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Search results; Over 1,000 homes in Cummington

Top guest favourite
Cabin in Cummington
Just Be Cabin
Studio, 1 bed, WC
22–27 Sept
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4.98 out of 5 average rating, 267 reviews
Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.99 out of 5 average rating, 222 reviews
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Worthington
Chateau Worthington - Luxury Retreat w/ Indoor Pool
6 bedrooms, 17 beds, 6.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Cummington
Beautiful Secluded Country House
6 bedrooms, 11 beds, 3 bathrooms
28 Sept – 3 Oct
4.91 out of 5 average rating, 126 reviews
Top guest favourite
Room in Cummington
Spacious private BR with king bed in Cummington
1 king bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 76 reviews
Guest favourite
Home in Worthington
Berkshires Carriage House - Artist's Loft, Retreat
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 45 reviews
Guest favourite
Cabin in Cummington
Berkshire A-Frame Cabin!
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.85 out of 5 average rating, 133 reviews
Guest favourite
Home in Ashfield
An 18th century farmhouse
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 109 reviews
Guest favourite
Home in Ashfield
Cocoa House
3 bedrooms, 6 beds, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Plainfield
Sunny carriage house apartment
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 304 reviews
Top guest favourite
Home in Chesterfield
High Field Farm
5 bedrooms, 6 beds, 2 bathrooms
1–6 May
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Home in Cummington
River-front home in Berkshire hills w/tennis court
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Ashfield
Zachariah House Main St. Ashfield
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 295 reviews
Home in Cummington
Berkshire Hills Nature Lovers' Log Home Retreat
4 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Plainfield
Berkshire Forest Getaway
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Farm stay in Williamsburg
Charming, updated , 3 bedroom farmhouse farm stay
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Home in Ashfield
Luxury log style home with views to Mt. Monadnock!
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 310 reviews