Westhampton Beach Vacation Rentals

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Dec 31 - Jan 1
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Jan 1 - Jan 2
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Jan 2 - Jan 4
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Jan 9 - Jan 11

Our top choices for Westhampton Beach vacation rentals

Smart TV, fireplace, computer monitors, printers
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Vacation Home in Westhampton Beach

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
United States
Matthew M.
The price is ￥249,426
￥375,551 total
includes taxes & fees
Jan 1 - Jan 2, 2026
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ￥655,576
￥1,142,237 total
includes taxes & fees
Jan 5 - Jan 6, 2026
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Fridge, microwave, oven, stovetop
Cozy Country Cottage #4

Cottage in Miller Place

Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is ￥23,457
￥50,384 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Country Cottage #4
Terrace/patio
South Shore Studio in Mastic

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is ￥21,111
￥34,843 total
includes taxes & fees
Jan 6 - Jan 7, 2026
South Shore Studio in Mastic
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1)
The price is ￥8,601
￥69,678 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Seabreeze #3: Cozy Cottage by the beach
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is ￥703,710
￥998,377 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Sag Harbor Water View w Dock 1.5ml from town
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is ￥625,520
￥999,626 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spacious 5-bedroom house with water views and 2 houses from the bay.
Property grounds
3 Story Beach Waterview, 3 KING bed, golf putting green!

Vacation Home in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (22)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is ￥27,992
￥96,300 total
includes taxes & fees
Jan 5 - Jan 6, 2026
3 Story Beach Waterview, 3 KING bed, golf putting green!
Fridge, microwave, oven, stovetop
Spacious one Bedroom Apt with private entrance

Apartment in Centereach

Spacious one Bedroom Apt with private entrance
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is ￥17,593
￥52,974 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Spacious one Bedroom Apt with private entrance
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Vacation Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥23,396
￥198,513 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥15,482
￥209,038 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Exterior detail
Cozy king suite with kitchen and dining area.

Apartment in Coram

Cozy king suite with kitchen and dining area.
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is ￥27,367
￥41,094 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Cozy king suite with kitchen and dining area.
Microwave, oven, stovetop, coffee/tea maker
Peaceful private 2-bedroom house in Bayport.Amazing location!

Vacation Home in Bayport

Peaceful private 2-bedroom house in Bayport.Amazing location!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is ￥27,367
￥34,844 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Peaceful private 2-bedroom house in Bayport.Amazing location!
Fridge, microwave, oven, stovetop
Beach cottage, private road, private beach, private mooring, private parking.

Vacation Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
10.0 out of 10, Exceptional, (1)
The price is ￥46,914
￥132,749 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Beach cottage, private road, private beach, private mooring, private parking.
Oven, dishwasher
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Apartment in Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥25,334
￥63,785 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is ￥48,282
￥103,938 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Fridge, microwave, oven, stovetop
4-bedroom beach house minutes from Hamptons

Vacation Home in Calverton

4-bedroom beach house minutes from Hamptons
2.0 star property
The price is ￥72,764
￥133,874 total
includes taxes & fees
Jan 6 - Jan 7, 2026
4-bedroom beach house minutes from Hamptons
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Cottage in Center Moriches

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (111)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is ￥46,011
￥95,513 total
includes taxes & fees
Jan 27 - Jan 28, 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Apartment in Rocky Point

Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (26)
"Well kept. Small yet comfortable."
United States
Aimee W.
The price is ￥11,963
￥35,109 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"The room was perfect and quiet for our week long stay. Staff was very attentive and breakfast was delicious."
Cesar Gabriel 7-night trip
Posted 2 days ago
Hampton Inn Long Island-Brookhaven

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 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 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 5 bedroom Private Family Get Away w/ Heated Pool as a favorite home for rent in Westhampton Beach.

How many vacation rentals are there in Westhampton Beach?

Expedia has 130 vacation rentals for your stay in Westhampton Beach.

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

The Hamptons Beaches and Rogers 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, Lashley Beach and Cupsoque 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.