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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
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
23–28 Aug
23–28 Aug
$1,225 SGD
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for 5 nights
$1,225 SGD for 5 nights
,
·
4.99 out of 5 average rating, 314 reviews
4.99 (314)
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
$610 SGD
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for 5 nights
$610 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
$2,648 SGD
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for 5 nights
$2,648 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$2,534 SGD
$2,316 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,972 SGD
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for 5 nights
$1,972 SGD for 5 nights
4.95 out of 5 average rating, 217 reviews
4.95 (217)
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
$7,439 SGD
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for 5 nights
$7,439 SGD for 5 nights
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Flat in Pittsfield
Petite Paris
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$1,179 SGD
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for 5 nights
$1,179 SGD for 5 nights
4.82 out of 5 average rating, 38 reviews
4.82 (38)
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
$610 SGD
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for 5 nights
$610 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 48 reviews
4.92 (48)
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
$854 SGD
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for 5 nights
$854 SGD for 5 nights
5.0 out of 5 average rating, 83 reviews
5.0 (83)
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$508 SGD
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for 5 nights
$508 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 87 reviews
4.84 (87)
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
$2,631 SGD
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for 5 nights
$2,631 SGD for 5 nights
4.95 out of 5 average rating, 75 reviews
4.95 (75)
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
$3,539 SGD
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for 5 nights
$3,539 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Home in Pittsfield
Four Seasons Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,805 SGD
$1,605 SGD
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for 5 nights
4.76 out of 5 average rating, 33 reviews
4.76 (33)
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
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, 457 reviews
4.98 (457)
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
$1,328 SGD
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for 5 nights
$1,328 SGD for 5 nights
4.91 out of 5 average rating, 316 reviews
4.91 (316)
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
$1,198 SGD
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for 5 nights
$1,198 SGD for 5 nights
4.93 out of 5 average rating, 105 reviews
4.93 (105)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,378 SGD
$973 SGD
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for 5 nights
4.65 out of 5 average rating, 34 reviews
4.65 (34)
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
9–14 Aug
9–14 Aug
$2,555 SGD
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for 5 nights
$2,555 SGD for 5 nights
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
12–17 Jul
12–17 Jul
$2,517 SGD
$2,061 SGD
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for 5 nights
4.94 out of 5 average rating, 35 reviews
4.94 (35)
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