Westhampton Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Westhampton

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

Apartment in Northampton

9.8 out of 10, Exceptional, (22)
"Lovely space and lovely host, great value!"
United States
Carl
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Interior
Peace and quiet on the lake

Vacation Home in 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
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

9.4 out of 10, Exceptional, (16)
"Great property! Thank you for a wonderful stay."
United States
David
The price is ￥34,765
￥66,211 total
includes taxes & fees
Dec 7 - Dec 8
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Vacation Home in Ludlow

8.4 out of 10, Very Good, (8)
"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 ￥12,251
￥23,212 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Tiny Home with AC and WiFi in lovely Ludlow
Interior
Lovely 2nd Floor Apartment

Vacation Home in 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 ￥18,011
￥31,383 total
includes taxes & fees
Dec 7 - Dec 8
Lovely 2nd Floor Apartment
Outdoor dining
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Vacation Home in Northampton

9.6 out of 10, Exceptional, (5)
"Great location & unique charming place!"
United States
Mitchell S.
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi
Property grounds
Experience Three Sisters Sanctuary in Goshen, MA

Vacation Home in Goshen

2.0 star property
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
Outdoor pool
The Clearing - Quiet - Close To Nature

Cottage in 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
Full-size fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Apartment in Forest Park

3.5 star property
The price is ￥66,701
￥98,934 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Newly Renovated 2 floor Getaway
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Vacation Home in 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 ￥22,618
￥58,362 total
includes taxes & fees
Dec 8 - Dec 9
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
HOMEY HOMEY

Apartment in 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 ￥11,169
￥25,871 total
includes taxes & fees
Dec 6 - Dec 7
HOMEY HOMEY
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cabin in Sherwood Forest

9.6 out of 10, Exceptional, (231)
"We appreciated how clean and well stocked the cottage was. The owner was very easy to work with. Accurate description of a quiet, secluded get-away in the woods "
United States
Roberta F.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
TV
3-bedroom house in perfect Springfield with WiFi, AC

Vacation Home in Pine Point

2.0 star property
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
Smart TV, fireplace
Little Longbow Lakefront Chalet

Chalet in Becket

9.6 out of 10, Exceptional, (20)
"Beautiful property, very clean.. excellent place!"
United States
jason g.
Little Longbow Lakefront Chalet
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Vacation Home in 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 ￥19,546
￥49,806 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop
Linny’s Lake Retreat, Family-Friendly & Dock Access

Vacation Home in West Suffield

9.8 out of 10, Exceptional, (27)
"Very peaceful in a beautiful setting and the house with the updates is well decorated and furnished. Beds were comfortable. Beach chairs provided as well. Very well accommodated. We enjoyed our stay!"
United States
kristen u.
Linny’s Lake Retreat, Family-Friendly & Dock Access
Fridge, microwave, stovetop, dishwasher
Tolland Cabin w/ Private Hot Tub & Grill!

Cabin in Tolland

9.6 out of 10, Exceptional, (14)
"Cute cabin in a beautiful private setting. Very peaceful and surrounded by nature."
United States
Christopher K.
Tolland Cabin w/ Private Hot Tub & Grill!
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Vacation Home in 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
Smart TV
PICON COZY

Vacation Home in 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 ￥12,406
￥27,270 total
includes taxes & fees
Jan 4 - Jan 5, 2026
PICON COZY
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

Apartment in Chicopee

7.4 out of 10, Good, (3)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is ￥17,679
￥44,514 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming Chicopee Getaway
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 Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"The staff were super, we enjoyed having a good restaurant on site, the pool was clean and the breakfast was varied. We enjoyed our stay here. "
Noelle 1-night trip
Posted 10 hours ago
D. Hotel Suites & Spa

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:

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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?

Pine Island and Hanging Mountain Pond are a couple of lovely local spots to get outside and enjoy nature. Westhampton Town Hall and Westhampton Memorial Library 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.