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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
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
,
·
5 beds
,
·
2 private bathrooms
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
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$457 SGD
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for 5 nights
$457 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Home in Pittsfield
New lakefront home with rooftop lake views
5 bedrooms
5 bedrooms
,
·
4.5 bathrooms
4.5 bathrooms
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 Pittsfield
1847 farmhouse with a wraparound porch
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
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 Pittsfield
Newly renovated with cathedral ceilings, near Tanglewood
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,633 SGD
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for 5 nights
$2,633 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 75 reviews
4.95 (75)
Top guest favourite
Guest favourite
Room in Pittsfield
Sunrooms, garden, and fire pit in Berkshires
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
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)
Top guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
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
Lakefront with a pool and kayaks
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
4.5 bathrooms
4.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$6,861 SGD
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for 5 nights
$6,861 SGD for 5 nights
4.98 out of 5 average rating, 81 reviews
4.98 (81)
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Views
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
13–18 Sept
13–18 Sept
$4,921 SGD
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for 5 nights
$4,921 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Room in Pittsfield
Drag-themed Queen Anne Victorian mansion
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
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)
Guest favourite
Guest favourite
Home in Pittsfield
Restored retreat on 12 private acres
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$3,327 SGD
$2,671 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Guest favourite
Guest favourite
Home in Pittsfield
Mountain views, hot tub, and a fireplace
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$4,542 SGD
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for 5 nights
$4,542 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 152 reviews
4.97 (152)
Top guest favourite
Guest favourite
Home in Pittsfield
Pond-front with a fireplace and kayak
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
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)
Top guest favourite
Guest favourite
Home in Pittsfield
Colonial home with a porch and yard
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Aug
23–28 Aug
$2,033 SGD
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for 5 nights
$2,033 SGD for 5 nights
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Top guest favourite
Guest favourite
Room in Pittsfield
Spacious suite with homemade breakfast included
2 beds
2 beds
,
·
1 bathroom
1 bathroom
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)
Guest favourite
Guest favourite
Flat in Pittsfield
Berkshire’s Sweet Spot- Pool and Spa- Discount Now
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
2–7 Aug
2–7 Aug
$2,602 SGD
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for 5 nights
$2,602 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 84 reviews
4.93 (84)
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
$1,292 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)
Top guest favourite
Guest favourite
Home in Pittsfield
Lake views from 3 decks with fire pit
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
13–18 Sept
13–18 Sept
$4,578 SGD
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for 5 nights
$4,578 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Room in Pittsfield
1800s artist’s home near downtown
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
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)
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