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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
6–11 Sept
6–11 Sept
$1,149 SGD
$989 SGD
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for 5 nights
,
·
4.99 out of 5 average rating, 315 reviews
4.99 (315)
Top guest favourite
Guest favourite
17
Reviews
5.0
Stars
Rating
2
Years hosting
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
26–31 Jul
26–31 Jul
$597 SGD
$457 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
86
Reviews
5.0
Stars
Rating
5
Years hosting
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
1 queen bed
1 queen bed
24–29 Aug
24–29 Aug
$855 SGD
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for 5 nights
$855 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 86 reviews
5.0 (86)
Guest favourite
Guest favourite
48
Reviews
4.92
Stars
Rating
2
Years hosting
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
23–28 Aug
23–28 Aug
$597 SGD
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for 5 nights
$597 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 48 reviews
4.92 (48)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
19–24 Jul
19–24 Jul
$1,379 SGD
$973 SGD
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
4.66 out of 5 average rating, 35 reviews
4.66 (35)
Top guest favourite
Guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,448 SGD
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for 5 nights
$3,448 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
9–14 Aug
9–14 Aug
$1,292 SGD
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for 5 nights
$1,292 SGD for 5 nights
4.91 out of 5 average rating, 317 reviews
4.91 (317)
Guest favourite
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5 bedrooms
5 bedrooms
26–31 Jul
26–31 Jul
$7,444 SGD
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for 5 nights
$7,444 SGD for 5 nights
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$2,686 SGD
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for 5 nights
$2,686 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 311 reviews
4.99 (311)
Guest favourite
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
1–6 Nov
1–6 Nov
$603 SGD
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for 5 nights
$603 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 194 reviews
4.84 (194)
Top guest favourite
Guest favourite
460
Reviews
4.98
Stars
Rating
9
Years hosting
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
2 beds
23–28 Aug
23–28 Aug
$1,015 SGD
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for 5 nights
$1,015 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 460 reviews
4.98 (460)
87
Reviews
4.84
Stars
Rating
4
Years hosting
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
26–31 Aug
26–31 Aug
$505 SGD
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for 5 nights
$505 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 87 reviews
4.84 (87)
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
26–31 Jul
26–31 Jul
$2,151 SGD
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for 5 nights
$2,151 SGD for 5 nights
4.95 out of 5 average rating, 218 reviews
4.95 (218)
Top guest favourite
Guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
14–19 Aug
14–19 Aug
$2,099 SGD
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for 5 nights
$2,099 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Home in Lenox
Cozy Home in Lenox
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Jul
15–20 Jul
$1,803 SGD
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for 5 nights
$1,803 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
5–10 Nov
5–10 Nov
$1,427 SGD
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for 5 nights
$1,427 SGD for 5 nights
4.97 out of 5 average rating, 68 reviews
4.97 (68)
Top guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
7–12 Sept
7–12 Sept
$1,168 SGD
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for 5 nights
$1,168 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 105 reviews
4.93 (105)
Top guest favourite
Guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
24–29 Aug
24–29 Aug
$2,663 SGD
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for 5 nights
$2,663 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Top guest favourite
Guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
26–31 Aug
26–31 Aug
$3,107 SGD
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for 5 nights
$3,107 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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