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Search results; Over 1,000 homes in Sheffield

Top guest favourite
Flat in Sheffield
Hideaway with Spectacular Berkshire Views
1 bedroom, 2 beds, 1 private bathroom
24–29 Aug
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5.0 out of 5 average rating, 402 reviews
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds, 2 bathrooms
21–26 Jun
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Sheffield
52-Acre Berkshires Farmhouse • Fire Pit + Trails
4 bedrooms, 9 beds, 2.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sheffield
All new mountain retreat near Great Barrington.
3 bedrooms, 5 beds, 2 bathrooms
24–29 Jun
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Sheffield
Water-View Home in the Berkshires
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Jun
4.98 out of 5 average rating, 64 reviews
Guest favourite
Home in Sheffield
Cozy Cottage Route 7 Sheffield
1 bedroom, 1 bathroom
27 Jul – 1 Aug
4.85 out of 5 average rating, 41 reviews
Top guest favourite
Guest suite in Sheffield
The Sunset Suite~Great South Berkshire Location!
1 queen bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Sheffield
Belle Meade
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Cottage in Sheffield
The Blue Elm - A Historic Country Cottage
1 bedroom, 2 beds, 1.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Sheffield
Private Berkshire Barn Apartment
1 bedroom, 1 queen bed, 1 bathroom
27 Aug – 1 Sept
4.94 out of 5 average rating, 175 reviews
Top guest favourite
Home in Sheffield
Great Berkshire Getaway !
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
4.95 out of 5 average rating, 111 reviews
Guest favourite
Home in Sheffield
Peaceful and Private Setting
3 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
4.94 out of 5 average rating, 33 reviews
Guest favourite
Home in Sheffield
Perfect Peaceful Berkshire Location !
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Sept
4.91 out of 5 average rating, 128 reviews
Guest favourite
Nature lodge in Sheffield
Sheffield Lodge - Ramblewood Master
1 bedroom, 1 king bed, 1 bathroom
21–26 Jun
4.98 out of 5 average rating, 57 reviews
Guest favourite
Cottage in Sheffield
Cheerful 3-bedroom cottage with woodstove.
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.92 out of 5 average rating, 186 reviews
Top guest favourite
Guest house in Sheffield
Spring Fling at the Black Bear Bungalow
1 bedroom, 1 queen bed, 1 bathroom
25–30 May
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 38 reviews