A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts vacation homes

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (73 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
The price is ¥24,107
¥37,487 total
includes taxes & fees
Nov 5 - Nov 6
Lovely 2nd Floor Apartment

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (79 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is ¥28,361
¥41,711 total
includes taxes & fees
Nov 5 - Nov 6
The Creation Station is a cozy place so make yourself at home.

3. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is ¥18,119
¥31,151 total
includes taxes & fees
Nov 16 - Nov 17
Private room with En-suite bathroom Marigold Room

4. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is ¥44,476
¥68,661 total
includes taxes & fees
Nov 4 - Nov 5
Charming, updated 3 bedroom farmhouse farm stay.

5. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
9.4 out of 10, Exceptional, (3 reviews)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is ¥9,473
¥45,150 total
includes taxes & fees
Nov 8 - Nov 9
Real Estate: Therapy - Lake, Laundry, Love it

6. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is ¥24,473
¥54,144 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Home in Holyoke with 3 bedrooms

7. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (10 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥22,972
¥56,283 total
includes taxes & fees
Nov 5 - Nov 6
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

8. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (18 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is ¥31,339
¥65,229 total
includes taxes & fees
Nov 4 - Nov 5
Townhouse with Pool Table - Renovated w/ King Bed

9. Bling nest

Bling nest
Ludlow
The price is ¥28,361
¥63,182 total
includes taxes & fees
Nov 7 - Nov 8
Bling nest

10. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
10.0 out of 10, Exceptional, (1 review)
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is ¥31,709
¥62,348 total
includes taxes & fees
Nov 4 - Nov 5
Shelburne Falls on Main

11. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.6 out of 10, Exceptional, (20 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is ¥25,241
¥58,994 total
includes taxes & fees
Nov 5 - Nov 6
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

12. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
West Springfield
10.0 out of 10, Exceptional, (1 review)
"Adorable home, set up so cute plus being pet friendly means everything to me when deciding. All was as described and our host had everything you could need and more available to us in the well stocked kitchen and bathroom. Very quiet safe and friendly neighborhood on a dead end street, gated walkway as well as a gated driveway made me feel plenty safe enough to take my dog out at night. Bedrooms were welcoming and set up with pretty fairy lights throughout, all three beds were very comfortable...
United States
Jaimie F.
The price is ¥25,525
¥51,393 total
includes taxes & fees
Nov 16 - Nov 17
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

13. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is ¥28,219
¥37,736 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 2-Bedroom Springfield Home 1.5 Baths

14. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (155 reviews)
"Great place and stunning location. Absolutely loved the quiet and perfect mix of old times with modern convenience. Had a short stay this trip but intend on returning in the future."
United States
Dale B.
The price is ¥31,197
¥54,459 total
includes taxes & fees
Nov 14 - Nov 15
Big farmhouse in the foothills of the Berkshires

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (25 reviews)
"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 ¥28,361
¥58,811 total
includes taxes & fees
Nov 4 - Nov 5
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

16. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ¥42,541
¥85,591 total
includes taxes & fees
Nov 22 - Nov 23
Walk to Williams * Steam Sauna * Ritz-Carlton Bed

17. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.6 out of 10, Exceptional, (7 reviews)
"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.
The price is ¥26,234
¥51,393 total
includes taxes & fees
Nov 9 - Nov 10
Beautifully Renovated First-Floor Apartment Getaway

18. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is ¥34,104
¥50,968 total
includes taxes & fees
Nov 9 - Nov 10
Home in Great Barrington

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (53 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is ¥28,361
¥51,839 total
includes taxes & fees
Nov 8 - Nov 9
Cozy & Spacious Entire Home in Springfield

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

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (14 reviews)
"Our stay was fantastic. Check in was super smooth and the host was very responsive. I would definitely stay here again in the future."
United States
Nicholas T.
The price is ¥28,361
¥58,811 total
includes taxes & fees
Nov 4 - Nov 5
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
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

Western Massachusetts Vacation Homes information

Number of reviews
519
Accommodation
472 Vacation Homes
Lowest Price
¥31,151
Highest Price
¥85,591

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