Holiday Rentals in Westhampton

    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

Canoe Place Waterfront Residences

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

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.

Hamptons Retreat

Hamptons Retreat

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.

Southampton cozy cottage by the beach

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

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

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

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

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

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

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

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

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

9.6 out of 10, Exceptional, (132)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton

Newly Renovated Pristine Southampton Colonial

9.8 out of 10, Exceptional, (11)
"This property worked great for us. Close to everywhere we need to be. Very clean as well."
Newly Renovated Pristine Southampton Colonial

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (19)
"This place was clean and comfortable, just what we needed."
The price is €659
includes taxes & fees
13 Aug - 14 Aug
3 Story Beach Waterview, 3 KING bed, golf putting green!

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.

Relaxing Smith Point Beach House on private canal

9.6 out of 10, Exceptional, (58)
"Great location, so close to the beach! We very much enjoyed our time at the property, had everything we could need. The hosts were amazing!"
Relaxing Smith Point Beach House on private canal

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym
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 Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Westhampton?

Yes, there are holiday rentals close to the most popular sights in Westhampton, or you can select a more secluded option if you're looking for a relaxing stay. Westhampton is known for its restaurants and shopping.

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

Hamptons Retreat: This holiday home rental outside of Westhampton offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Westhampton?

Choose from 50 Expedia holiday rentals in Westhampton for a memorable holiday.

What can I see and do in Westhampton?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Moriches Bay. In the wider area, you’ll find Westhampton Beach Performing Arts Center and Suffolk Theater.

What’s a holiday rental in Westhampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westhampton. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.