The Freeman- 14K SF Estate 40acrs Tennis Vineyard
Villas in Sheffield MA
10
Excellent
Info Categories
Dog Friendly Villas

Villas with Parking

Family Friendly Villas

Show more
 
Spacious 6 BR Private Berkshires Retreat
Vacation Home in Sheffield MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Family Friendly Vacation Home

Show more
 
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home near Ski Resorts

Show more
 
106 more hotels nearby!
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 4.9 mi from Sheffield
Vacation Home in New Marlborough MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Free Wi-Fi

Show more
 
The Old Inn On The Green 5.4 mi from Sheffield
Inn in New Marlborough MA
8.4
Very Good
From $308
From $308
Info Categories
Dog Friendly Inn

Inn with Parking

Inn with Rooms With Fireplace

Show more
 
Gedney Farm 5.7 mi from Sheffield
Hotel in New Marlborough MA
8.5
Very Good
Info Categories
Dog Friendly Hotel

Hotel with Parking

Hotel with Rooms With Fireplace

Show more
 
The Egremont Village Inn 5.7 mi from Sheffield
Inn in South Egremont MA
8.5
Very Good
From $126
From $126
Info Categories
Dog Friendly Inn

Inn with Parking

Family Friendly Inn

Show more
 
East Rock Inn 6.3 mi from Sheffield
Aparthotel in Great Barrington MA
Info Categories
Dog Friendly Aparthotel

Aparthotel with Parking

Family Friendly Aparthotel

Show more
 
Great Barrington Getaway 6.6 mi from Sheffield
Vacation Home in Great Barrington MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Free Wi-Fi

Show more
 
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town 6.6 mi from Sheffield
Vacation Home in Great Barrington MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Free Wi-Fi

Show more
 
Downtown Great Barrington Enjoy Mountain Views 6.6 mi from Sheffield
Vacation Home in Great Barrington MA
9.0
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Free Wi-Fi

Show more
 
Woodland Hills Modern Cottage Minutes from Downtown Great Barrington 8.5 mi from Sheffield
Vacation Home in Great Barrington MA
9.6
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Family Friendly Vacation Home

Show more
 
Berkshire Vacation Rentals: High End Berkshires Getaway 8.6 mi from Sheffield
Vacation Home in Hillsdale NY
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Free Wi-Fi

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

Vacation Home with Parking

Vacation Home with Swimming Pool

Outdoor Pool  

Show more
 
Granville House 8.7 mi from Sheffield
Bed & Breakfast in Great Barrington MA
9.9
Excellent
Info Categories
Dog Friendly Bed & Breakfast

Bed & Breakfast with Parking

Luxury Bed & Breakfast

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

Inn with Parking

Inn near Ski Resorts

Show more
 
Sunset 9.3 mi from Sheffield
Vacation Home in Copake Falls NY
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

Vacation Home with Swimming Pool

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

Vacation Home with Parking

Vacation Home with Swimming Pool

Outdoor Pool  

Show more
 
The Briarcliff Motel 9.4 mi from Sheffield
Motel in Great Barrington MA
7.7
Good
From $123
From $123
Info Categories
Dog Friendly Motel

Motel with Parking

Motel near Ski Resorts

Show more
 
Tentrr State Park Site - NY Taconic State Park Orphan Rd Site A 9.9 mi from Sheffield
Luxury Tent in Copake Falls NY
Info Categories
Dog Friendly Luxury Tent

Luxury Tent with Parking

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Parking (109)
  •     Dog Friendly (109)
  •     Dogs Stay Free (1)
  •     Dog Play Area (1)
  •     Free Wi-Fi (74)
  •     3 Star (30)
  •     Ski (28)
  •     Small (24)
  •     Pool (19)
  •     Family (19)
  •     Outdoor Pool (15)
  •     4 Star (13)
  •     Luxury (10)
  •     Accessible (9)
  •     Business (4)
  •     Heated Pool (4)
  •     Honeymoon (4)
  •     Gym (3)
  •     Rooms with Fireplace (3)
  •     Sustainability Journey (3)
  •     Tennis (2)
  •     Boutique-Style (2)
  •     Romantic (2)
  •     EV charging stations (2)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Indoor Pool (1)
  •     Health & Safety (1)
  •     Adult Only (1)
  •     Golf (1)
  •     5 Star (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ