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Search results; Over 1,000 homes in Sheffield

Nature lodge in Sheffield
Sheffield Lodge
6 bedrooms, 7 beds, 5 private bathrooms
24–29 Aug
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5.0 out of 5 average rating, 14 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, 178 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
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, 92 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
Guest favourite
Home in Sheffield
Cozy Cottage Route 7 Sheffield
1 bedroom, 1 bathroom
27 Jul – 1 Aug
4.86 out of 5 average rating, 44 reviews
Guest favourite
Nature lodge in Sheffield
Sheffield Lodge - Washington Room
1 bedroom, 1 double bed, 1 bathroom
28 Jul – 2 Aug
4.93 out of 5 average rating, 46 reviews
Guest favourite
Flat in Sheffield
Historic Kellogg House Apartments - Upstairs
2 bedrooms, 2 double beds, 1 bathroom
23–28 Jul
4.83 out of 5 average rating, 12 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, 129 reviews
Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
3 bedrooms, 4 beds, 3 bathrooms
4–9 Aug
New place to stay
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
Top guest favourite
Home in Sheffield
Beautiful Berkshires Home | Perfect For 3 Families
4 bedrooms, 9 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 26 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
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 182 reviews
Cabin in Sheffield
Log Cabin - playroom, fireplace, skiing - $0 fees
4 bedrooms, 8 beds, 3 bathrooms
9–14 Aug
4.77 out of 5 average rating, 345 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 364 reviews
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 52 reviews