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

Vacation Home with Swimming Pool

Outdoor Pool  

Family Friendly Vacation Home

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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

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18 more hotels nearby!
The Old Inn On The Green 5.4 mi from Sheffield
Inn in New Marlborough MA
8.4
Very Good
From $308
From $308
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Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn with Rooms With Fireplace

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Blackberry River Inn 8.2 mi from Sheffield
Bed & Breakfast in Norfolk CT
8.6
Very Good
From $198
From $198
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Dog Friendly Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool  

Bed & Breakfast with Free Wi-Fi

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Thornewood Inn 8.3 mi from Sheffield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
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Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn near Ski Resorts

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Berkshire Vacation Rentals: Mountain View Estate Sleeps 18 8.7 mi from Sheffield
Vacation Home in North Egremont MA
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Swiss Hütte Inn and Restaurant 8.9 mi from Sheffield
Inn in Hillsdale NY
8.5
Very Good
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Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn near Ski Resorts

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Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool 9.3 mi from Sheffield
Vacation Home in North Egremont MA
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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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Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Historic Hotel

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Country Charmer 12.9 mi from Sheffield
Vacation Home in Lee MA
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Seven Hills Inn 16.3 mi from Sheffield
Inn in Lenox MA
7.2
Good
From $166
From $166
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Dog Friendly Inn

Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Inn

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Wheatleigh 16.5 mi from Sheffield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
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Dog Friendly Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Hotel with Parking

EV charging stations  

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Walk to Tnglewd, Stckbrdg Bwl, Wheatleigh, HTd Pool, Hot Tub 16.7 mi from Sheffield
Vacation Home in Lenox MA
8.8
Excellent
From $612
From $612
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Vacation Home

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Waterfalls and Trails at The Mills At Green Hole 17.6 mi from Sheffield
Vacation Home in Hillsdale NY
10
Excellent
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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Berkshire Travel Lodge 17.9 mi from Sheffield
Motel in Canaan NY
4.7
Rated
From $70
From $70
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Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool  

Motel near Ski Resorts

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Clatter Hall 18.8 mi from Sheffield
Vacation Home in Spencertown NY
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home near Ski Resorts

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Berkshire Vacation Rentals: Private Oasis: 16 Acres Pool 20.2 mi from Sheffield
Vacation Home in Chatham NY
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Lenox House with Screened Patio and Mountain View 20.8 mi from Sheffield
Vacation Home in Lenox MA
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Charming Lenox Home View of October Mountain 20.8 mi from Sheffield
Vacation Home in Lenox MA
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Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Cornwall Inn and Lodge 21.7 mi from Sheffield
Inn in Cornwall Bridge CT
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Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn near Ski Resorts

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Outdoor Pool (20)
  •     Dog Friendly (20)
  •     Pool (20)
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