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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
20–25 Sept
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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, 305 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, 9 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
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
Guest suite in Charlemont
The Corner of Main and South St. 2 bedroom Suite.
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 59 reviews
Home in Worthington
Private Berkshire Chalet in Worthington
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 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
Top guest favourite
Home in Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 89 reviews
Barn in Charlemont
The Cottage
1 bedroom, 1 queen bed, 1 bathroom
16–21 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Buckland
The Barn
2 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 21 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 Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Chalet in Peru
Swiss Chalet Style Timberframe Home in Berkshires
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 311 reviews
Top guest favourite
Home in Hawley
Relaxing Mountaintop Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 16 reviews
Home in Cummington
Berkshire Hills Nature Lovers' Log Home Retreat
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Ashfield
Luxury log style home with views to Mt. Monadnock!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.92 out of 5 average rating, 62 reviews
Top guest favourite
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
Guest favourite
Chalet in Charlemont
Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 150 reviews