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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
$1,969 SGD
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for 5 nights
$1,969 SGD for 5 nights
,
·
4.95 out of 5 average rating, 217 reviews
4.95 (217)
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
$853 SGD
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for 5 nights
$853 SGD for 5 nights
5.0 out of 5 average rating, 85 reviews
5.0 (85)
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
$596 SGD
Show price breakdown
for 5 nights
$596 SGD for 5 nights
4.92 out of 5 average rating, 48 reviews
4.92 (48)
Guest favourite
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Nov
1–6 Nov
$604 SGD
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for 5 nights
$604 SGD for 5 nights
4.84 out of 5 average rating, 194 reviews
4.84 (194)
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
$596 SGD
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for 5 nights
$596 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$980 SGD
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for 5 nights
$980 SGD for 5 nights
4.98 out of 5 average rating, 457 reviews
4.98 (457)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$504 SGD
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for 5 nights
$504 SGD for 5 nights
4.84 out of 5 average rating, 87 reviews
4.84 (87)
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
23–28 Aug
23–28 Aug
$1,039 SGD
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for 5 nights
$1,039 SGD for 5 nights
4.99 out of 5 average rating, 314 reviews
4.99 (314)
Top guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,196 SGD
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for 5 nights
$1,196 SGD for 5 nights
4.93 out of 5 average rating, 105 reviews
4.93 (105)
Guest favourite
Guest favourite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
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
4.93 out of 5 average rating, 133 reviews
4.93 (133)
Top guest favourite
Guest favourite
Home in Lanesborough
The Pond House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Dec
9–14 Dec
$1,877 SGD
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for 5 nights
$1,877 SGD for 5 nights
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Guest favourite
Guest favourite
Room in Pittsfield
Airy Queen Bedroom with Couch, Pittsfield
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,073 SGD
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for 5 nights
$1,073 SGD for 5 nights
4.96 out of 5 average rating, 71 reviews
4.96 (71)
Guest favourite
Guest favourite
Home in Pittsfield
Elmer Estate
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$1,393 SGD
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for 5 nights
$1,393 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
10–15 Jul
10–15 Jul
$2,643 SGD
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for 5 nights
$2,643 SGD for 5 nights
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Top guest favourite
Guest favourite
Home in Pittsfield
Relaxing Berkshire getaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,430 SGD
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for 5 nights
$2,430 SGD for 5 nights
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Top guest favourite
Guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$838 SGD
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for 5 nights
$838 SGD for 5 nights
4.96 out of 5 average rating, 199 reviews
4.96 (199)
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
$3,441 SGD
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for 5 nights
$3,441 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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
$1,290 SGD
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for 5 nights
$1,290 SGD for 5 nights
4.91 out of 5 average rating, 316 reviews
4.91 (316)
Guest favourite
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$823 SGD
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for 5 nights
$823 SGD for 5 nights
4.91 out of 5 average rating, 126 reviews
4.91 (126)
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