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Search results; Over 1,000 homes in Plainfield

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Top guest favourite
Cabin in Plainfield
Peaceful Lakeside Cabin
Studio, 1 bed, 1 private bathroom
23–28 Jul
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4.96 out of 5 average rating, 27 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, 311 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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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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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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Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 16 reviews
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Home in Ashfield
J&J’s Retreat
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 35 reviews
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Home in Windsor
Beautiful Log Cabin with a Mountain View
3 bedrooms, 3 beds, 1 bathroom
17–22 Feb
5.0 out of 5 average rating, 7 reviews
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Farm stay in Ashfield
Blue House Farm and Gardens
3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 105 reviews
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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
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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 Cummington
River-front home in Berkshire hills w/tennis court
4 bedrooms, 6 beds, 3 bathrooms
21–27 Sept
5.0 out of 5 average rating, 19 reviews
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Home in Hawley
Mountain Biking Hub: 5 Mi to Berkshire East!
4 bedrooms, 4 beds, 1.5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 42 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, 269 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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Cabin in Cummington
Berkshire A-Frame Cabin!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 133 reviews
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Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 169 reviews
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Home in Hawley
Berkshire Basecamp: Hike, Bike, Raft & Relax!
3 bedrooms, 8 beds, 1 bathroom
21–27 Sept
4.94 out of 5 average rating, 34 reviews
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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, 297 reviews