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Search results; Over 1,000 homes in Plainfield

Top guest favourite
Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
1 bedroom, 1 bed, 1 shared bathroom
8–13 Sept
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4.97 out of 5 average rating, 310 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
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
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
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
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 16 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
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 Hawley
Stump Sprouts Lodge
7 bedrooms, 18 beds, 3.5 bathrooms
18–23 Sept
4.96 out of 5 average rating, 46 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 Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 88 reviews
Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 20 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
Guest favourite
Home in Chester
Cozy Retreat for Adventurers, Artists, & Families
2 bedrooms, 5 beds, 1 bathroom
5–10 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Farm stay in Worthington
Like sleeping on a cloud
2 bedrooms, 3 beds, 3 bathrooms
12–17 Oct
4.98 out of 5 average rating, 60 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
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
12–17 Sept
4.91 out of 5 average rating, 149 reviews
Top guest favourite
Home in Ashfield
J&J’s Retreat
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Hawley
Relaxing Mountaintop Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Sept
4.94 out of 5 average rating, 16 reviews