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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Top guest favourite
Guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom
,
·
1 bed
,
·
1 private bathroom
25–30 Sept
25–30 Sept
$1,089 SGD
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for 5 nights
$1,089 SGD for 5 nights
,
·
4.99 out of 5 average rating, 325 reviews
4.99 (325)
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,274 SGD
$1,954 SGD
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for 5 nights
4.96 out of 5 average rating, 226 reviews
4.96 (226)
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$590 SGD
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for 5 nights
$590 SGD for 5 nights
4.86 out of 5 average rating, 28 reviews
4.86 (28)
Top guest favourite
Guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$2,602 SGD
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for 5 nights
$2,602 SGD for 5 nights
5.0 out of 5 average rating, 32 reviews
5.0 (32)
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
$712 SGD
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for 5 nights
$712 SGD for 5 nights
4.83 out of 5 average rating, 40 reviews
4.83 (40)
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,403 SGD
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for 5 nights
$1,403 SGD for 5 nights
4.92 out of 5 average rating, 324 reviews
4.92 (324)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,414 SGD
$998 SGD
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for 5 nights
Extended stay discount
4.65 out of 5 average rating, 43 reviews
4.65 (43)
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
23–28 Aug
23–28 Aug
$2,010 SGD
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for 5 nights
$2,010 SGD for 5 nights
4.97 out of 5 average rating, 70 reviews
4.97 (70)
Top guest favourite
Guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
$2,806 SGD
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for 5 nights
$2,806 SGD for 5 nights
5.0 out of 5 average rating, 43 reviews
5.0 (43)
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
24–29 Sept
24–29 Sept
$831 SGD
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for 5 nights
$831 SGD for 5 nights
5.0 out of 5 average rating, 88 reviews
5.0 (88)
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,830 SGD
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for 5 nights
$2,830 SGD for 5 nights
4.99 out of 5 average rating, 312 reviews
4.99 (312)
Top guest favourite
Guest favourite
Home in Lanesborough
The Pond House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Nov
20–25 Nov
$1,859 SGD
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for 5 nights
$1,859 SGD for 5 nights
4.96 out of 5 average rating, 52 reviews
4.96 (52)
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
23–28 Aug
23–28 Aug
$850 SGD
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for 5 nights
$850 SGD for 5 nights
4.98 out of 5 average rating, 464 reviews
4.98 (464)
Flat in Pittsfield
Spacious Green 2 bedroom Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$921 SGD
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for 5 nights
$921 SGD for 5 nights
4.81 out of 5 average rating, 52 reviews
4.81 (52)
Guest favourite
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$2,996 SGD
$2,640 SGD
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for 5 nights
4.95 out of 5 average rating, 38 reviews
4.95 (38)
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
2–7 Sept
2–7 Sept
$1,772 SGD
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for 5 nights
$1,772 SGD for 5 nights
4.97 out of 5 average rating, 71 reviews
4.97 (71)
Guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,154 SGD
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for 5 nights
$1,154 SGD for 5 nights
4.93 out of 5 average rating, 109 reviews
4.93 (109)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$519 SGD
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for 5 nights
$519 SGD for 5 nights
4.84 out of 5 average rating, 90 reviews
4.84 (90)
Guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$590 SGD
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for 5 nights
$590 SGD for 5 nights
4.91 out of 5 average rating, 56 reviews
4.91 (56)
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