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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
Cantabile life in the Berkshires
3 bedrooms
,
·
5 beds
,
·
2 private bathrooms
9–14 Aug
9–14 Aug
$2,263 SGD
$1,683 SGD
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for 5 nights
,
·
4.96 out of 5 average rating, 224 reviews
4.96 (224)
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
$714 SGD
$644 SGD
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for 5 nights
Free cancellation
4.82 out of 5 average rating, 38 reviews
4.82 (38)
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
$2,608 SGD
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for 5 nights
$2,608 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
$592 SGD
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for 5 nights
$592 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 26 reviews
4.85 (26)
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
$1,418 SGD
$1,000 SGD
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for 5 nights
Extended stay discount
4.71 out of 5 average rating, 41 reviews
4.71 (41)
Guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$592 SGD
Show price breakdown
for 5 nights
$592 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 55 reviews
4.91 (55)
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
$1,281 SGD
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for 5 nights
$1,281 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
$530 SGD
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for 5 nights
$530 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 90 reviews
4.84 (90)
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
10–15 Aug
10–15 Aug
$1,666 SGD
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for 5 nights
$1,666 SGD for 5 nights
4.97 out of 5 average rating, 70 reviews
4.97 (70)
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)
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
$1,756 SGD
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for 5 nights
$1,756 SGD for 5 nights
4.97 out of 5 average rating, 122 reviews
4.97 (122)
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
$2,015 SGD
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for 5 nights
$2,015 SGD for 5 nights
4.97 out of 5 average rating, 70 reviews
4.97 (70)
Top guest favourite
Guest favourite
Home in Pittsfield
Lake/Mountain View Getaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,785 SGD
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for 5 nights
$1,785 SGD for 5 nights
4.95 out of 5 average rating, 94 reviews
4.95 (94)
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
$2,813 SGD
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for 5 nights
$2,813 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 43 reviews
5.0 (43)
Room in Pittsfield
Cozy room in Pittsfield #1
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Aug
8–13 Aug
$654 SGD
$587 SGD
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for 5 nights
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
$2,098 SGD
$1,777 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
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
$1,006 SGD
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for 5 nights
$1,006 SGD for 5 nights
4.98 out of 5 average rating, 464 reviews
4.98 (464)
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
$2,883 SGD
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for 5 nights
$2,883 SGD for 5 nights
4.99 out of 5 average rating, 312 reviews
4.99 (312)
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
24–29 Aug
24–29 Aug
$2,465 SGD
Show price breakdown
for 5 nights
$2,465 SGD for 5 nights
4.85 out of 5 average rating, 297 reviews
4.85 (297)
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