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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
23–28 Aug
23–28 Aug
$1,969 SGD
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for 5 nights
$1,969 SGD for 5 nights
,
·
4.95 out of 5 average rating, 216 reviews
4.95 (216)
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)
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)
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
$2,569 SGD
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for 5 nights
$2,569 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$1,326 SGD
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for 5 nights
$1,326 SGD for 5 nights
4.91 out of 5 average rating, 316 reviews
4.91 (316)
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
$3,533 SGD
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for 5 nights
$3,533 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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
$1,013 SGD
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for 5 nights
$1,013 SGD for 5 nights
4.98 out of 5 average rating, 457 reviews
4.98 (457)
Home in Lanesborough
Casa Demeo, Private Berkshire Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,208 SGD
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for 5 nights
$2,208 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
Free cancellation
4.84 out of 5 average rating, 87 reviews
4.84 (87)
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
$2,671 SGD
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for 5 nights
$2,671 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
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
$853 SGD
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for 5 nights
$853 SGD for 5 nights
5.0 out of 5 average rating, 83 reviews
5.0 (83)
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)
Flat in Pittsfield
Spacious Green 2 bedroom Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,002 SGD
$872 SGD
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for 5 nights
4.82 out of 5 average rating, 49 reviews
4.82 (49)
Top guest favourite
Guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
2–7 Aug
2–7 Aug
$2,741 SGD
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for 5 nights
$2,741 SGD for 5 nights
4.98 out of 5 average rating, 81 reviews
4.98 (81)
Guest favourite
Guest favourite
Home in Lenox
Cozy Home in Lenox
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$1,978 SGD
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for 5 nights
$1,978 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$1,196 SGD
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for 5 nights
$1,196 SGD for 5 nights
4.93 out of 5 average rating, 104 reviews
4.93 (104)
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
$2,199 SGD
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for 5 nights
$2,199 SGD for 5 nights
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Home in Pittsfield
Four Seasons Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,824 SGD
$1,440 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
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,829 SGD
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for 5 nights
$1,829 SGD for 5 nights
4.97 out of 5 average rating, 116 reviews
4.97 (116)
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