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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
23–28 Aug
23–28 Aug
$1,230 SGD
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for 5 nights
$1,230 SGD for 5 nights
,
·
4.99 out of 5 average rating, 310 reviews
4.99 (310)
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$503 SGD
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for 5 nights
$503 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
4.94 out of 5 average rating, 47 reviews
4.94 (47)
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$503 SGD
Show price breakdown
for 5 nights
$503 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,501 SGD
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for 5 nights
$2,501 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
5.0 out of 5 average rating, 25 reviews
5.0 (25)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,536 SGD
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for 5 nights
$3,536 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
4.98 out of 5 average rating, 455 reviews
4.98 (455)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,014 SGD
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for 5 nights
$1,014 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Pittsfield
Petite Paris
4.81 out of 5 average rating, 37 reviews
4.81 (37)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
5.0 out of 5 average rating, 80 reviews
5.0 (80)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$846 SGD
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for 5 nights
$846 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
4.95 out of 5 average rating, 214 reviews
4.95 (214)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$2,107 SGD
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for 5 nights
$2,107 SGD for 5 nights
Guest favourite
Guest favourite
Home in Lenox
Cozy Home in Lenox
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,190 SGD
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for 5 nights
$2,190 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 308 reviews
4.99 (308)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,696 SGD
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for 5 nights
$2,696 SGD for 5 nights
Pay $0 today
Free cancellation
Room in Pittsfield
The Yellow Room
4.84 out of 5 average rating, 85 reviews
4.84 (85)
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Jul
25–30 Jul
$509 SGD
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for 5 nights
$509 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Pittsfield
Four Seasons Retreat
4.75 out of 5 average rating, 32 reviews
4.75 (32)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,837 SGD
$1,516 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Pittsfield
Beautiful & Serene Getaway
5.0 out of 5 average rating, 18 reviews
5.0 (18)
,
·
3 bedrooms
3 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,591 SGD
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for 5 nights
$1,591 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place
4.91 out of 5 average rating, 314 reviews
4.91 (314)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,320 SGD
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for 5 nights
$1,320 SGD for 5 nights
Guest favourite
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$1,971 SGD
$1,460 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 49 reviews
4.96 (49)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Dec
9–14 Dec
$1,878 SGD
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for 5 nights
$1,878 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Pittsfield
Marie’s Place unit 3
4.97 out of 5 average rating, 60 reviews
4.97 (60)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$2,050 SGD
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for 5 nights
$2,050 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
4.93 out of 5 average rating, 103 reviews
4.93 (103)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,166 SGD
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for 5 nights
$1,166 SGD for 5 nights
Pay $0 today
Free cancellation
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