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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
23–28 Aug
23–28 Aug
$1,966 SGD
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for 5 nights
$1,966 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
30 Aug – 4 Sept
30 Aug – 4 Sept
$595 SGD
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for 5 nights
$595 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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
$595 SGD
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for 5 nights
$595 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 49 reviews
4.92 (49)
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
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,165 SGD
$2,843 SGD
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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
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,140 SGD
$986 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 315 reviews
4.99 (315)
Top guest favourite
Guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$852 SGD
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for 5 nights
$852 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
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5 bedrooms
5 bedrooms
,
·
4.5 bathrooms
4.5 bathrooms
26–31 Jul
26–31 Jul
$7,419 SGD
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for 5 nights
$7,419 SGD for 5 nights
5.0 out of 5 average rating, 35 reviews
5.0 (35)
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
$1,288 SGD
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for 5 nights
$1,288 SGD for 5 nights
4.92 out of 5 average rating, 318 reviews
4.92 (318)
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
23–28 Aug
23–28 Aug
$2,479 SGD
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for 5 nights
$2,479 SGD for 5 nights
Pay $0 today
Free cancellation
4.85 out of 5 average rating, 296 reviews
4.85 (296)
Guest favourite
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$3,316 SGD
$2,662 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favourite
Guest favourite
Home in Lenox
Cozy Home in Lenox
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 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
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,927 SGD
$1,429 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
24–29 Aug
24–29 Aug
$2,654 SGD
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for 5 nights
$2,654 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Jul
25–30 Jul
$3,056 SGD
$2,776 SGD
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for 5 nights
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Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,091 SGD
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for 5 nights
$2,091 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Aug
26–31 Aug
$504 SGD
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for 5 nights
$504 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 88 reviews
4.84 (88)
Guest favourite
Guest favourite
Room in Pittsfield
Sunny Room in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
21–26 Jul
21–26 Jul
$644 SGD
$455 SGD
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for 5 nights
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Free cancellation
4.78 out of 5 average rating, 18 reviews
4.78 (18)
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
$718 SGD
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for 5 nights
$718 SGD for 5 nights
Pay $0 today
Free cancellation
4.79 out of 5 average rating, 33 reviews
4.79 (33)
Flat in Pittsfield
Spacious Green 2 bedroom Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,004 SGD
$917 SGD
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for 5 nights
4.8 out of 5 average rating, 50 reviews
4.8 (50)
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