Photo by Kate Persad

Holiday Rentals in Westhampton Beach

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Westhampton Beach

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

10.0 out of 10, Exceptional, (184)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
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, (65)
"Great location right on the beach!"
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, (14)
"Wonderful place! Excellent location and facilities. Very homely and just what we needed in so many ways!"
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, (82)
"We really enjoyed staying there."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (90)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is €750
includes taxes & fees
24 Aug - 25 Aug
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (11)
"Great place! Great communication with property owner!"
The price is €541
includes taxes & fees
4 Aug - 5 Aug
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Hamptons Retreat

Hamptons Retreat

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.6 out of 10, Exceptional, (132)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (9)
"Great property for two people right next to the downtown. Our stay was comfortable and clean!"
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is €151
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Southampton cozy cottage by the beach

The price is €1,084
includes taxes & fees
14 Aug - 15 Aug
Southampton cozy cottage by the beach

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is €810
includes taxes & fees
5 Aug - 6 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Walk to Beach 2BR Near Dining & Shopping

6.2 out of 10, (14)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is €276
includes taxes & fees
6 Aug - 7 Aug
Walk to Beach 2BR Near Dining & Shopping

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (2)
"The property was exactly as posted. The host was great, super helpful and responsive. The pool was awesome for the kids. It was private and a wonderful stay in Sag Harbor. The town was cute and close. We would definitely stay again ! Thanks so much!"
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (54)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY

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 Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

9.4 out of 10, Exceptional, (68)
"Wonderful time in a wonderful property. Megan the property owner was so very helpful."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westhampton Beach Hotel Reviews

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. Our travellers also rate Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill. as a favourite home for rent in Westhampton Beach.

How many holiday rentals are there in Westhampton Beach?

Expedia has 134 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.