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Search results; Over 1,000 homes in Sheffield
Over 1,000 homes in Sheffield
Top guest favourite
Guest favourite
Flat in Sheffield
Hideaway with Spectacular Berkshire Views
1 bedroom
,
·
2 beds
,
·
1 private bathroom
4–9 Aug
4–9 Aug
$1,265 SGD
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for 5 nights
$1,265 SGD for 5 nights
,
·
5.0 out of 5 average rating, 400 reviews
5.0 (400)
Guest favourite
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
8–13 Jun
8–13 Jun
$2,424 SGD
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for 5 nights
$2,424 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
Guest favourite
Guest favourite
Home in Sheffield
Water-View Home in the Berkshires
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
23–28 Jun
23–28 Jun
$2,148 SGD
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for 5 nights
$2,148 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
14–19 Jun
14–19 Jun
$2,637 SGD
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for 5 nights
$2,637 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Top guest favourite
Guest favourite
Home in Sheffield
Belle Meade
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
8–13 Jun
8–13 Jun
$2,442 SGD
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for 5 nights
$2,442 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 128 reviews
4.99 (128)
Guest favourite
Guest favourite
Home in Sheffield
All new mountain retreat near Great Barrington.
3 bedrooms
3 bedrooms
5 beds
,
·
5 beds
24–29 Jun
24–29 Jun
$4,391 SGD
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for 5 nights
$4,391 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Sheffield
Cozy Cottage Route 7 Sheffield
1 bedroom
1 bedroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,174 SGD
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for 5 nights
$1,174 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 41 reviews
4.85 (41)
Top guest favourite
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
21–26 Jun
21–26 Jun
$2,121 SGD
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for 5 nights
$2,121 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Top guest favourite
Guest favourite
Flat in Sheffield
Private Berkshire Barn Apartment
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
4–9 Aug
4–9 Aug
$961 SGD
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for 5 nights
$961 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 173 reviews
4.94 (173)
Superhost
Superhost
Home in Sheffield
52-Acre Berkshires Farmhouse • Fire Pit + Trails
4 bedrooms
4 bedrooms
9 beds
,
·
9 beds
21–26 Jun
21–26 Jun
$2,631 SGD
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for 5 nights
$2,631 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Cabin in Sheffield
Log Cabin - playroom, fireplace, skiing - $0 fees
4 bedrooms
4 bedrooms
8 beds
,
·
8 beds
20–25 Jun
20–25 Jun
$2,824 SGD
$2,047 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.78 out of 5 average rating, 340 reviews
4.78 (340)
Top guest favourite
Guest favourite
Guest suite in Sheffield
The Sunset Suite~Great South Berkshire Location!
1 queen bed
1 queen bed
5–10 Jun
5–10 Jun
$1,371 SGD
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for 5 nights
$1,371 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 89 reviews
5.0 (89)
Guest favourite
Guest favourite
Tiny home in New Marlborough
Bedroom Forest View I Sauna I Fire-pit I Trails
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,557 SGD
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for 5 nights
$2,557 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 168 reviews
4.94 (168)
Guest favourite
Guest favourite
Cottage in Sheffield
Cheerful 3-bedroom cottage with woodstove.
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
8–13 Sept
8–13 Sept
$1,753 SGD
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for 5 nights
$1,753 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 182 reviews
4.93 (182)
Top guest favourite
Guest favourite
Home in Salisbury
Greystone at Twin Lakes
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
27 Jun – 2 Jul
27 Jun – 2 Jul
$1,553 SGD
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for 5 nights
$1,553 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 62 reviews
4.98 (62)
Top guest favourite
Guest favourite
Home in Sheffield
Berkshire Getaway~ No Pet Fee! Walk to Distillery
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
7–12 Jun
7–12 Jun
$2,416 SGD
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for 5 nights
$2,416 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 94 reviews
4.89 (94)
Guest favourite
Guest favourite
Barn in Sheffield
Modern Dairy Barn
4 bedrooms
4 bedrooms
5 beds
,
·
5 beds
6–11 Jun
6–11 Jun
$3,114 SGD
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for 5 nights
$3,114 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
9–14 Jun
9–14 Jun
$1,824 SGD
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for 5 nights
$1,824 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in New Marlborough
Scenic Berkshire retreat near Great Barrington
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
6–11 Jun
6–11 Jun
$2,492 SGD
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for 5 nights
$2,492 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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