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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Descriptions are based on details hosts provide
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
$1,145 SGD
$987 SGD
Show price breakdown
for 5 nights
,
·
4.99 out of 5 average rating, 315 reviews
4.99 (315)
Top guest favourite
Guest favourite
Room in Pittsfield
Themed room in a Queen Anne Victorian
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
·
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$596 SGD
$421 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
4.92 out of 5 average rating, 48 reviews
4.92 (48)
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$596 SGD
Show price breakdown
for 5 nights
$596 SGD for 5 nights
Pay $0 today
Free cancellation
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, 86 reviews
5.0 (86)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$853 SGD
Show price breakdown
for 5 nights
$853 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, 26 reviews
5.0 (26)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,438 SGD
Show price breakdown
for 5 nights
$3,438 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Pittsfield
Newly renovated, minutes from ski and downtown
4.91 out of 5 average rating, 317 reviews
4.91 (317)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,289 SGD
Show price breakdown
for 5 nights
$1,289 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
4.98 out of 5 average rating, 460 reviews
4.98 (460)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,012 SGD
Show price breakdown
for 5 nights
$1,012 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews
4.99 (311)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,688 SGD
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for 5 nights
$2,688 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
Grand piano and game room near Tanglewood
4.95 out of 5 average rating, 218 reviews
4.95 (218)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$2,145 SGD
Show price breakdown
for 5 nights
$2,145 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
4.84 out of 5 average rating, 194 reviews
4.84 (194)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Nov
1–6 Nov
$602 SGD
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for 5 nights
$602 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Lenox
Newly renovated, 10 minutes from Tanglewood
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$1,715 SGD
Show price breakdown
for 5 nights
$1,715 SGD for 5 nights
Home in Lenox
Walk to Tanglewood from 2 acres
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Jul
25–30 Jul
$3,363 SGD
Show price breakdown
for 5 nights
$3,363 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Pittsfield
Blue Suite in Downtown Victorian
4.77 out of 5 average rating, 31 reviews
4.77 (31)
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$718 SGD
Show price breakdown
for 5 nights
$718 SGD for 5 nights
Pay $0 today
Free cancellation
Room in Pittsfield
The Yellow Room
4.84 out of 5 average rating, 87 reviews
4.84 (87)
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Aug
26–31 Aug
$504 SGD
Show price breakdown
for 5 nights
$504 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,093 SGD
Show price breakdown
for 5 nights
$2,093 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5.0 out of 5 average rating, 35 reviews
5.0 (35)
,
·
5 bedrooms
5 bedrooms
,
·
4.5 bathrooms
4.5 bathrooms
26–31 Jul
26–31 Jul
$7,423 SGD
Show price breakdown
for 5 nights
$7,423 SGD for 5 nights
Guest favourite
Guest favourite
Guest suite in Lenox
High Above Cliffwood (Full Apartment)
5.0 out of 5 average rating, 21 reviews
5.0 (21)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
31 Jul – 5 Aug
31 Jul – 5 Aug
$1,641 SGD
Show price breakdown
for 5 nights
$1,641 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Pittsfield
Spacious Green 2 bedroom Downtown
4.82 out of 5 average rating, 49 reviews
4.82 (49)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,006 SGD
$919 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Flat in Pittsfield
Quiet Berkshires base near ski and trails
4.93 out of 5 average rating, 105 reviews
4.93 (105)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,165 SGD
Show price breakdown
for 5 nights
$1,165 SGD for 5 nights
Pay $0 today
Free cancellation
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