball, ping pong, pool; all at the house. It was perfect."
Private 2.1 acre gated home with heated pool and tennis & pickleball court
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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Other types of properties in Westhampton Beach you may be interested in

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (163)
"We had an amazing stay at this Vrbo property! The home was incredibly clean and spacious, offering more than enough room for everyone to feel comfortable. It was beautifully furnished, making our stay both luxurious and cozy. The location couldn’t have been more perfect, close to everything we needed yet in a peaceful neighborhood. Communication with the host was seamless—quick responses and very accommodating to all our requests. Highly recommend this place and will definitely stay here again!"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (78)
"Second time staying here, great house right on the water. Owners are extremely responsive and helpful"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
9.8 out of 10, Exceptional, (57)
"My friends, partner and I stayed over Columbus day weekend and were pleasantly surprised with the heated pool still being open, which was a huge highlight. The house was super clean and had everything you would need. We did have a minor issue with the hot water not working in the cottage, but other than that everything was great and we would defintely stay again!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
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.

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 Drive,40ft Heated Pool,Beach,Family 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. Our travellers also rate Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets as a favourite home for rent in Westhampton Beach.

How many holiday rentals are there in Westhampton Beach?

Expedia has 145 holiday rentals for your stay in Westhampton Beach.

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

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