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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
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
$2,867 SGD
$2,598 SGD
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for 5 nights
,
·
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$586 SGD
$415 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 46 reviews
4.91 (46)
Guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
10–15 Sept
10–15 Sept
$635 SGD
$449 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 68 reviews
4.9 (68)
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Sept
13–18 Sept
$1,615 SGD
Show price breakdown
for 5 nights
$1,615 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Room in Pittsfield
Blue Suite in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$707 SGD
$520 SGD
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for 5 nights
Free cancellation
4.86 out of 5 average rating, 51 reviews
4.86 (51)
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$815 SGD
$729 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 466 reviews
4.98 (466)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,316 SGD
$929 SGD
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for 5 nights
Extended stay discount
4.64 out of 5 average rating, 50 reviews
4.64 (50)
Top guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$1,602 SGD
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for 5 nights
$1,602 SGD for 5 nights
4.95 out of 5 average rating, 232 reviews
4.95 (232)
Top guest favourite
Guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
3–8 Sept
3–8 Sept
$4,945 SGD
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for 5 nights
$4,945 SGD for 5 nights
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Superhost
Superhost
Home in Pittsfield
Grand Berkshire Manor By Evergreen Home
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
4 bathrooms
4 bathrooms
3–8 Sept
3–8 Sept
$7,165 SGD
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for 5 nights
$7,165 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Nov
1–6 Nov
$575 SGD
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for 5 nights
$575 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 194 reviews
4.84 (194)
Guest favourite
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,416 SGD
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for 5 nights
$1,416 SGD for 5 nights
4.97 out of 5 average rating, 74 reviews
4.97 (74)
Top guest favourite
Guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$927 SGD
$813 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 95 reviews
5.0 (95)
Top guest favourite
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$825 SGD
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for 5 nights
$825 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 141 reviews
4.92 (141)
Guest favourite
Guest favourite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
28 Oct – 2 Nov
28 Oct – 2 Nov
$1,077 SGD
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for 5 nights
$1,077 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 133 reviews
4.93 (133)
Top guest favourite
Guest favourite
Cottage in Pittsfield
Charming Lakeview Cottage in the Berkshires
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,596 SGD
Show price breakdown
for 5 nights
$1,596 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Pittsfield
Charming Historic Retreat, <15 min from Lenox
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Sept
8–13 Sept
$4,420 SGD
Show price breakdown
for 5 nights
$4,420 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Sept
12–17 Sept
$2,129 SGD
$1,883 SGD
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for 5 nights
4.97 out of 5 average rating, 75 reviews
4.97 (75)
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Estate
9 bedrooms
9 bedrooms
,
·
10 beds
10 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Sept
1–6 Sept
$8,057 SGD
$7,110 SGD
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for 5 nights
4.86 out of 5 average rating, 21 reviews
4.86 (21)
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