in Sheffield (Massachusetts) and its surroundings

Whitney by AvantStay Private Berkshires Estate

Sheffield
Holiday home 10 people, 1 bedroom, 2 bathrooms

2.1 km
from center

Waterview House in the Berkshires close to Hiking

Sheffield
Holiday home, 210 m² 6 people, 3 bedrooms, 2 bathrooms

2.3 km
from center

Summer and Fall with Monthly Special Pricing Available

Sheffield
Holiday home, 235 m² 6 people, 3 bedrooms, 3 bathrooms

3.9 km
from center

The Freeman- 14K SF Estate 40acrs Tennis Vineyard

Sheffield
Villa 25 people, 8 bedrooms, 4 bathrooms

4.8 km
from center

Race Brook Lodge

Sheffield

5.5 km
from center

7.4/10
Good

Charming barn in the heart of the Berkshires

New Marlborough
Apartment, 121 m² 1 person, 1 bedroom, 1 bathroom

7.3 km
from Sheffield

The Mill River Cabin with fireplace and River View!

Mill River
Holiday home, 102 m² 5 people, 2 bedrooms, 1 bathroom

7.3 km
from Sheffield

9.3/10
Outstanding

Wainwright Inn

Great Barrington
8 bedrooms, 25 to 37 m² 2 to 4 people (total 19 people)

8.6 km
from Sheffield

9.3/10
Outstanding

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining

Great Barrington
Holiday home, 153 m² 10 people, 4 bedrooms, 2 bathrooms

8.7 km
from Sheffield

Berkshire Vacation Rentals: Peaceful Post and Beam Loft 9 people

New Marlborough
Holiday home, 198 m² 9 people, 1 bedroom, 2 bathrooms

8.9 km
from Sheffield

Rustic Berkshires Cottage at Lake Buel with Kayaks!

New Marlborough
Holiday home, 70 m² 2 people, 1 bedroom, 1 bathroom

9 km
from Sheffield

9.3/10
Outstanding

renovated Lakefront House with Dock Pets Welcome!

New Marlborough
Holiday home, 130 m² 8 people, 4 bedrooms, 3 bathrooms

9 km
from Sheffield

Berkshires Cottage on Lake Buel

Great Barrington
Holiday home, 186 m² 6 people, 3 bedrooms, 3 bathrooms

9.1 km
from Sheffield

Quality Inn

Great Barrington

9.1 km
from Sheffield

7.8/10
Good

The Barrington

Great Barrington
8 bedrooms, 42 to 51 m² 2 people (total 16 people)

9.4 km
from Sheffield

9.4/10
Outstanding

East Rock Inn

Great Barrington

9.5 km
from Sheffield

9.3/10
Outstanding

Berkshire Vacation Rentals: Great Barrington Cabin 14 people Walk To Town

Great Barrington
Holiday home, 166 m² 14 people, 3 bedrooms, 3 bathrooms

9.6 km
from Sheffield

Downtown Great Barrington Enjoy Mountain Views

Great Barrington
Holiday home, 111 m² 8 people, 3 bedrooms, 2 bathrooms

9.6 km
from Sheffield

Berkshire Vacation Rentals: Great Barrington Walkable To Lake and Town

Great Barrington
Holiday home, 139 m² 11 people, 3 bedrooms, 2 bathrooms

9.8 km
from Sheffield

The Old Inn On The Green

New Marlborough

10.4 km
from Sheffield

8.4/10
Very good

Serene Monterey House with Deck close to Skiing and Hiking!

Monterey
Holiday home, 279 m² 8 people, 3 bedrooms, 3 bathrooms

10.6 km
from Sheffield

Private House Overlooking Stevens Lake

Great Barrington
Holiday home, 229 m² 6 people, 3 bedrooms, 2 bathrooms

10.7 km
from Sheffield

Monument Mountain Motel

Great Barrington

10.8 km
from Sheffield

7.9/10
Good

NEW LISTING SPECIAL SAVE 10 Impeccable House Minutes from Downtown Great Barrington

Great Barrington
Holiday home, 288 m² 8 people, 4 bedrooms, 3 bathrooms

10.8 km
from Sheffield

Gedney Farm

New Marlborough

10.8 km
from Sheffield

8.5/10
Very good

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10.8 km
from Sheffield

8.8/10
Very good

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

11.4 km
from Sheffield

6.9/10

Holiday Inn Express Great Barrington, an IHG Hotel

Great Barrington

11.5 km
from Sheffield

8.2/10
Very good