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Vacation rentals in Chester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chester
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Vacation rentals for every style
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Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester
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Guest favorite
Chalet in Peru
4.92 out of 5 average rating, 260 reviewsSwiss Chalet Style Timberframe Home in Berkshires
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Guest favorite
Treehouse in Tyringham
5 out of 5 average rating, 243 reviewsGingerbread House Tower in the Berkshire Hills
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Guest favorite
Guesthouse in North Bennington
4.98 out of 5 average rating, 173 reviewsBirch House - lake, green trees + modern comforts
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Guest favorite
Rental unit in Shelburne Falls
4.98 out of 5 average rating, 505 reviewsIn town, newly renovated studio with private deck
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Guest favorite
Cottage in Petersham
4.99 out of 5 average rating, 162 reviewsCider House Cottage
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Guest favorite
Cottage in Deerfield
4.97 out of 5 average rating, 112 reviewsDreamy Guesthouse: sauna and private deck
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Guest favorite
Rental unit in Great Barrington
4.95 out of 5 average rating, 332 reviewsPrivate En Suite in Beautiful Victorian
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Guest favorite
Guesthouse in Amherst
4.95 out of 5 average rating, 511 reviewsCozy get-away!
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