A wooden dock with bicycles parked on it.

Westhampton Beach Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Westhampton Beach holiday rentals

Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (212 reviews)
"Wonderful host and beautiful home"
United States
Kesha S.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Exterior detail

Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
The price is HK$3,527
HK$6,142 total
includes taxes & fees
22 Jun - 23 Jun
Prime location, walk to all, cozy cottage Westhampton Beach
Smart TV, fireplace, computer monitors, printers

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is HK$17,986
HK$26,531 total
includes taxes & fees
7 Jul - 8 Jul
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (4 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is HK$1,058
HK$1,791 total
includes taxes & fees
5 Jul - 6 Jul
South Shore Studio in Mastic
Smart TV

Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (5 reviews)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is HK$3,174
HK$4,146 total
includes taxes & fees
22 Jun - 23 Jun
Peaceful private 2-bedroom house in Bayport. Amazing location!
Interior

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,371
HK$2,104 total
includes taxes & fees
22 Jun - 23 Jun
Cozy king suite with kitchen and dining area.
TV

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is HK$882
HK$2,691 total
includes taxes & fees
22 Jun - 23 Jun
Spacious one Bedroom Apt with private entrance
Smart TV, table football, books, stereo

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is HK$2,100
HK$4,280 total
includes taxes & fees
22 Jun - 23 Jun
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Shower, hair dryer, soap, toilet paper

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,270
HK$3,197 total
includes taxes & fees
23 Jun - 24 Jun
The Royal Suite - Ronkonkoma
Dining

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

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$3,142
HK$7,162 total
includes taxes & fees
7 Jul - 8 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!
Exterior

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is HK$3,879
HK$6,857 total
includes taxes & fees
30 Jun - 1 Jul
Lovely studio with AC in charming Sag Harbor
Smart TV, offices

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$870
HK$3,885 total
includes taxes & fees
28 Jun - 29 Jun
Seabreeze #3 Cozy Cottage steps to the beach
Exterior

Endless Water Views: Your Hamptons Oasis Awaits - Book Now

Endless Water Views: Your Hamptons Oasis Awaits - Book Now
The Hamptons
10.0 out of 10, Exceptional, (24 reviews)
"Great property on water with pool. Accommodations Nice and cosey."
United States
Doug C.
The price is HK$3,578
HK$5,318 total
includes taxes & fees
24 Jun - 25 Jun
Endless Water Views: Your Hamptons Oasis Awaits - Book Now
Property grounds

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (30 reviews)
The price is HK$1,234
HK$2,619 total
includes taxes & fees
22 Jun - 23 Jun
Walk to Beach 2BR Near Dining & Shopping
Fridge, microwave, oven, stovetop

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is HK$2,606
HK$4,786 total
includes taxes & fees
23 Jun - 24 Jun
Tranquil Stay
Beach nearby

Town walking distance-Bridgehampton Cottage

Town walking distance-Bridgehampton Cottage
Bridgehampton
9.4 out of 10, Exceptional, (10 reviews)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
United States
Jim M.
Town walking distance-Bridgehampton Cottage
Living area

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (1 review)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is HK$4,937
HK$10,539 total
includes taxes & fees
21 Jun - 22 Jun
Minutes from the beach, brand new 3 bedroom
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$2,991
HK$5,440 total
includes taxes & fees
22 Jun - 23 Jun
Modern Vacation home. Close to The Hamptons
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is HK$15,698
HK$26,758 total
includes taxes & fees
12 Jul - 13 Jul
Black Swan Beachfront Home with Jacuzzi year round
Outdoor dining

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is HK$2,742
HK$4,601 total
includes taxes & fees
5 Jul - 6 Jul
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The room was very spacious and clean . The staff was friendly ."
Sarah 1-night trip
Posted 4 hours ago
The Bentley Hotel Southampton

Find out more about Westhampton Beach

Search for holiday rentals in Westhampton Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Westhampton Beach using one of the methods below:

  • View our selection of featured holiday rentals in Westhampton Beach
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  • Enter your travel dates to view the best deals on holiday rentals in Westhampton Beach while they last

Look no further and take a look at our great range of rental properties in Westhampton Beach!

Frequently asked questions

Can I find holiday rentals in Westhampton Beach?

Yes, there are holiday rentals in Westhampton Beach close to Westhampton Beach Performing Arts Center, 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,Beach,Fam/Pet Frly: 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 5 bedroom Private Family Get Away w/ Heated Pool 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 Cupsoque Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Westhampton Beach Performing Arts Center 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.