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Our top choices for Western Massachusetts vacation homes

1. Charming, updated 3 bedroom farmhouse farm stay.
Charming, updated 3 bedroom farmhouse farm stay.Williamsburg
10.0 out of 10, Exceptional, (44 reviews)
The price is ¥39,392
¥63,414 total
includes taxes & fees
Dec 6 - Dec 7

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)
The price is ¥28,748
¥42,459 total
includes taxes & fees
Nov 18 - Nov 19

3. Lovely 2nd Floor Apartment
Lovely 2nd Floor ApartmentGreenfield
10.0 out of 10, Exceptional, (74 reviews)
The price is ¥24,436
¥37,999 total
includes taxes & fees
Nov 17 - Nov 18

4. Private room with En-suite bathroom Marigold Room
Private room with En-suite bathroom Marigold RoomShelburne Falls
The price is ¥18,367
¥31,577 total
includes taxes & fees
Nov 16 - Nov 17

5. Cozy Home in Holyoke with 3 bedrooms
Cozy Home in Holyoke with 3 bedroomsHolyoke
9.8 out of 10, Exceptional, (22 reviews)
The price is ¥23,637
¥53,519 total
includes taxes & fees
Nov 27 - Nov 28

6. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.6 out of 10, Exceptional, (20 reviews)
The price is ¥25,586
¥57,657 total
includes taxes & fees
Nov 16 - Nov 17

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)
The price is ¥23,286
¥57,408 total
includes taxes & fees
Nov 16 - Nov 17

8. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
9.6 out of 10, Exceptional, (4 reviews)
The price is ¥12,457
¥49,058 total
includes taxes & fees
Nov 26 - Nov 27

9. Shelburne Falls on Main
Shelburne Falls on MainShelburne Falls
10.0 out of 10, Exceptional, (1 review)
The price is ¥32,142
¥63,199 total
includes taxes & fees
Nov 16 - Nov 17

10. Linny's - Private Dock - Lake Access - Firepit
Linny's - Private Dock - Lake Access - FirepitWest Suffield
10.0 out of 10, Exceptional, (44 reviews)
The price is ¥34,967
¥63,295 total
includes taxes & fees
Dec 3 - Dec 4

11. Townhouse with Pool Table - Renovated w/ King Bed
Townhouse with Pool Table - Renovated w/ King BedChicopee
10.0 out of 10, Exceptional, (20 reviews)
The price is ¥31,910
¥66,280 total
includes taxes & fees
Nov 16 - Nov 17

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 FlagsWest Springfield
10.0 out of 10, Exceptional, (1 review)
The price is ¥22,998
¥46,793 total
includes taxes & fees
Nov 16 - Nov 17

13. Bling nest
Bling nestLudlow
The price is ¥28,748
¥63,509 total
includes taxes & fees
Nov 16 - Nov 17

14. Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the BerkshiresRussell
10.0 out of 10, Exceptional, (156 reviews)
The price is ¥31,623
¥55,203 total
includes taxes & fees
Nov 18 - Nov 19

15. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful SpringfieldBoston Road
8.8 out of 10, Excellent, (26 reviews)
The price is ¥28,748
¥59,614 total
includes taxes & fees
Nov 16 - Nov 17

16. Cozy & Spacious Entire Home in Springfield
Cozy & Spacious Entire Home in SpringfieldForest Park
9.6 out of 10, Exceptional, (54 reviews)
The price is ¥27,454
¥53,073 total
includes taxes & fees
Nov 16 - Nov 17

17. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton BedWilliamstown
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥43,122
¥87,295 total
includes taxes & fees
Nov 30 - Dec 1

18. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (42 reviews)
The price is ¥31,942
¥48,346 total
includes taxes & fees
Dec 13 - Dec 14

19. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
10.0 out of 10, Exceptional, (61 reviews)
The price is ¥39,482
¥77,105 total
includes taxes & fees
Dec 4 - Dec 5

20. Beautifully Renovated First-Floor Apartment Getaway
Beautifully Renovated First-Floor Apartment GetawayForest Park
9.6 out of 10, Exceptional, (7 reviews)
The price is ¥28,029
¥53,725 total
includes taxes & fees
Nov 16 - Nov 17
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.
Learn more about Western Massachusetts
Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.


































































































































