Search Vacation Homes in Western Massachusetts

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Dec 12 - Dec 14
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Vacation Homes in Western Massachusetts

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.
$134 nightly
The price is $150
Nov 26 - Nov 27
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Interior
Lovely 2nd Floor Apartment

Vacation Home in Greenfield

10.0 out of 10, Exceptional, (44)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
$181 nightly
The price is $202
Nov 25 - Nov 26
Total with taxes and fees
Lovely 2nd Floor Apartment
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, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
$338 nightly
The price is $377
Dec 1 - Dec 2
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
TV
Florida Mountain Log Cabin

Vacation Home in Florida

2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
$292 nightly
The price is $312
Nov 25 - Nov 26
Total with taxes and fees
Florida Mountain Log Cabin
Property grounds
The Creation Station is a cozy place so make yourself at home.

Vacation Home in Easthampton Ma.

10.0 out of 10, Exceptional, (71)
"This was our second time staying here and we had a great time!"
United States
Andy L.
$248 nightly
The price is $277
Nov 25 - Nov 26
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms

Vacation Home in Holyoke

9.8 out of 10, Exceptional, (11)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
$290 nightly
The price is $324
Dec 1 - Dec 2
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
Exterior
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Vacation Home in 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.
$342 nightly
The price is $382
Dec 1 - Dec 2
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
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.
$283 nightly
The price is $321
Nov 25 - Nov 26
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Dining
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Vacation Home in Boston Road

9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
$283 nightly
The price is $321
Nov 25 - Nov 26
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Interior
Newly Beautiful renovated first floor apartment getaway

Vacation Home in Forest Park

8.8 out of 10, Excellent, (3)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
$301 nightly
The price is $341
Dec 1 - Dec 2
Total with taxes and fees
Newly Beautiful renovated first floor apartment getaway
Fridge, microwave, oven, stovetop
Home in Great Barrington

Vacation Home in Great Barrington

9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
$243 nightly
The price is $271
Dec 15 - Dec 16
Total with taxes and fees
Home in Great Barrington
Fridge, microwave, oven, stovetop
Townhouse with Pool Table - Renovated w/ King Bed

Vacation Home in Chicopee

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 25 - Nov 26
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Vacation Home in Housatonic

10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
$217 nightly
The price is $242
Dec 1 - Dec 2
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
Private kitchen
Home in the Woods

Vacation Home in Russell

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at the Home in the Woods. We stayed for 1 night on the way to Amherst for a graduation. The home is very cozy and clean. Jessica was easy to communicate with and the check-in/check out process was simple. Highly recommend!"
United States
Travis H.
$303 nightly
The price is $320
Nov 30 - Dec 1
Total with taxes and fees
Home in the Woods
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.
$151 nightly
The price is $171
Nov 25 - Nov 26
Total with taxes and fees
PICON COZY
Exterior
North Getaway Cottage

Vacation Home in Williamstown

9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
$404 nightly
The price is $451
Dec 1 - Dec 2
Total with taxes and fees
North Getaway Cottage
3 bedrooms, iron/ironing board, WiFi, bed sheets
Welcoming 3-bedroom house- Gardner home

Vacation Home in Chicopee

2.0 star property
$298 nightly
The price is $338
Dec 1 - Dec 2
Total with taxes and fees
Welcoming 3-bedroom house- Gardner home
Private kitchen
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Vacation Home in Sixteen Acres

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 25 - Nov 26
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Colrain

10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
$333 nightly
The price is $372
Nov 30 - Dec 1
Total with taxes and fees
Couples 2 Bedroom Retreat-Close to Shelburne Falls
Game room
Pet Friendly Riverfront Home in Great Barrington

Vacation Home in Great Barrington

9.2 out of 10, Wonderful, (5)
$253 nightly
The price is $283
Nov 25 - Nov 26
Total with taxes and fees
Pet Friendly Riverfront Home in Great Barrington
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 Western Massachusetts Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"the room and staff were great"
Robert 1-night trip
Posted 2 days ago
D. Hotel Suites & Spa

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Number of reviews
314
Accommodation
446 Vacation Homes
Lowest Price
$150
Highest Price
$451

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