Westhampton Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Westhampton vacation rentals

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (45)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is ¥18,081
¥31,331 total
includes taxes & fees
Dec 14 - Dec 15
Lovely 2nd Floor Apartment

Peace and quiet on the lake

Peace and quiet on the lake
Sherwood Forest
9.6 out of 10, Exceptional, (230)
"Great communication, comfortable home, love the location"
United States
Susan C.
Peace and quiet on the lake

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Northampton
9.8 out of 10, Exceptional, (23)
"Gorgeous building, clean and cozy spot to stay. "
United States
Grace
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
9.2 out of 10, Wonderful, (13)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is ¥19,623
¥49,472 total
includes taxes & fees
Dec 12 - Dec 13
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature
Cummington
10.0 out of 10, Exceptional, (211)
"This was the perfect little home for my husband and I to stay for a few days while we visited the area. Loved it."
Canada
Andrea F.
The Clearing - Quiet - Close To Nature

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is ¥68,440
¥101,006 total
includes taxes & fees
Dec 15 - Dec 16
Newly Renovated 2 floor Getaway

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is ¥24,950
¥60,747 total
includes taxes & fees
Dec 15 - Dec 16
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst
9.8 out of 10, Exceptional, (111)
"Check in was easy breezy, communication with host was timely and helpful. It was perfect for our two day stay. Fresh eggs and homemade bread and Cushman's cafe close by wwre added treats!"
United States
Kelly S.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
2.0 star property
Goshen
10.0 out of 10, Exceptional, (2)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA

HOMEY HOMEY

HOMEY HOMEY
Sixteen Acres
2.8 out of 10, (5)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
The price is ¥11,213
¥25,972 total
includes taxes & fees
Dec 12 - Dec 13
HOMEY HOMEY

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Amherst
9.4 out of 10, Exceptional, (17)
"Great property! Thank you for a wonderful stay."
United States
David
The price is ¥34,901
¥64,383 total
includes taxes & fees
Dec 14 - Dec 15
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Cummington
9.6 out of 10, Exceptional, (40)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
United States
Sarah R.
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.4 out of 10, Very Good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is ¥12,303
¥23,311 total
includes taxes & fees
Dec 12 - Dec 13
Tiny Home with AC and WiFi in lovely Ludlow

Linny’s Lake House with dock

Linny’s Lake House with dock
West Suffield
9.8 out of 10, Exceptional, (27)
"We had an amazing time really nice neighborhood. We'll definitely be back next year."
United States
Aimee W.
Linny’s Lake House with dock

PICON COZY

PICON COZY
Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is ¥11,836
¥26,680 total
includes taxes & fees
Dec 23 - Dec 24
PICON COZY

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.0 out of 10, Wonderful, (28)
"This home was great. It had everything our large group needed and was as advertised. The owner was great to communicate with. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is ¥40,687
¥81,673 total
includes taxes & fees
Dec 14 - Dec 15
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥22,707
¥58,242 total
includes taxes & fees
Dec 15 - Dec 16
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
2.0 star property
Belchertown
9.4 out of 10, Exceptional, (22)
"cute little place! host was very responsive"
United States
zane s.
The price is ¥24,529
¥32,512 total
includes taxes & fees
Dec 14 - Dec 15
Newly Built Barn Loft in Pioneer Valley

Serene 1-bedroom suite on 65 acre horse property

Serene 1-bedroom suite on 65 acre horse property
Belchertown
10.0 out of 10, Exceptional, (23)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
The price is ¥15,574
¥32,595 total
includes taxes & fees
Dec 22 - Dec 23
Serene 1-bedroom suite on 65 acre horse property

3-bedroom house in perfect Springfield with WiFi, AC

3-bedroom house in perfect Springfield with WiFi, AC
2.0 star property
Pine Point
9.6 out of 10, Exceptional, (7)
"The whole experience was great. The host was very nice and the place is comfy and enjoyable to stay at. Highly recommend. "
United States
Joel K.
3-bedroom house in perfect Springfield with WiFi, AC
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westhampton Hotel Reviews

Find out more about Westhampton

Search for holiday rentals in Westhampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Westhampton using one of the methods below:

  • View our selection of featured holiday rentals in Westhampton
  • Use the map to find apartments and other holiday homes in the Westhampton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westhampton while they last

Look no further and take a look at our great range of rental properties in Westhampton!

Frequently asked questions

Are there vacation rentals in Westhampton?

Yes, there are vacation rentals close to top points of interest in Westhampton, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Westhampton?

Peace and quiet on the lake: This vacation home rental near Westhampton is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Westhampton?

Duck Island and Pine Island are a couple of lovely local spots to get outside and enjoy nature. Lynes Woods Wildlife Sanctuary and Brewer Brook Wildlife Management Area are other places to visit while you're in town.

What are vacation rentals like in Westhampton?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Westhampton. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.