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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
8–13 Sept
8–13 Sept
$2,875 SGD
$2,606 SGD
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for 5 nights
,
·
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
6–11 Sept
6–11 Sept
$588 SGD
$416 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 40 reviews
4.9 (40)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
7–12 Sept
7–12 Sept
$612 SGD
$433 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 63 reviews
4.9 (63)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Pittsfield
Blue Suite in Downtown Victorian
1 bed
1 bed
6–11 Sept
6–11 Sept
$709 SGD
$536 SGD
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for 5 nights
Free cancellation
4.85 out of 5 average rating, 47 reviews
4.85 (47)
Photo 1 of 6
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
7–12 Sept
7–12 Sept
$1,320 SGD
$932 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.63 out of 5 average rating, 49 reviews
4.63 (49)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
2 beds
12–17 Sept
12–17 Sept
$818 SGD
$731 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 466 reviews
4.98 (466)
Photo 1 of 6
Superhost
Superhost
Home in Pittsfield
Grand Berkshire Manor By Evergreen Home
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
2–7 Sept
2–7 Sept
$7,186 SGD
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for 5 nights
$7,186 SGD for 5 nights
New place to stay
New
Photo 1 of 6
Home in Pittsfield
Lake House Onota Lake
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
6–11 Sept
6–11 Sept
$1,691 SGD
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for 5 nights
$1,691 SGD for 5 nights
Free cancellation
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
11–16 Sept
11–16 Sept
$1,606 SGD
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for 5 nights
$1,606 SGD for 5 nights
4.96 out of 5 average rating, 230 reviews
4.96 (230)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
1–6 Sept
1–6 Sept
$4,959 SGD
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for 5 nights
$4,959 SGD for 5 nights
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
1 queen bed
1 queen bed
3–8 Oct
3–8 Oct
$937 SGD
$821 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 94 reviews
5.0 (94)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
9–14 Sept
9–14 Sept
$1,466 SGD
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for 5 nights
$1,466 SGD for 5 nights
4.97 out of 5 average rating, 74 reviews
4.97 (74)
Photo 1 of 6
Guest favourite
Guest favourite
Resort in Hancock
Country Inn Suite at Jiminy Peak - No fees added
1 bedroom
1 bedroom
,
·
2 beds
2 beds
1–6 Sept
1–6 Sept
$1,116 SGD
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for 5 nights
$1,116 SGD for 5 nights
4.74 out of 5 average rating, 289 reviews
4.74 (289)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Views
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
13–18 Sept
13–18 Sept
$4,846 SGD
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for 5 nights
$4,846 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 6
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
6–11 Sept
6–11 Sept
$1,378 SGD
$1,208 SGD
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for 5 nights
4.92 out of 5 average rating, 328 reviews
4.92 (328)
Photo 1 of 6
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
12–17 Oct
12–17 Oct
$596 SGD
$526 SGD
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for 5 nights
Free cancellation
4.83 out of 5 average rating, 95 reviews
4.83 (95)
Photo 1 of 6
Top guest favourite
Guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
1–6 Sept
1–6 Sept
$2,676 SGD
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for 5 nights
$2,676 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Photo 1 of 6
Top guest favourite
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
12–17 Sept
12–17 Sept
$828 SGD
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for 5 nights
$828 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 140 reviews
4.92 (140)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
20–25 Sept
20–25 Sept
$5,627 SGD
$4,977 SGD
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for 5 nights
Free cancellation
4.78 out of 5 average rating, 113 reviews
4.78 (113)
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