Harbour House Inn
Bed & Breakfast in Cheshire MA
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Bed & Breakfast with Parking

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Massachusetts Vacation Rental with Deck and Grill
Vacation Home in Cheshire MA
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Vacation Home with Parking

3-Star Vacation Home

Dog Friendly Vacation Home

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96 more hotels nearby!
Charming Adams Home Near Dtwn, Trails and More! 3.1 mi from Cheshire
Vacation Home in Adams MA
10
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Scenic Hancock Retreat 4 Mi to Jiminy Peak! 7.0 mi from Cheshire
Vacation Home in Hancock MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort 7.0 mi from Cheshire
Vacation Home in Hancock MA
9.0
Excellent
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Vacation Home with Parking

3-Star Vacation Home

Dog Friendly Vacation Home

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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor 7.2 mi from Cheshire
Apartment in Hancock MA
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Apartment with Parking

3-Star Apartment

Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  

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Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak 7.2 mi from Cheshire
Vacation Home in Hancock MA
10
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

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Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off 7.2 mi from Cheshire
Vacation Home in Hancock MA
9.5
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

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Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 7.2 mi from Cheshire
Vacation Home in Hancock MA
9.1
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

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Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak 7.2 mi from Cheshire
Vacation Home in Hancock MA
8.8
Excellent
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn 7.2 mi from Cheshire
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy 7.2 mi from Cheshire
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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Pittsfield Home with Deck - 12 Mi to Jiminy Peak! 7.4 mi from Cheshire
Vacation Home in Pittsfield MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Dalton Vacation Rental Near Hiking and Skiing! 7.6 mi from Cheshire
Vacation Home in Pittsfield MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Fairbridge Inn Express Pittsfield 7.9 mi from Cheshire
Hotel in Pittsfield MA
4.3
Rated
From $77
From $77
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Hotel with Parking

3-Star Hotel

Hotel near Ski Resorts

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Berkshire Vacation Rentals: Renovated Five Bedrooms In Historic Williamstown 8.0 mi from Cheshire
Vacation Home in Williamstown MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Luxury Vacation Rental in the Berkshires! 8.3 mi from Cheshire
Vacation Home in Williamstown MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Hotel Downstreet 8.6 mi from Cheshire
Hotel in North Adams MA
8.1
Very Good
Info Categories
Hotel with Parking

3-Star Hotel

Hotel with Swimming Pool

Indoor Pool  

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Berkshire Vacation Rentals: Beautiful Downtown Home With Mountain Views 8.7 mi from Cheshire
Vacation Home in Williamstown MA
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Vacation Home with Parking

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Williamstown Motel 8.8 mi from Cheshire
Motel in Williamstown MA
8.7
Very Good
From $88
From $88
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Motel with Parking

3-Star Motel

Motel near Ski Resorts

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
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