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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Top guest favourite
Guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
1 bedroom
,
·
2 beds
,
·
1 private bathroom
23–28 Aug
23–28 Aug
$1,015 SGD
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for 5 nights
$1,015 SGD for 5 nights
,
·
4.98 out of 5 average rating, 455 reviews
4.98 (455)
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$504 SGD
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for 5 nights
$504 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,505 SGD
Show price breakdown
for 5 nights
$2,505 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Pittsfield
Petite Paris
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$1,195 SGD
Show price breakdown
for 5 nights
$1,195 SGD for 5 nights
4.81 out of 5 average rating, 37 reviews
4.81 (37)
Home in Pittsfield
Four Seasons Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,840 SGD
$1,518 SGD
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for 5 nights
4.74 out of 5 average rating, 31 reviews
4.74 (31)
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$2,110 SGD
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for 5 nights
$2,110 SGD for 5 nights
4.95 out of 5 average rating, 214 reviews
4.95 (214)
Top guest favourite
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$504 SGD
Show price breakdown
for 5 nights
$504 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Jul
25–30 Jul
$510 SGD
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for 5 nights
$510 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 85 reviews
4.84 (85)
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
8–13 Jul
8–13 Jul
$2,755 SGD
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for 5 nights
$2,755 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 40 reviews
5.0 (40)
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
19–24 Jul
19–24 Jul
$847 SGD
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for 5 nights
$847 SGD for 5 nights
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$5,658 SGD
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for 5 nights
$5,658 SGD for 5 nights
4.92 out of 5 average rating, 103 reviews
4.92 (103)
Top guest favourite
Guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$2,053 SGD
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for 5 nights
$2,053 SGD for 5 nights
4.97 out of 5 average rating, 59 reviews
4.97 (59)
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
$3,541 SGD
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for 5 nights
$3,541 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,322 SGD
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for 5 nights
$1,322 SGD for 5 nights
4.91 out of 5 average rating, 313 reviews
4.91 (313)
Guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,798 SGD
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for 5 nights
$1,798 SGD for 5 nights
4.96 out of 5 average rating, 114 reviews
4.96 (114)
Guest favourite
Guest favourite
Flat in Pittsfield
Beautiful & Serene Getaway
3 bedrooms
3 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,594 SGD
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for 5 nights
$1,594 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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
4–9 Jul
4–9 Jul
$2,747 SGD
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for 5 nights
$2,747 SGD for 5 nights
4.93 out of 5 average rating, 83 reviews
4.93 (83)
Top guest favourite
Guest favourite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
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
4.95 out of 5 average rating, 74 reviews
4.95 (74)
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
4.93 out of 5 average rating, 103 reviews
4.93 (103)
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