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Westhampton Beach Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Westhampton Beach

Our top choices for Westhampton Beach vacation rentals

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

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

10.0 out of 10, Exceptional, (189)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is ￥65,760
￥121,508 total
includes taxes & fees
Oct 2 - Oct 3
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.
On the beach, sun loungers, beach towels

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (68)
"Great location on the beach and bonus to have a pool! "
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
5 bedroom Private Family Get Away w/ Heated Pool
Outdoor pool, a heated pool

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (17)
"Family friendly. Lovely pool. Nice area"
5 bedroom Private Family Get Away w/ Heated Pool
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior

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

10.0 out of 10, Exceptional, (83)
"Gorgeous property right on the beach. Couldn’t ask for more. "
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is ￥25,906
￥59,954 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (31)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Smart TV, fireplace, video games, stereo

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (98)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥31,736
￥75,215 total
includes taxes & fees
Oct 19 - Oct 20
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is ￥35,205
￥48,823 total
includes taxes & fees
Oct 1 - Oct 2
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Fridge, microwave, oven, stovetop

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
Fairy Tale Guest Cottage in Magic Garden by Pool
Property grounds

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (74)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is ￥20,592
￥45,450 total
includes taxes & fees
Sep 28 - Sep 29
Walk to Beach 2BR Near Dining & Shopping
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Fabulous Waterfront Property in the Heart of Wine Country
Sun loungers, beach towels

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful view, clean house, great location "
Fabulous Waterfront Property in the Heart of Wine Country
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very Good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is ￥73,657
￥133,905 total
includes taxes & fees
Sep 25 - Sep 26
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Large 6-Bedroom 3-BR Waterfront Hamptons House, your own Private Beach in Front.
TV, fireplace

Large 6-Bedroom 3-BR Waterfront Hamptons House, your own Private Beach in Front.

The price is ￥82,071
￥434,596 total
includes taxes & fees
Sep 28 - Sep 29
Large 6-Bedroom 3-BR Waterfront Hamptons House, your own Private Beach in Front.
10 Bedroom Hampton House with a regulation size Pickleball court
Pool

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
10 Bedroom Hampton House with a regulation size Pickleball court
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Outdoor pool, a heated pool

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

10.0 out of 10, Exceptional, (88)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Terrace/patio

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (53)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Stunning Bayfront Views
Interior

Stunning Bayfront Views

9.8 out of 10, Exceptional, (37)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
The price is ￥92,994
￥217,720 total
includes taxes & fees
Sep 25 - Sep 26
Stunning Bayfront Views
Summer getaway
Outdoor dining

Summer getaway

8.8 out of 10, Excellent, (13)
"Beautiful home with a beautiful pool"
Summer getaway
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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent
"Room was clean loved the generous amount of body wash and good brand for shampoo and conditioner. Hotel room was gorgeous at night especially with the decorations that were put up no complaints would definitely stay again"
Justina 1-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Find out more about Westhampton Beach

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
  • Use the map to find apartments and other holiday homes in the Westhampton Beach neighbourhood you prefer
  • 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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Westhampton Beach?

Yes, we offer vacation rentals near the most popular points of interest 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 theaters and cafes during your trip.

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

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This Westhampton Beach vacation home rental offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Westhampton Beach?

Expedia has 129 vacation 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 vacation rental in Westhampton Beach like?

Vacation rentals are private properties you can stay in for a long or short time in Westhampton Beach. Vacation rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.