Western Massachusetts Vacation Rentals

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Browse Select Western Massachusetts Vacation Homes

Sun Filled Lenox Retreat - Minutes to Tanglewood!

10.0 out of 10, Exceptional, (1)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
The price is CA $315
CA $715 total
includes taxes & fees
Sep 4 - Sep 5
Sun Filled Lenox Retreat - Minutes to Tanglewood!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (255)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is CA $208
CA $310 total
includes taxes & fees
Sep 16 - Sep 17
Berkshire Village Carriage House - Super Private!!

Tiny Home with AC and WiFi in lovely Ludlow

8.6 out of 10, Excellent, (4)
"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."
The price is CA $109
CA $207 total
includes taxes & fees
Aug 22 - Aug 23
Tiny Home with AC and WiFi in lovely Ludlow

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (32)
"Easy stay, good location for us. Would stay again. "
The price is CA $134
CA $249 total
includes taxes & fees
Aug 21 - Aug 22
Lovely 2nd Floor Apartment

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (7)
"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!! "
The price is CA $248
CA $535 total
includes taxes & fees
Aug 21 - Aug 22
Cozy Home in Holyoke with 3 bedrooms

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (66)
"This was our second time staying here and we had a great time!"
The price is CA $248
CA $385 total
includes taxes & fees
Aug 21 - Aug 22
The Creation Station is a cozy place so make yourself at home.

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...
The price is CA $248
CA $495 total
includes taxes & fees
Aug 21 - Aug 22
Newly Beautiful renovated first floor apartment getaway

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

9.2 out of 10, Wonderful, (9)
"Great stay"
The price is CA $193
CA $460 total
includes taxes & fees
Sep 8 - Sep 9
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Button's Modern Luxury Walkup Downtown Northampton

The price is CA $345
CA $695 total
includes taxes & fees
Sep 9 - Sep 10
Button's Modern Luxury Walkup Downtown Northampton

North Getaway Cottage

9.6 out of 10, Exceptional, (20)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is CA $281
CA $619 total
includes taxes & fees
Aug 21 - Aug 22
North Getaway Cottage

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is CA $413
CA $726 total
includes taxes & fees
Sep 11 - Sep 12
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

PICON COZY

7.4 out of 10, Good, (68)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is CA $98
CA $229 total
includes taxes & fees
Aug 23 - Aug 24
PICON COZY

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

10.0 out of 10, Exceptional, (3)
"Friends and I were in the area for a concert at Tree House Brewing. This house wasn’t far and it is a gorgeous home. Super clean and had all amenities. Would stay here again!"
The price is CA $235
CA $513 total
includes taxes & fees
Aug 21 - Aug 22
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

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

9.0 out of 10, Wonderful, (10)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is CA $193
CA $473 total
includes taxes & fees
Sep 7 - Sep 8
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Our family had a wonderful experience and stay. "
The price is CA $261
CA $420 total
includes taxes & fees
Sep 1 - Sep 2
Home in Great Barrington

Townhouse with Pool Table - Renovated w/ King Bed

10.0 out of 10, Exceptional, (8)
"The home was perfect for our crew while working out of town. Everything was as listed and Mabel was a great host and even called to make sure we were settled in and didn't need anything. "
The price is CA $290
CA $582 total
includes taxes & fees
Sep 8 - Sep 9
Townhouse with Pool Table - Renovated w/ King Bed

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is CA $222
CA $545 total
includes taxes & fees
Sep 1 - Sep 2
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
9.0 out of 10, Wonderful, (7)
"A great place for a family stay in downtown Amherst. "
The price is CA $445
CA $779 total
includes taxes & fees
Aug 24 - Aug 25
Charming 4Bds+1crib house with patio Amherst Center

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is CA $222
CA $667 total
includes taxes & fees
Sep 9 - Sep 10
Comfortable Berkshires retreat on mtn resort, SISO

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is CA $287
CA $507 total
includes taxes & fees
Aug 26 - Aug 27
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
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