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Search results; Over 1,000 homes in Cummington

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Top guest favourite
Home in Cummington
Beautiful Secluded Country House
6 bedrooms, 11 beds, 3 private bathrooms
28 Sept – 3 Oct
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4.91 out of 5 average rating, 126 reviews
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Cabin in Cummington
Just Be Cabin
1 double bed, WC
18–23 Oct
4.98 out of 5 average rating, 268 reviews
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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
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Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Cabin in Cummington
Berkshire A-Frame Cabin!
1 bedroom, 1 queen bed, 1 bathroom
17–22 Sept
4.85 out of 5 average rating, 133 reviews
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Home in Cummington
River-front home in Berkshire hills w/tennis court
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 19 reviews
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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
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Home in Plainfield
Berkshire Forest Getaway
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Worthington
Chateau Worthington - Luxury Retreat w/ Indoor Pool
6 bedrooms, 17 beds, 6.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 23 reviews
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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
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Guest favourite
Home in Worthington
Berkshires Carriage House - Artist's Loft, Retreat
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 46 reviews
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Flat in Plainfield
Sunny carriage house apartment
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 305 reviews
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Guest favourite
Home in Worthington
Extraordinary Berkshires Estate & Carriage House
9 bedrooms, 21 beds, 7.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 20 reviews
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Room in Cummington
Singing Bridge River View Room (single room)
1 queen bed, 2 bathrooms
17–22 Sept
4.71 out of 5 average rating, 125 reviews
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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
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Guest favourite
Place to stay in Cummington
2 BRs w/full bath on 2nd floor in Colonial home
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Cabin in Plainfield
Peaceful Cabin in the Woods
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Oct
4.92 out of 5 average rating, 258 reviews
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Home in Ashfield
J&J’s Retreat
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 35 reviews
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Cabin in Chesterfield
Hilltown Cabin Hideaway: A River Runs Through It!
3 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.98 out of 5 average rating, 127 reviews