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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
23–28 Aug
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4.8 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 305 reviews
Top guest favourite
Cabin in Plainfield
Peaceful Lakeside Cabin
1 bedroom, 1 bed, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Plainfield
Berkshire Forest Getaway
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 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, 301 reviews
Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 216 reviews
Guest favourite
Home in Ashfield
An 18th century farmhouse
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 103 reviews
Top guest favourite
Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 80 reviews
Home in Cummington
Massachusetts Vacation Rental w/ Deck & Grill
4 bedrooms, 5 beds, 3 bathrooms
14–19 Aug
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in Savoy
The Camp - hiking trails right outside your door
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.98 out of 5 average rating, 251 reviews
Top guest favourite
Cabin in Williamsburg
Mountain Retreat close to Northampton & Amherst!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 129 reviews
Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Farm stay in Worthington
Like sleeping on a cloud
2 bedrooms, 3 beds, 3 bathrooms
22–27 Sept
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Camper van/Motorhome in Westhampton
AirbytheStream waterfront, private, clean and cozy
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 262 reviews
Top guest favourite
Place to stay in Charlemont
Awesome location on River!
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Becket
Berkshires Cottage by Lake. Year Round Adventures.
2 bedrooms, 2 double beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 317 reviews
Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
23–28 Oct
4.99 out of 5 average rating, 167 reviews
Home in Hawley
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Hinsdale
Lake Escape in the Berkshires
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 56 reviews