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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
$1,221 SGD
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for 5 nights
$1,221 SGD for 5 nights
,
·
4.99 out of 5 average rating, 311 reviews
4.99 (311)
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
$432 SGD
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for 5 nights
$432 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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
$501 SGD
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for 5 nights
$501 SGD for 5 nights
4.77 out of 5 average rating, 31 reviews
4.77 (31)
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
$2,501 SGD
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for 5 nights
$2,501 SGD for 5 nights
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
$1,014 SGD
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for 5 nights
$1,014 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
$3,536 SGD
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for 5 nights
$3,536 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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
$610 SGD
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for 5 nights
$610 SGD for 5 nights
4.92 out of 5 average rating, 48 reviews
4.92 (48)
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
$1,320 SGD
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for 5 nights
$1,320 SGD for 5 nights
4.91 out of 5 average rating, 315 reviews
4.91 (315)
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)
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
$2,489 SGD
$2,270 SGD
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for 5 nights
4.95 out of 5 average rating, 215 reviews
4.95 (215)
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
$1,368 SGD
$680 SGD
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for 5 nights
4.91 out of 5 average rating, 66 reviews
4.91 (66)
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
18–23 Aug
18–23 Aug
$4,066 SGD
$3,420 SGD
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for 5 nights
4.99 out of 5 average rating, 308 reviews
4.99 (308)
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
$3,734 SGD
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for 5 nights
$3,734 SGD for 5 nights
New place to stay
New
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
$602 SGD
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for 5 nights
$602 SGD for 5 nights
4.84 out of 5 average rating, 194 reviews
4.84 (194)
Top guest favourite
Guest favourite
Flat in Pittsfield
Comfy Quaint Tavern
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,303 SGD
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for 5 nights
$1,303 SGD for 5 nights
5.0 out of 5 average rating, 67 reviews
5.0 (67)
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
$506 SGD
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for 5 nights
$506 SGD for 5 nights
4.84 out of 5 average rating, 86 reviews
4.84 (86)
Guest favourite
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,000 SGD
$906 SGD
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for 5 nights
Extended stay discount
4.95 out of 5 average rating, 177 reviews
4.95 (177)
Top guest favourite
Guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Jul
8–13 Jul
$1,793 SGD
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for 5 nights
$1,793 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,294 SGD
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for 5 nights
$1,294 SGD for 5 nights
4.81 out of 5 average rating, 37 reviews
4.81 (37)
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