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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
Cute Room with Bay Window in Downtown 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
$456 SGD
Show price breakdown
for 5 nights
$456 SGD for 5 nights
Pay $0 today
Free cancellation
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
Show price breakdown
for 5 nights
$602 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
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for 5 nights
$853 SGD 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
Spacious suite with homemade breakfast included
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
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for 5 nights
$1,012 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
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for 5 nights
$504 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Guest suite in Pittsfield
Tranquil annex with a fire pit
4.91 out of 5 average rating, 127 reviews
4.91 (127)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$822 SGD
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for 5 nights
$822 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
4.97 out of 5 average rating, 68 reviews
4.97 (68)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Nov
5–10 Nov
$1,423 SGD
Show price breakdown
for 5 nights
$1,423 SGD 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
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for 5 nights
$1,165 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lanesborough
Cabin-in-the-woods feel on a pond
4.96 out of 5 average rating, 51 reviews
4.96 (51)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Dec
9–14 Dec
$1,875 SGD
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for 5 nights
$1,875 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
4.94 out of 5 average rating, 36 reviews
4.94 (36)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$3,318 SGD
$2,664 SGD
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for 5 nights
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
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for 5 nights
$718 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
Solar home with heated floors and porch
4.93 out of 5 average rating, 133 reviews
4.93 (133)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
28 Oct – 2 Nov
28 Oct – 2 Nov
$1,125 SGD
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for 5 nights
$1,125 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
4.77 out of 5 average rating, 108 reviews
4.77 (108)
,
·
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
19–24 Jul
19–24 Jul
$5,040 SGD
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for 5 nights
$5,040 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Hancock
Ski-in/ski-out with pool and hot tub
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,928 SGD
$1,430 SGD
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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)
,
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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
Guest favourite
Guest favourite
Resort in Hancock
Ski resort suite in the Berkshires
4.72 out of 5 average rating, 267 reviews
4.72 (267)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$1,259 SGD
Show price breakdown
for 5 nights
$1,259 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Estate
4.81 out of 5 average rating, 16 reviews
4.81 (16)
,
·
9 bedrooms
9 bedrooms
,
·
10 beds
10 beds
,
·
4.5 bathrooms
4.5 bathrooms
15–20 Jul
15–20 Jul
$7,228 SGD
Show price breakdown
for 5 nights
$7,228 SGD for 5 nights
Free cancellation
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