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Vacation Homes in Western Massachusetts

Our top choices for Western Massachusetts vacation homes

Tiny Home with AC and WiFi in lovely Ludlow

8.8 out of 10, Excellent, (5)
The price is ¥11,615
¥22,007 total
includes taxes & fees
Aug 30 - Aug 31
Tiny Home with AC and WiFi in lovely Ludlow

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"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 ¥22,055
¥33,504 total
includes taxes & fees
Sep 16 - Sep 17
Berkshire Village Carriage House - Super Private!!

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (8)
"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."
The price is ¥26,465
¥56,003 total
includes taxes & fees
Sep 1 - Sep 2
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, (67)
"This was our second time staying here and we had a great time!"
The price is ¥26,465
¥41,058 total
includes taxes & fees
Sep 2 - Sep 3
The Creation Station is a cozy place so make yourself at home.

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 ¥20,584
¥50,377 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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 ¥26,465
¥53,210 total
includes taxes & fees
Aug 30 - Aug 31
Newly Beautiful renovated first floor apartment getaway

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (35)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
The price is ¥17,070
¥29,907 total
includes taxes & fees
Sep 1 - Sep 2
Lovely 2nd Floor Apartment

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Enjoyed our stay!!!"
The price is ¥24,480
¥40,647 total
includes taxes & fees
Sep 3 - Sep 4
Home in Great Barrington

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

9.2 out of 10, Wonderful, (9)
"Great stay"
The price is ¥20,584
¥50,377 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

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 ¥39,566
¥72,937 total
includes taxes & fees
Sep 11 - Sep 12
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

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

9.6 out of 10, Exceptional, (8)
"My boyfriend and I loved our stay at the cottage. Nicole was very easy to communicate with. The house was cozy and had everything we needed. Even though it rained all weekend, the hot tub and games made up for it. Thank you, Nicole! Can't wait to come back!"
The price is ¥23,554
¥56,856 total
includes taxes & fees
Sep 3 - Sep 4
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (15)
"Great overnight stay! "
The price is ¥21,834
¥39,707 total
includes taxes & fees
Sep 3 - Sep 4
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Button's Modern Luxury Walkup Downtown Northampton

The price is ¥36,758
¥74,070 total
includes taxes & fees
Sep 8 - Sep 9
Button's Modern Luxury Walkup Downtown Northampton

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is ¥23,819
¥57,645 total
includes taxes & fees
Sep 3 - Sep 4
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

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 ¥26,465
¥56,546 total
includes taxes & fees
Sep 8 - Sep 9
Townhouse with Pool Table - Renovated w/ King Bed

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is ¥23,672
¥70,439 total
includes taxes & fees
Sep 2 - Sep 3
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."
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

North Getaway Cottage

9.6 out of 10, Exceptional, (21)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is ¥29,774
¥65,611 total
includes taxes & fees
Sep 9 - Sep 10
North Getaway Cottage

Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

The price is ¥29,112
¥46,642 total
includes taxes & fees
Aug 30 - Aug 31
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

NEW RENO Historic Creamery in Berkshires w/hot tub

10.0 out of 10, Exceptional, (3)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
The price is ¥29,994
¥69,598 total
includes taxes & fees
Sep 2 - Sep 3
NEW RENO Historic Creamery in Berkshires w/hot tub
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

Find out more about Western Massachusetts

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Number of reviews
10
Accommodation
484 Vacation Homes
Lowest Price
¥10,476
Highest Price
¥34,846

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