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Search results; Over 1,000 homes in Sheffield

Top guest favourite
Nature lodge in Sheffield
Sheffield Lodge - Monument Room
1 bedroom, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.94 out of 5 average rating, 77 reviews
Top guest favourite
Flat in Sheffield
Private Berkshire Barn Apartment
1 bedroom, 1 queen bed, 1 bathroom
25–30 Sept
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Flat in Sheffield
Hideaway with Spectacular Berkshire Views
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 407 reviews
Flat in Sheffield
Historic Kellogg House Apartment - Downstairs
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Room in Sheffield
Sheffield Lodge - Taconic Room
2 single beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Sheffield
Cozy Cottage Route 7 Sheffield
1 bedroom, 1 bathroom
9–14 Sept
4.86 out of 5 average rating, 44 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, 113 reviews
Top guest favourite
Guest house in Sheffield
Summer Sizzler at the Black Bear Bungalow
1 bedroom, 1 queen bed, 1 bathroom
25–30 May
4.94 out of 5 average rating, 31 reviews
Superhost
Guest house in Sheffield
The Cottage at 3 Sisters Farm
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Aug
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Sheffield
The Sunset Suite~Great South Berkshire Location!
1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Room in Sheffield
Beautiful Room in Hartfield House - The Berkshires
2 beds, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 37 reviews
Cottage in Sheffield
Charming Handcrafted Cottage in the Berkshires!
3 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.78 out of 5 average rating, 101 reviews
Top guest favourite
Cottage in Sheffield
The Blue Elm - A Historic Country Cottage
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 95 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed, 1 bathroom
2–7 Aug
4.87 out of 5 average rating, 104 reviews
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
27 Aug – 1 Sept
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Sheffield
Berkshire Getaway~ No Pet Fee! Walk to Distillery
3 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
4.9 out of 5 average rating, 98 reviews
Guest favourite
Home in Sheffield
52-Acre Berkshires Farmhouse • Fire Pit + Trails
4 bedrooms, 9 beds, 2.5 bathrooms
6–11 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Canaan
West Main
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 177 reviews