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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Guest favourite
Guest favourite
Home in Pittsfield
Hidden Oasis in the Mountains by Evergreen Home
5 bedrooms
,
·
8 beds
,
·
3 private bathrooms
19–24 Sept
19–24 Sept
$4,186 SGD
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for 5 nights
$4,186 SGD for 5 nights
,
·
4.97 out of 5 average rating, 155 reviews
4.97 (155)
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
$2,262 SGD
$1,852 SGD
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for 5 nights
4.96 out of 5 average rating, 225 reviews
4.96 (225)
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
$2,607 SGD
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for 5 nights
$2,607 SGD for 5 nights
5.0 out of 5 average rating, 31 reviews
5.0 (31)
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
$591 SGD
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for 5 nights
$591 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 27 reviews
4.85 (27)
Guest favourite
Guest favourite
Room in Pittsfield
Blue Suite in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$713 SGD
$608 SGD
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for 5 nights
Free cancellation
4.82 out of 5 average rating, 39 reviews
4.82 (39)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Aug
6–11 Aug
$1,596 SGD
$1,125 SGD
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for 5 nights
Extended stay discount
4.64 out of 5 average rating, 42 reviews
4.64 (42)
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
$1,280 SGD
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for 5 nights
$1,280 SGD for 5 nights
4.92 out of 5 average rating, 322 reviews
4.92 (322)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$526 SGD
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for 5 nights
$526 SGD for 5 nights
Free cancellation
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
$591 SGD
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for 5 nights
$591 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 56 reviews
4.91 (56)
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
$2,013 SGD
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for 5 nights
$2,013 SGD for 5 nights
4.97 out of 5 average rating, 70 reviews
4.97 (70)
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
$2,882 SGD
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for 5 nights
$2,882 SGD for 5 nights
4.99 out of 5 average rating, 312 reviews
4.99 (312)
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
$2,811 SGD
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for 5 nights
$2,811 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 43 reviews
5.0 (43)
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
$986 SGD
$877 SGD
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for 5 nights
4.98 out of 5 average rating, 464 reviews
4.98 (464)
Top guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,755 SGD
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for 5 nights
$1,755 SGD for 5 nights
4.97 out of 5 average rating, 122 reviews
4.97 (122)
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
$926 SGD
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for 5 nights
$926 SGD for 5 nights
4.81 out of 5 average rating, 52 reviews
4.81 (52)
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
$1,804 SGD
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for 5 nights
$1,804 SGD for 5 nights
4.97 out of 5 average rating, 71 reviews
4.97 (71)
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
$580 SGD
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for 5 nights
$580 SGD for 5 nights
4.84 out of 5 average rating, 194 reviews
4.84 (194)
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$2,096 SGD
$1,776 SGD
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for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Oct
5–10 Oct
$2,355 SGD
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for 5 nights
$2,355 SGD for 5 nights
4.85 out of 5 average rating, 297 reviews
4.85 (297)
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