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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
26–31 Jul
26–31 Jul
$2,148 SGD
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for 5 nights
$2,148 SGD for 5 nights
,
·
4.95 out of 5 average rating, 218 reviews
4.95 (218)
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
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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, 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
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for 5 nights
$596 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 48 reviews
4.92 (48)
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
$3,443 SGD
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for 5 nights
$3,443 SGD for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Hotel room in Pittsfield
1 BD • Berkshires Apartment • Full Kitchen/Pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,532 SGD
$1,081 SGD
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for 5 nights
4.66 out of 5 average rating, 35 reviews
4.66 (35)
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)
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,685 SGD
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for 5 nights
$2,685 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)
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
$1,014 SGD
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for 5 nights
$1,014 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
23–28 Aug
23–28 Aug
$505 SGD
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for 5 nights
$505 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 87 reviews
4.84 (87)
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
$1,436 SGD
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for 5 nights
$1,436 SGD for 5 nights
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Top guest favourite
Guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
26–31 Aug
26–31 Aug
$3,103 SGD
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for 5 nights
$3,103 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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
24–29 Aug
24–29 Aug
$2,660 SGD
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for 5 nights
$2,660 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
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
23–28 Aug
23–28 Aug
$2,553 SGD
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for 5 nights
$2,553 SGD for 5 nights
4.85 out of 5 average rating, 296 reviews
4.85 (296)
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
$1,166 SGD
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for 5 nights
$1,166 SGD for 5 nights
4.93 out of 5 average rating, 105 reviews
4.93 (105)
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
$1,878 SGD
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for 5 nights
$1,878 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Home in New Lebanon
Berkshire Summer Retreat | Minutes to Tanglewood
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$2,613 SGD
$1,600 SGD
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for 5 nights
Free cancellation
4.75 out of 5 average rating, 16 reviews
4.75 (16)
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
19–24 Jul
19–24 Jul
$1,930 SGD
$1,432 SGD
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for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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