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Search results; Over 1,000 homes in Plainfield

Cottage in Plainfield
Windsor Pond spacious get-away cottage
3 bedrooms, 4 beds, 1 private bathroom
9–14 Sept
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4.8 out of 5 average rating, 41 reviews
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
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
Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
1 bedroom, 1 bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 310 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 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
9–14 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Worthington
Extraordinary Berkshires Estate & Carriage House
9 bedrooms, 21 beds, 7.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Windsor
Beautiful Log Cabin with a Mountain View
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Home in Cummington
Berkshire Hills Nature Lovers' Log Home Retreat
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 88 reviews
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Charlemont
Time to think about making fall plans!
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 96 reviews
Guest favourite
Home in North Adams
Colorful Urban Cabin Steps from Mass MoCA
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Sept
4.89 out of 5 average rating, 114 reviews
Home in Middlefield
Cozy Berkshires home with brook & sugar house
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
New place to stay
Guest favourite
Home in Hawley
Stump Sprouts Lodge
7 bedrooms, 18 beds, 3.5 bathrooms
18–23 Sept
4.96 out of 5 average rating, 46 reviews
Home in Hawley
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 80 reviews