Vacation rentals in Cheshire, MA

17 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cheshire, MA

Harbour House Inn - Cheshire, MA
9.4 ★ 53 reviews

Harbour House Inn

B & B, Cheshire

Harbour House Inn is a b & b in Cheshire, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Harbour House Inn

Harbour House Inn is a b & b in Cheshire, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and ac.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,802.

From$244/night
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Vacation Village in the Berkshires - Cheshire, MA
8.8 ★ 2,389 reviews

Vacation Village in the Berkshires

Condo, Cheshire

Vacation Village in the Berkshires is a condo in Cheshire, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Vacation Village in the Berkshires

Vacation Village in the Berkshires is a condo in Cheshire, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, gym, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $992.

From$117/night
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The Central Downtown Inn & Suites - Cheshire, MA
8.6 ★ 368 reviews

The Central Downtown Inn & Suites

Guest House, Cheshire

The Central Downtown Inn & Suites is a guest house in Cheshire, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Central Downtown Inn & Suites

The Central Downtown Inn & Suites is a guest house in Cheshire, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $992.

From$127/night
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Mountain View Suite on Jiminy Peak Ski On Off -New - Cheshire, MA

Mountain View Suite on Jiminy Peak Ski On Off -New

Apartment, Cheshire

Mountain View Suite on Jiminy Peak Ski On Off -New is a apartment in Cheshire, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mountain View Suite on Jiminy Peak Ski On Off -New

Mountain View Suite on Jiminy Peak Ski On Off -New is a apartment in Cheshire, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,205.

From$152/night
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Other places to stay in Cheshire, MA

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