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Westhampton Beach Vacation Rentals

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Our top choices for Westhampton Beach vacation rentals

1. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is CA $495
CA $919 total
includes taxes & fees
Oct 1 - Oct 2
Prime location, walk to all, cozy cottage WHB

2. 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, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is CA $2,370
CA $3,915 total
includes taxes & fees
Sep 29 - Sep 30
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

3. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is CA $636
CA $1,378 total
includes taxes & fees
Sep 29 - Sep 30
Elegant 5-Bedroom Hamptons Home with Private Pool

4. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is CA $1,414
CA $1,845 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Hamptons Escape 3BR Minutes From Beach!

5. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is CA $198
CA $2,424 total
includes taxes & fees
Oct 4 - Oct 5
Jacuzzi year-round - Villa Luz Private Home

6. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is CA $778
CA $1,323 total
includes taxes & fees
Sep 29 - Sep 30
Immaculate Waterfront 2 bedroom!

7. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $431
CA $837 total
includes taxes & fees
Sep 30 - Oct 1
Modern Vacation home. Close to The Hamptons

8. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is CA $1,266
CA $2,105 total
includes taxes & fees
Sep 30 - Oct 1
Near the Hamptons - Private Pool, Jacuzzi Retreat

9. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is CA $236
CA $1,790 total
includes taxes & fees
Oct 12 - Oct 13
Beachfront Jacuzzi All Year - Black Swan Home

10. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $204
CA $448 total
includes taxes & fees
Sep 29 - Sep 30
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

11. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (33 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $919
CA $2,491 total
includes taxes & fees
Oct 22 - Oct 23
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

12. BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH

BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH
Shoreham
9.8 out of 10, Exceptional, (10 reviews)
"Great house for our large family. Perfect location. Loved the beach. Only thing that was not clear was pool access - unfortunately it was closed when we were there."
Canada
Kim V.
The price is CA $1,789
CA $2,902 total
includes taxes & fees
Oct 20 - Oct 21
BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH

13. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is CA $919
CA $2,031 total
includes taxes & fees
Oct 24 - Oct 25
North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

14. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $247
CA $376 total
includes taxes & fees
Oct 1 - Oct 2
Cozy king suite with kitchen and dining area.

15. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $191
CA $318 total
includes taxes & fees
Oct 13 - Oct 14
South Shore Studio in Mastic

16. 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
9.6 out of 10, Exceptional, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is CA $495
CA $830 total
includes taxes & fees
Oct 4 - Oct 5
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

17. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"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.
Minutes from the beach, brand new 3 bedroom

18. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is CA $293
CA $743 total
includes taxes & fees
Sep 29 - Sep 30
Peaceful 3BR Garden Cottage Long Island Escape

19. 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, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $279
CA $911 total
includes taxes & fees
Oct 20 - Oct 21
3 Story Beach Waterview, 3 KING bed, golf putting green!

20. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is CA $2,544
CA $3,838 total
includes taxes & fees
Sep 29 - Sep 30
Newly Renovated Pristine Southampton Colonial
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

Find out more about Westhampton Beach

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westhampton Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Westhampton Beach?

Yes, we offer vacation rentals in Westhampton Beach near Westhampton Beach Performing Arts Center, or you can go with 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,Beach,Fam/Pet Frly: This highly rated vacation home rental in Westhampton Beach 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. Our travelers also rate Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets as a favorite home for rent in Westhampton Beach.

How many vacation rentals are there in Westhampton Beach?

Expedia has 147 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 lovely local spots to get outside and enjoy nature. While here, Westhampton Beach Performing Arts Center and Shock Ice Cream 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.