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Vacation rentals in Cheshire
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Top-rated vacation rentals in Cheshire
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheshire vacation rentals
Other great vacation rentals in Cheshire
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Guest favorite
Guesthouse in Williamstown
4.97 out of 5 average rating, 154 reviewsBrookside Cottage
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Guest favorite
Apartment in North Adams
4.92 out of 5 average rating, 119 reviewsCozy 1 bedroom 1/2 mile to MassMoca
![](https://a0.muscache.com/im/pictures/27ac5c02-8bac-45b6-b562-b56c73ce1941.jpg?im_w=720)
Guest favorite
Barn in Williamstown
4.97 out of 5 average rating, 262 reviewsCozy barn apartment on the river
![](https://a0.muscache.com/im/pictures/bea691e2-39e5-4c7a-b89a-97553caccd0d.jpg?im_w=720)
Guest favorite
Apartment in North Adams
4.97 out of 5 average rating, 429 reviewsSee MoCA from your mansion+Sauna!
![](https://a0.muscache.com/im/pictures/ed4bbcb2-9255-4eb8-8516-c701c70df60b.jpg?im_w=720)
Guest favorite
Apartment in Shelburne Falls
4.98 out of 5 average rating, 497 reviewsIn town, newly renovated studio with private deck
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Guest favorite
Apartment in Adams
4.87 out of 5 average rating, 60 reviewsMountain Living, 1-bedroom unit, outdoor hot-tub
![](https://a0.muscache.com/im/pictures/f04c0c4e-a6cd-4ac3-8ad1-f7b0eaec5a27.jpg?im_w=720)
Guest favorite
Home in Adams
4.92 out of 5 average rating, 74 reviewsMountain View Hideaway
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Guest favorite
Home in Cheshire
5.0 out of 5 average rating, 23 reviewsThe Berkshires Hummingbird House
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