Sheffield Apartments
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Featured Apartments in Sheffield
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lee MA
With a stay at this apartment in Lee, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Downtown Gateway to the Berkshires. Walk to Everything.
Lee MA
With a stay at this apartment in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Lee Library.
Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool
Amenia NY
With a stay at this apartment in Amenia, you'll be within a 15-minute walk of Amenia Free Library and Amenia Town Hall.
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Heart of Lenox!! - renovated downtown apartment
Lenox MA
With a stay at this apartment in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted CT
The price is AU$254 per night from 28 Dec to 29 Dec
AU$254
28 Dec - 29 Dec
includes taxes & fees
With a stay at this apartment in Winchester, you'll be on a lake, just a 4-minute walk from Highland Lake and 9 minutes by foot from The Marina at Highland ...
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Sheffield MA
With a stay at this apartment in Sheffield, you'll be steps from Housatonic River and a 4-minute drive from Thom Reed UFO Monument Park.
Modern Copake Falls Getaway
Copake Falls NY
Located in Copake Falls, this apartment is in a rural location, within a 5-minute drive of Taconic State Park and Community Library.
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Lee MA
With a stay at this apartment, you'll be centrally located in Lee, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.
The Brooks Motel: Exceptional Suite
Hillsdale NY
The price is AU$306 per night from 2 Jan to 3 Jan
AU$306
2 Jan - 3 Jan 2026
includes taxes & fees
Located in Hillsdale, this apartment is in a rural location, within a 5-minute drive of Hillsdale Town Hall and Catamount Aerial Adventure Park.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Sheffield Apartments essential information
Accommodation | 58 Apartments |
|---|---|
Lowest Price | AU$154 |
Highest Price | AU$306 |
Popular accommodation | Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, Downtown Gateway to the Berkshires. Walk to Everything., Charming studio w/WiFi & AC in welcoming Amenia w/seasonal heated pool, Heart of Lenox!! - renovated downtown apartment, Enjoy a restful stay with fast internet, smart TV and the company of your pet., Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails, Modern Copake Falls Getaway, 1500 sqft private entrance with beautiful views of the Berkshire Mountains, The Brooks Motel: Exceptional Suite |
Top trending hotels in Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 30 Dec to 31 Dec
AU$272
30 Dec - 31 Dec
includes taxes & fees
With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
Antique Farmhouse Totally Restored
Sheffield MA
Located in Sheffield, this vacation home is in a rural location, within a 5-minute drive of Mount Riga State Park and Mount Everett State Reservation.
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 4 Jan to 5 Jan
AU$154
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
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Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 11 Jan to 12 Jan
AU$198
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More ways to explore Sheffield
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