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Search results; Over 1,000 homes in Cummington

Top guest favorite
Cabin in Cummington
Rustic off-grid cabin in the woods
Studio, 1 bed, Half-bath
Sep 9 – 14
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4.98 out of 5 average rating, 265 reviews
Top guest favorite
Guesthouse in Cummington
Creative cottage on 10 wooded acres
4.99 out of 5 average rating, 214 reviews, 1 bedroom, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Home in Cummington
Farmhouse on 80 acres with rolling views
4.91 out of 5 average rating, 126 reviews, 6 bedrooms, 11 beds, 3 baths
Aug 14 – 19
Top guest favorite
Home in Cummington
Peaceful cottage near the Berkshire Hills
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
Room in Cummington
1770 Colonial with a private floor
4.96 out of 5 average rating, 72 reviews, 1 king bed, 1 bath
Aug 16 – 21
Guest favorite
Cabin in Cummington
Secluded A-frame on 103 acres with river access
4.85 out of 5 average rating, 132 reviews, 1 bedroom, 1 bed, 1 bath
Aug 12 – 17
Top guest favorite
Home in Plainfield
Cabin on 130 private wooded acres
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 1.5 baths
Sep 8 – 13
Guest favorite
Home in Ashfield
Restored 1785 farmhouse among fields and woods
4.97 out of 5 average rating, 103 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Guest favorite
Home in Worthington
A carriage house with creative history
4.98 out of 5 average rating, 41 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 13 – 18
Top guest favorite
Cabin in Williamsburg
Pioneer Valley views from 150 secluded acres
4.97 out of 5 average rating, 129 reviews, 1 bedroom, 1 bed, 1 bath
Sep 9 – 14
Guest favorite
Campsite in Chesterfield
Riverside A-frame on 100 wooded acres
4.96 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
Top guest favorite
Camper/RV in Westhampton
Private waterfront camper with a fire pit
4.9 out of 5 average rating, 262 reviews, 1 bedroom, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Home in Charlemont
Stone cottage with trails out the door
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 30 – Sep 4
Top guest favorite
Home in Savoy
Log cabin against the State Forest
4.94 out of 5 average rating, 87 reviews, 2 bedrooms, 2 beds, 2.5 baths
Aug 16 – 21
Guest favorite
Home in Chester
6 private waterfront acres with a fire pit
4.89 out of 5 average rating, 9 reviews, 2 bedrooms, 5 beds, 1 bath
Aug 27 – Sep 1
Room in Cummington
River view room in the Berkshires
4.72 out of 5 average rating, 123 reviews, 1 queen bed, 2 baths
Aug 12 – 17
Top guest favorite
Apartment in Charlemont
Mountain view from a 16-foot deck
4.99 out of 5 average rating, 196 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Apartment in Plainfield
Carriage house on a 12-acre flower farm
4.95 out of 5 average rating, 300 reviews, 1 bedroom, 2 beds, 1 bath
Sep 21 – 26
Guest favorite
Cottage in Hinsdale
Renovated with kayaks and lake views
4.91 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 1 bath
Sep 7 – 12