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Our top choices for Western Massachusetts vacation homes

1. Lovely 2nd Floor Apartment
Lovely 2nd Floor ApartmentGreenfield
10.0 out of 10, Exceptional, (73 reviews)
The price is AED 562
AED 874 total
includes taxes & fees
5 Nov - 6 Nov

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 AED 661
AED 972 total
includes taxes & fees
5 Nov - 6 Nov

3. Private room with En-suite bathroom Marigold Room
Private room with En-suite bathroom Marigold RoomShelburne Falls
The price is AED 422
AED 726 total
includes taxes & fees
8 Nov - 9 Nov

4. 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 AED 1,037
AED 1,601 total
includes taxes & fees
5 Nov - 6 Nov

5. 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 AED 195
AED 1,018 total
includes taxes & fees
9 Nov - 10 Nov

6. 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 AED 569
AED 1,260 total
includes taxes & fees
1 Dec - 2 Dec

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 AED 536
AED 1,312 total
includes taxes & fees
5 Nov - 6 Nov

8. Townhouse with Pool Table - Renovated w/ King Bed
Townhouse with Pool Table - Renovated w/ King BedChicopee
10.0 out of 10, Exceptional, (18 reviews)
The price is AED 747
AED 1,543 total
includes taxes & fees
9 Nov - 10 Nov

9. Bling nest
Bling nestLudlow
The price is AED 661
AED 1,473 total
includes taxes & fees
5 Nov - 6 Nov

10. Shelburne Falls on Main
Shelburne Falls on MainShelburne Falls
10.0 out of 10, Exceptional, (1 review)
The price is AED 739
AED 1,453 total
includes taxes & fees
5 Nov - 6 Nov

11. 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 AED 588
AED 1,375 total
includes taxes & fees
5 Nov - 6 Nov

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 AED 595
AED 1,160 total
includes taxes & fees
9 Nov - 10 Nov

13. Cozy 2-Bedroom Springfield Home 1.5 Baths
Cozy 2-Bedroom Springfield Home 1.5 BathsSix Corners
The price is AED 658
AED 880 total
includes taxes & fees
5 Nov - 6 Nov

14. Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the BerkshiresRussell
10.0 out of 10, Exceptional, (155 reviews)
The price is AED 727
AED 1,270 total
includes taxes & fees
5 Nov - 6 Nov

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, (25 reviews)
The price is AED 661
AED 1,371 total
includes taxes & fees
5 Nov - 6 Nov

16. 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 AED 992
AED 1,995 total
includes taxes & fees
22 Nov - 23 Nov

17. Beautifully Renovated First-Floor Apartment Getaway
Beautifully Renovated First-Floor Apartment GetawayForest Park
9.6 out of 10, Exceptional, (7 reviews)
The price is AED 612
AED 1,198 total
includes taxes & fees
5 Nov - 6 Nov

18. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (41 reviews)
The price is AED 793
AED 1,186 total
includes taxes & fees
9 Nov - 10 Nov

19. Cozy & Spacious Entire Home in Springfield
Cozy & Spacious Entire Home in SpringfieldForest Park
9.6 out of 10, Exceptional, (53 reviews)
The price is AED 661
AED 1,208 total
includes taxes & fees
8 Nov - 9 Nov

20. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central ACBoston Road
9.0 out of 10, Wonderful, (14 reviews)
The price is AED 661
AED 1,371 total
includes taxes & fees
5 Nov - 6 Nov
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.


































































































































