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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

$7,754 SGD for 5 nights

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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

25–30 Sept

$949 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 179 reviews

Top guest favourite

Flat in Sheffield

Hideaway with Spectacular Berkshire Views

1 bedroom, 2 beds

24–29 Aug

$1,217 SGD for 5 nights

5.0 out of 5 average rating, 408 reviews

Flat in Sheffield

Historic Kellogg House Apartment - Downstairs

1 bedroom, 1 bed

1–6 Aug

$1,040 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Nature lodge in Sheffield

Sheffield Lodge - Washington Room

1 bedroom, 1 double bed

1–6 Aug

$1,067 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 46 reviews

Guest favourite

Home in Sheffield

Cozy Cottage Route 7 Sheffield

1 bedroom

9–14 Sept

$1,189 SGD for 5 nights

4.85 out of 5 average rating, 46 reviews

Top guest favourite

Home in Sheffield

Great Berkshire Getaway !

1 bedroom, 1 queen bed

4–9 Sept

$1,242 SGD for 5 nights

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

25–30 May

$1,364 SGD for 5 nights

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Free cancellation

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

20–25 Aug

$1,894 SGD for 5 nights

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

1–6 Aug

$1,440 SGD for 5 nights

5.0 out of 5 average rating, 93 reviews

Guest favourite

Home in Sheffield

Bull Hill Bungalow

3 bedrooms, 3 beds

7–12 Sept

$1,942 SGD for 5 nights

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 54 reviews

Guest favourite

Home in Sheffield

The Kellogg House in the Heart of The Berkshires

2 bedrooms, 2 queen beds

27 Aug – 1 Sept

$2,152 SGD for 5 nights

4.99 out of 5 average rating, 67 reviews

Cottage in Sheffield

Charming Handcrafted Cottage in the Berkshires!

3 bedrooms, 5 beds

27 Aug – 1 Sept

$1,888 SGD for 5 nights

Pay $0 today

Free cancellation

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

23–28 Aug

$1,465 SGD for 5 nights

5.0 out of 5 average rating, 95 reviews

Top guest favourite

Room in Sheffield

Beautiful Room in Hartfield House - The Berkshires

2 beds

9–14 Sept

$1,299 SGD for 5 nights

Pay $0 today

Free cancellation

4.97 out of 5 average rating, 37 reviews

Guest favourite

Flat in Great Barrington

Beautfiul, modern, GB apartment

1 bedroom, 1 double bed

12–17 Oct

$1,179 SGD for 5 nights

4.81 out of 5 average rating, 301 reviews

Guest favourite

Flat in Sheffield

Historic Kellogg House Apartments - Upstairs

2 bedrooms, 2 double beds

12–17 Sept

$1,214 SGD for 5 nights

4.83 out of 5 average rating, 12 reviews

Top guest favourite

Home in Sheffield

Berkshire Getaway~ No Pet Fee! Walk to Distillery

3 bedrooms, 3 beds

5–10 Aug

$2,924 SGD for 5 nights

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

16–21 Aug

$3,857 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews