Photo by Kate Persad

Westhampton Beach Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Holiday Rentals in Westhampton Beach

Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
10.0 out of 10, Exceptional, (192)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is HK$6,180
HK$10,010 total
includes taxes & fees
17 Oct - 18 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Smart TV, fireplace, computer monitors, printers
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
The price is HK$15,510
HK$22,720 total
includes taxes & fees
16 Oct - 17 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
On the beach, sun-loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
9.8 out of 10, Exceptional, (70)
"Great location on the beach and bonus to have a pool! "
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ 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
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (83)
"Nothing better than right on ocean"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Microwave, oven, stovetop, coffee/tea maker
Bayfront home with private path across the street to ocean, pool and hot...
Bayfront home with private path across the street to ocean, pool and hot...
10.0 out of 10, Exceptional, (2)
"We had a fantastic time at the Westhampton Bayfront Oasis. The pool was perfect for relaxing, the location couldnt have been better, and we really enjoyed the comfortable beds and beautiful outdoor space. It was the ideal spot for a peaceful getaway, and we would happily stay here again."
Bayfront home with private path across the street to ocean, pool and hot...
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
The price is HK$1,231
HK$2,979 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Exterior
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
10.0 out of 10, Exceptional, (87)
"Unbelievable house, gorgeous in person. The dock at the back if the property has beautiful views. So many luxury touches throughout the house. Stunning property. Would have loved to stayed longer."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Outdoor pool, a heated pool
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
10.0 out of 10, Exceptional, (89)
"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
Fridge, microwave, oven, stovetop
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Terrace/patio
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
9.6 out of 10, Exceptional, (140)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Outdoor pool, a heated pool
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
9.8 out of 10, Exceptional, (32)
"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
Property grounds
Walk to Beach 2BR Near Dining & Shopping
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
The price is HK$637
HK$1,820 total
includes taxes & fees
21 Oct - 22 Oct
Walk to Beach 2BR Near Dining & Shopping
Property grounds
Fairy Tale Guest Cottage in Magic Garden by Pool
Fairy Tale Guest Cottage in Magic Garden by Pool
10.0 out of 10, Exceptional, (75)
"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
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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 HK$3,879
HK$7,008 total
includes taxes & fees
16 Oct - 17 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
The price is HK$2,659
HK$4,992 total
includes taxes & fees
20 Oct - 21 Oct
Modern Vacation home. Close to The Hamptons
Exterior
Private One Bedroom Apartment with full kitchen, living room and full bath.
Private One Bedroom Apartment with full kitchen, living room and full bath.
9.6 out of 10, Exceptional, (7)
"I stayed with my wife and two kids. We were in town for my son’s baseball tournament. Host is quick to respond and the listing is accurate. Yard is private and was a nice addition. "
Private One Bedroom Apartment with full kitchen, living room and full bath.
Outdoor spa tub
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
9.6 out of 10, Exceptional, (23)
"This was the perfect location to enjoy the vineyards for my friend’s bachelorette party. Everyone had a comfy room and the space was very generous. Additionally the yard was massive and had ample seating. We had a great time and would definitely recommend this to all!"
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Outdoor pool, a heated pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (73)
"Enjoyed our time. Thank you "
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Exterior
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
9.0 out of 10, Wonderful, (2)
"Great location and comfortable stay, amazing sheets.Ended up buying for my home. "
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
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

Bayview Resort

Bayview Resort

10/10 Excellent
"We love this place. We immediately felt home. Accommodating and helpful. What else can we ask for. :) Though Expedia should do better as a 3rd party by communicating to customers specific conditions and amenities. We are so lucky that Bayview Resort help us a lot. :) Grateful that this weekend was restful and safe. "
April 2-night trip
Posted 3 days ago
Bayview Resort

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!

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.

How many holiday rentals are there in Westhampton Beach?

Expedia has 128 holiday rentals for your stay in Westhampton Beach.

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

Cupsoque Beach and Cupsogue County Park are a couple of scenic spots to enjoy the outdoors, whereas Westhampton Beach Performing Arts Center is one of the cultural attractions. While here, Rogers Beach and Lashley 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.