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Search results; Over 1,000 homes in Pittsfield
Over 1,000 homes in Pittsfield
Serviced apartment in Pittsfield
One Bedroom Apartment with a full kitchen
1 bedroom
,
·
2 beds
,
·
1 bathroom
6–11 Jul
6–11 Jul
$1,604 SGD
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for 5 nights
$1,604 SGD for 5 nights
,
·
4.83 out of 5 average rating, 6 reviews
4.83 (6)
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
$433 SGD
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for 5 nights
$433 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Room in Pittsfield
Blue Suite in Downtown Victorian
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$531 SGD
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for 5 nights
$531 SGD for 5 nights
Free cancellation
4.77 out of 5 average rating, 30 reviews
4.77 (30)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,251 SGD
$884 SGD
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for 5 nights
Extended stay discount
4.64 out of 5 average rating, 28 reviews
4.64 (28)
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
$2,507 SGD
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for 5 nights
$2,507 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$1,016 SGD
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for 5 nights
$1,016 SGD for 5 nights
4.98 out of 5 average rating, 456 reviews
4.98 (456)
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
$3,544 SGD
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for 5 nights
$3,544 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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
$2,497 SGD
$2,290 SGD
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for 5 nights
4.95 out of 5 average rating, 215 reviews
4.95 (215)
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
4 bathrooms
4 bathrooms
14–19 Jul
14–19 Jul
$3,807 SGD
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for 5 nights
$3,807 SGD for 5 nights
New place to stay
New
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
$1,323 SGD
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for 5 nights
$1,323 SGD for 5 nights
4.91 out of 5 average rating, 315 reviews
4.91 (315)
Top 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
$611 SGD
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for 5 nights
$611 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Guest favourite
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$775 SGD
$703 SGD
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for 5 nights
Extended stay discount
4.89 out of 5 average rating, 122 reviews
4.89 (122)
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
$1,216 SGD
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for 5 nights
$1,216 SGD for 5 nights
4.99 out of 5 average rating, 310 reviews
4.99 (310)
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)
Guest favourite
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,395 SGD
$717 SGD
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for 5 nights
4.91 out of 5 average rating, 66 reviews
4.91 (66)
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
12–17 Jul
12–17 Jul
$1,975 SGD
$1,463 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$856 SGD
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for 5 nights
$856 SGD for 5 nights
5.0 out of 5 average rating, 82 reviews
5.0 (82)
Guest favourite
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$810 SGD
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for 5 nights
$810 SGD for 5 nights
Free cancellation
4.8 out of 5 average rating, 92 reviews
4.8 (92)
Guest favourite
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
5–10 Nov
5–10 Nov
$1,433 SGD
Show price breakdown
for 5 nights
$1,433 SGD for 5 nights
4.97 out of 5 average rating, 66 reviews
4.97 (66)
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