The Freeman- 14K SF Estate 40acrs Tennis Vineyard
Villas in Sheffield MA
10
Excellent
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Villas with Free Wi-Fi

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Spacious 6 BR Private Berkshires Retreat
Vacation Home in Sheffield MA
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Family Friendly Vacation Home

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Vacation Home with Swimming Pool

Outdoor Pool  

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20 more hotels nearby!
Gedney Farm 5.7 mi from Sheffield
Hotel in New Marlborough MA
8.5
Very Good
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Family Friendly Hotel

Dog Friendly Hotel

Hotel with Rooms With Fireplace

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The Egremont Village Inn 5.7 mi from Sheffield
Inn in South Egremont MA
8.5
Very Good
From $126
From $126
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Family Friendly Inn

Dog Friendly Inn

Inn with Free Wi-Fi

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East Rock Inn 6.3 mi from Sheffield
Aparthotel in Great Barrington MA
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Family Friendly Aparthotel

Dog Friendly Aparthotel

Aparthotel with Free Wi-Fi

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Woodland Hills Modern Cottage Minutes from Downtown Great Barrington 8.5 mi from Sheffield
Vacation Home in Great Barrington MA
9.6
Excellent
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Family Friendly Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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APPLEJAX cabin steps from a u pick orchard 10.4 mi from Sheffield
Vacation Home in Sandisfield MA
9.0
Excellent
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Family Friendly Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Lakefront Robinson Cottage 11.3 mi from Sheffield
Vacation Home in Copake NY
10
Excellent
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Family Friendly Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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The Red Lion Inn 12.4 mi from Sheffield
Hotel in Stockbridge MA
8.0
Very Good
From $156
From $156
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Family Friendly Hotel

Dog Friendly Hotel

Historic Hotel

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Charming, Quiet, Modern, River Front 12.5 mi from Sheffield
Vacation Home in Hillsdale NY
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Family Friendly Vacation Home

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Vacation Home with Free Wi-Fi

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Charming, Quaint, Quiet Cabin in the Woods 12.5 mi from Sheffield
Vacation Home in Hillsdale NY
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Vacation Home with Free Wi-Fi

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New! Renovated 1850s Estate Centrally Located in Ancram, with fire-pit 16.7 mi from Sheffield
Vacation Home in Ancram NY
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Vacation Home with Free Wi-Fi

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Chic Woodside Cottage in Hudson Valley 18.4 mi from Sheffield
Vacation Home in Ancram NY
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Modern Hudson Valley Farm House 20.5 mi from Sheffield
Vacation Home in Amenia NY
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Hitching Post Motel 20.8 mi from Sheffield
Motel in Cornwall Bridge CT
4.7
Rated
From $150
From $150
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Family Friendly Motel

Dog Friendly Motel

Motel with Parking

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bright serene, spacious barn at gallatin farmstead 20.9 mi from Sheffield
Vacation Home in Red Hook NY
10
Excellent
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Family Friendly Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Barn & Bike 20.9 mi from Sheffield
Villas in Red Hook NY
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Hampton Inn & Suites Berkshires-Lenox 20.9 mi from Sheffield
Hotel in Lenox MA
8.7
Very Good
From $139
From $139
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Family Friendly Hotel

Dog Friendly Hotel

Hotel near Ski Resorts

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Hilton Garden Inn Lenox Pittsfield 21.3 mi from Sheffield
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
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Family Friendly Hotel

Dog Friendly Hotel

Hotel near Ski Resorts

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Americas Best Value Inn Torrington, CT 22.2 mi from Sheffield
Hotel in Torrington CT
5.4
Rated
From $103
From $103
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Family Friendly Hotel

Dog Friendly Hotel

Hotel with Rooms With Jacuzzi / Hot-tub

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Family (22)
  •     Dog Friendly (22)
  •     Parking (19)
  •     Free Wi-Fi (15)
  •     Accessible (5)
  •     Ski (5)
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  •     Sustainability Journey (2)
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  •     Rooms with Jacuzzi / Hot-Tub (1)
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