Photo by Kate Persad

Westhampton Beach Holiday Rentals

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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, (168)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

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.

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

10.0 out of 10, Exceptional, (79)
"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

Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach

10.0 out of 10, Exceptional, (100)
"Host was friendly and communicative. The rental was clean and we had a great time. I would recommend this place to anyone looking to stay in the area. "
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

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

9.6 out of 10, Exceptional, (127)
"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"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

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.6 out of 10, Excellent, (10)
"The place was nice for our time with family for a holiday celebration. Our favorite space was the kitchen dining area which was large and well equipped. There was an issue with the heat upstairs; the hosts endeavored to respond to the problem in a timely manner. (Owners were on site for some of our stay, but it did not affect our activities.) Furniture comfortable....most rooms very lightly furnished. I would recommend bringing extra bedding as most beds only had a light quilt without sheets or...
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

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

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

10.0 out of 10, Exceptional, (5)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is AU$1,500
includes taxes & fees
24 Feb - 25 Feb
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (14)
"Very clean and comfortable "
The price is AU$449
includes taxes & fees
17 Feb - 18 Feb
Cozy Country Cottage #3

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

10.0 out of 10, Exceptional, (8)
"Had a great stay! Everything about the stay was perfect. Place was all that we expected and more. Host was easy to reach and very responsive. "
Beautiful Hamptons home close to beaches, shopping, & restaurants!

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

9.6 out of 10, Exceptional, (96)
"House was ideal for our extended family for thanksgiving weekend."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"We loved our stay! The location was perfect for our family, so easy to walk to town, close to the beach and easy to get to other towns. House was perfect as well, we didn’t get to enjoy the outdoors due to rain but loved the indoor space. Plenty of places to hang and enjoy/relax. Hoping to visit again soo!"
Charming Village home in the heart of Southampton

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

10.0 out of 10, Exceptional, (18)
"My friends and I stayed at this house for a few days around New Year's. The house is very spacious, and the grounds are lovely. We had a group of 5 and had lots of room to congregate and disappear if we needed alone time. The hot tub was exactly what some of us needed, while the kitchen provided others with much comfort. The one bummer was when we arrived; it looked like someone had just had a party outside so that first made for a bit of cleanup. That little bump shouldn't stop you from...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Dreamy Private Modern Farmhouse with pool and outdoor shower

10.0 out of 10, Exceptional, (5)
"Great property. Close to Westhampton (10 min) Large private yard with nice pool for entertaining. Main house is cottage like with plenty of room for a family. Pool house is more modern and has large living area, full bath, EIK and downstairs king bedroom where a separate family or kids could stay apart from the main house closer to pool area. The location is very close to Town of Westhampton, which has a lot of shops and restaurants. The location also has supermarket, Rite Aid and liquor store...
Dreamy Private Modern Farmhouse with pool and outdoor shower

Minutes from the beach, brand new 4 bedroom

The price is AU$2,357
includes taxes & fees
20 Feb - 21 Feb
Minutes from the beach, brand new 4 bedroom

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

Beautiful Southampton Village home, new reno, Heated pool!

10.0 out of 10, Exceptional, (33)
"an amazing experience and stay. i booked the house in proximity to the half marathon i was running in. It served well and also a safe haven for my family. looking forward to next year!"
Beautiful Southampton Village home, new reno, Heated pool!
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, (168)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay 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, (79)
"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

Hampton Inn Long Island-Brookhaven

2.5 star property
8.6 out of 10, Excellent, (1010)
"Fantastic stay. Loved everything about the property "
The price is AU$175
includes taxes & fees
18 Feb - 19 Feb
Hampton Inn Long Island-Brookhaven
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.

How many holiday rentals are there in Westhampton Beach?

Expedia has 125 holiday rentals for your stay in Westhampton Beach.

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

The Hamptons Beaches and Moriches Bay 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 Cupsogue County Park 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.