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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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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
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Top guest favourite
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, 310 reviews
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Top guest favourite
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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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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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
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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
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Guest favourite
Home in Worthington
Extraordinary Berkshires Estate & Carriage House
9 bedrooms, 21 beds, 7.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Charlemont
Last minute cancellation! Got time to raft, hike?
4 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.96 out of 5 average rating, 96 reviews
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Guest favourite
Cabin in Cummington
Berkshire A-Frame Cabin!
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
4.85 out of 5 average rating, 133 reviews
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Flat in North Adams
See MoCA from your mansion+Sauna!
4 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 730 reviews
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Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
4.96 out of 5 average rating, 80 reviews
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Home in Worthington
Private Berkshire Chalet in Worthington
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
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, 23 reviews
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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
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Home in North Adams
Steps to MoCA private house + SAUNA!
4 bedrooms, 6 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 560 reviews
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Guest favourite
Home in Chester
Riverhouse! Peak Foliage October 10-24
2 bedrooms, 5 beds, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 13 reviews
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Home in Cummington
Berkshire Hills Nature Lovers' Log Home Retreat
4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
4.89 out of 5 average rating, 18 reviews
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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