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Search results; Over 1,000 homes in Plainfield

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Top guest favourite
Cabin in Plainfield
Peaceful Cabin in the Woods
2 bedrooms, 2 beds, 2 private bathrooms
19–24 Oct
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4.92 out of 5 average rating, 258 reviews
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Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
1 bedroom, 1 bed, 1 bathroom
22–27 Oct
4.97 out of 5 average rating, 312 reviews
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Flat in Plainfield
Sunny carriage house apartment
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.95 out of 5 average rating, 305 reviews
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Home in Plainfield
Berkshire Forest Getaway
3 bedrooms, 4 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
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Cottage in Plainfield
Windsor Pond spacious get-away cottage
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.8 out of 5 average rating, 41 reviews
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Home in Ashfield
An 18th century farmhouse
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 110 reviews
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Top guest favourite
Cabin in Plainfield
Peaceful Lakeside Cabin
1 bed, 1 bathroom
23–28 Jul
4.96 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Ashfield
J&J’s Retreat
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 35 reviews
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Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 17 reviews
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Home in Hawley
Mountain Biking Hub: 5 Mi to Berkshire East!
4 bedrooms, 4 beds, 1.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 43 reviews
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Guest suite in Charlemont
The Corner of Main and South St. 2 bedroom Suite.
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Home in Worthington
Extraordinary Berkshires Estate & Carriage House
9 bedrooms, 21 beds, 7.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 20 reviews
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Home in Cummington
Beautiful Secluded Country House
6 bedrooms, 11 beds, 3 bathrooms
1–6 Oct
4.91 out of 5 average rating, 127 reviews
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Guest favourite
Home in Worthington
Private Berkshire Chalet in Worthington
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
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, 24 reviews
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Home in Charlemont
Leaves are turning and wish you were watching!
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 96 reviews
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Guest favourite
Home in Charlemont
Red Door River House
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 109 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, 8 reviews
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Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 222 reviews