Photo by Kate Persad

Holiday Homes in Westhampton Beach

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Holiday Homes in Westhampton Beach

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 NZ$698
includes taxes & fees
5 Oct - 6 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
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, (190)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is NZ$2,218
includes taxes & fees
17 Oct - 18 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
“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 NZ$568
includes taxes & fees
7 Oct - 8 Oct
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Summer getaway
Outdoor dining

Summer getaway

9.0 out of 10, Wonderful, (14)
"Beautiful home with a beautiful pool"
Summer getaway
Sea Breeze Paradise: Beachfront & Panoramic Views
TV, fireplace, offices

Sea Breeze Paradise: Beachfront & Panoramic Views

9.8 out of 10, Exceptional, (6)
"Everything was perfect, very comfortable and the location was outstanding."
Sea Breeze Paradise: Beachfront & Panoramic Views
I’ve had the best guests!
Outdoor pool

I’ve had the best guests!

10.0 out of 10, Exceptional, (26)
"House was beautiful - clean -perfect to hang in - pool was great, very private and relaxing - host was hospitable, friendly and accommodating - can’t wait yo go back in the fall!"
I’ve had the best guests!
The Royal Suite - Ronkonkoma
Exterior detail

The Royal Suite - Ronkonkoma

2.0 star property
10.0 out of 10, Exceptional, (2)
"The host was delightful and very helpful with suggestions where to eat. The place was lovely. The rooms were immaculate and decorated just lovely. Would highly recommend this place to anyone. Hopefully can make it back next month. "
The price is NZ$319
includes taxes & fees
9 Oct - 10 Oct
The Royal Suite - Ronkonkoma
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
Fridge, microwave, oven, stovetop

Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.

10.0 out of 10, Exceptional, (2)
"Perfect house for a trip to the North Fork! Very clean and newly refinished. The place had everything we needed for the weekend and the host was very friendly. Great location! "
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
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, (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
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Interior

Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve

10.0 out of 10, Exceptional, (20)
"We had an amazing weekend at Jill’s ranch. There were 7 of us - 4 adults and 3 teens. Everything was clean and well equipped - whether making meals, watching movies, enjoying morning coffee on the porch while watching horses, it was lovely. Jill and her property manager were available at check-in and for any questions. Highly recommend staying here."
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Smart TV, fireplace, computer monitors, printers

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
The price is NZ$5,024
includes taxes & fees
4 Oct - 5 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger
Fridge, microwave, oven, stovetop

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

9.6 out of 10, Exceptional, (105)
"Great place. We enjoyed our stay."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger
Relax in Hampton Bays...
Sun-loungers, beach towels

Relax in Hampton Bays...

9.8 out of 10, Exceptional, (75)
"We stayed for a weekend while out east for a wedding. The property was lovely and exactly as pictured."
Relax in Hampton Bays...
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.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (137)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
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 NZ$1,569
includes taxes & fees
3 Oct - 4 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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, (69)
"Great location on the beach and bonus to have a pool! "
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Private Bridgehampton home with Pool.
Outdoor pool

Private Bridgehampton home with Pool.

10.0 out of 10, Exceptional, (4)
"The house and property were so nice. We have a 10 and 11 year old. They played outside or were swimming in the pool the entire time. It's close to great shopping and beaches. It was a very relaxing and enjoyable long weekend. Everything was perfect!"
Private Bridgehampton home with Pool.
Dahlia by the Bay, walking distance from marina
Smart TV, fireplace

Dahlia by the Bay, walking distance from marina

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this beautiful, spacious home. With plenty of room for all six of us spanning three generations, everyone from my youngest grandchild to myself was happy with the accommodations. The house was a great base for our family visit in the area. Don't hesitate to book this property—it was a great experience!"
Dahlia by the Bay, walking distance from marina
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westhampton Beach Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"All new decor . Very clean . Helpful staff"
Patricia 1-night trip
Posted 2 days ago
Greenview Inn Riverhead

Find out more about Westhampton Beach

Find out more about Westhampton Beach

Westhampton Beach Holiday Homes information

Number of reviews
682
Accommodation
1200 Holiday Homes
Lowest Price
NZ$319
Highest Price
NZ$5,024

Explore a world of travel with Expedia

Explore a world of travel with Expedia