Search Vacation Homes in Western Massachusetts

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Vacation Homes in Western Massachusetts

1 bedroom, WiFi, bed sheets
Tiny Home with AC and WiFi in lovely Ludlow
Tiny Home with AC and WiFi in lovely Ludlow
9.0 out of 10, Wonderful, (7)
"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.
$134 nightly
The price is $150
Nov 4 - Nov 5
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
TV
Florida Mountain Log Cabin
Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!"
United States
Kate R.
$316 nightly
The price is $339
Nov 11 - Nov 12
Total with taxes and fees
Florida Mountain Log Cabin
Property grounds
The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (70)
"A very short but a really fun stay. Great location to just relax and get away from it all."
United States
Naseem P.
$248 nightly
The price is $277
Nov 4 - Nov 5
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
Interior
Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (42)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
$180 nightly
The price is $201
Nov 6 - Nov 7
Total with taxes and fees
Lovely 2nd Floor Apartment
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms
Cozy Home in Holyoke with 3 bedrooms
9.6 out of 10, Exceptional, (10)
"We stayed in Holyoke as my daughter was performing at UMASS Amherst and this was a great location only 25 minutes of so away from campus. The home is spacious with two bedrooms and bathrooms. A very clean and well maintained the home. Would definitely recommend and will visit again!! "
United States
Carrie M.
$288 nightly
The price is $322
Nov 4 - Nov 5
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
$338 nightly
The price is $377
Nov 4 - Nov 5
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Smart TV, books
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
9.6 out of 10, Exceptional, (8)
"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.
$353 nightly
The price is $395
Nov 5 - Nov 6
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Fridge, microwave, oven, stovetop
Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (25)
"We had a lovely one week stay at this property. The location was very convenient to all the restaurants and shops. The fall foliage was spectacular and truly enjoyed biking and hiking in the Berkshires."
United States
Farida K.
$244 nightly
The price is $272
Dec 1 - Dec 2
Total with taxes and fees
Home in Great Barrington
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.2 out of 10, Wonderful, (13)
"Wonderful and comfortable "
United States
Kelly I.
$283 nightly
The price is $321
Nov 9 - Nov 10
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop
Newly Beautiful renovated first floor apartment getaway
Newly Beautiful renovated first floor apartment getaway
8.0 out of 10, Very Good, (2)
"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...
United States
Deanna F.
$327 nightly
The price is $371
Dec 4 - Dec 5
Total with taxes and fees
Newly Beautiful renovated first floor apartment getaway
Dining
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
$283 nightly
The price is $321
Nov 6 - Nov 7
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Private kitchen
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (3)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
$318 nightly
The price is $361
Nov 10 - Nov 11
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Fridge, microwave, oven, stovetop
Townhouse with Pool Table - Renovated w/ King Bed
Townhouse with Pool Table - Renovated w/ King Bed
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
$339 nightly
The price is $385
Nov 13 - Nov 14
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
Private kitchen
Home in the Woods
Home in the Woods
10.0 out of 10, Exceptional, (3)
"Jessica's spot is adorable and tidy, at the end of a quiet, shady lane, with lots of peace and privacy. It was a hot, muggy weekend but there were 2 window units and extra fans to keep us comfortable. The house is well-appointed—we had a busy schedule and were sad we didn't have a chance to use the lovely outdoor fire pit area. Good communication after a minor mixup. Would definitely stay again!"
United States
Jennifer F.
$306 nightly
The price is $323
Nov 23 - Nov 24
Total with taxes and fees
Home in the Woods
Exterior
North Getaway Cottage
North Getaway Cottage
9.4 out of 10, Exceptional, (23)
"This home was perfect for five of us to reconnect after many years! Williamstown was beautiful and suited our needs. We enjoyed both the nearby Clark Museum and Mass MOCA, as well as Mt. Greylock. Since all of us were coming from different directions, we had five cars and thankfully, this house has plenty of parking. I’d recommend this VRBO highly, especially for family of students at Williams College."
United States
Jenny LaBate P.
$399 nightly
The price is $445
Nov 4 - Nov 5
Total with taxes and fees
North Getaway Cottage
Smart TV
PICON COZY
PICON COZY
7.4 out of 10, Good, (69)
"Peaceful "
United States
tyshawn h.
$146 nightly
The price is $166
Nov 14 - Nov 15
Total with taxes and fees
PICON COZY
Fridge, microwave, oven, stovetop
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
9.4 out of 10, Exceptional, (18)
"Clean and easy to check in. Nick was easy to communicate with."
United States
Jeff M.
$253 nightly
The price is $267
Nov 4 - Nov 5
Total with taxes and fees
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Property grounds
Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (141)
"We enjoyed our stay in this beautiful old farmhouse. Plenty of room for everyone and kitchen and linens were fully stocked."
United States
Nicole K.
$344 nightly
The price is $364
Nov 4 - Nov 5
Total with taxes and fees
Big farmhouse in the foothills of the Berkshires
Property grounds
Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$404 nightly
The price is $451
Nov 9 - Nov 10
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
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 Western Massachusetts Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"Room temp too warm. Free breakfast was great. Location to dining perfect. Friendly staff. "
Jenifer 1-night trip
Posted 15 hours ago
Hotel UMass

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Number of reviews
Accommodation
 Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia