A small boat with a canopy anchored near a dock.

Westhampton Beach Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Westhampton Beach vacation rentals

Roger’s Beach

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.
$629 nightly
The price is $719
Oct 19 - Oct 20
Total with taxes and fees
Prime location, walk to all, cozy cottage WHB
A modern living room with a grey sofa, round coffee table, and a white fireplace.

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.
$2,662 nightly
The price is $3,041
Oct 4 - Oct 5
Total with taxes and fees
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

3. 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.
$279 nightly
The price is $319
Oct 6 - Oct 7
Total with taxes and fees
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

4. 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.
$1,584 nightly
The price is $1,679
Oct 4 - Oct 5
Total with taxes and fees
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

5. 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.
$1,171 nightly
The price is $1,244
Oct 12 - Oct 13
Total with taxes and fees
Beachfront Jacuzzi All Year - Black Swan Home
A doorway with a "WELCOME" mat, a small potted plant on each side, and a hallway leading to a living room with a couch and a lamp.

6. Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.

Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.
Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Super clean had everything we needed and super close to east wind!"
United States
Karina R.
$299 nightly
The price is $342
Oct 15 - Oct 16
Total with taxes and fees
Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.
A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

7. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
$436 nightly
The price is $465
Oct 4 - Oct 5
Total with taxes and fees
Steps to the beach | Seabreeze Cottage #3
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

8. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (7 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
$200 nightly
The price is $229
Oct 13 - Oct 14
Total with taxes and fees
South Shore Studio in Mastic
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

9. 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.
$503 nightly
The price is $575
Oct 8 - Oct 9
Total with taxes and fees
Immaculate Waterfront 2 bedroom!
A dining area with a table set for four, large windows, and a ceiling fan.

10. 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.
$581 nightly
The price is $664
Oct 27 - Oct 28
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

11. 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.
$235 nightly
The price is $268
Oct 4 - Oct 5
Total with taxes and fees
Cozy king suite with kitchen and dining area.
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

12. 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.
$857 nightly
The price is $979
Oct 4 - Oct 5
Total with taxes and fees
Elegant 5-Bedroom Hamptons Home with Private Pool
A living room with a sofa, armchairs, a coffee table, and a rug.

13. 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.
$462 nightly
The price is $528
Oct 2 - Oct 3
Total with taxes and fees
Peaceful 3BR Garden Cottage Long Island Escape
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

14. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$436 nightly
The price is $465
Oct 5 - Oct 6
Total with taxes and fees
Walk to Beach | Seabreeze Cottage #4
A spacious living area with a fireplace, a wooden staircase, and large windows.

15. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (10 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
$643 nightly
The price is $735
Oct 6 - Oct 7
Total with taxes and fees
Cozy beach hose minutes from Hamptons
A covered patio with a table and chairs, large windows, and a view of greenery.

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.
$514 nightly
The price is $587
Oct 4 - Oct 5
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

17. 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.
$541 nightly
The price is $618
Oct 3 - Oct 4
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
A sign for J&S Reeves Cottages with a view of a house and trees.

18. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
$857 nightly
The price is $872
Oct 4 - Oct 5
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

19. 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, (28 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.
$439 nightly
The price is $502
Oct 6 - Oct 7
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Property grounds

20. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
$295 nightly
The price is $336
Oct 5 - Oct 6
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping
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

Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island

10/10 Excellent
"The welcome was warm, and the room was spacious and cleanI loved it"
Kenslove 1-night trip
Posted 12 hours ago
Comfort Inn Medford - Long Island

Find out more about Westhampton Beach

Everything you need to know about Westhampton Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westhampton Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westhampton Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westhampton Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westhampton Beach. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westhampton Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $326 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westhampton Beach rentals

At Expedia, we put the best Westhampton Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westhampton Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westhampton Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westhampton Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 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 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.