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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
17
Reviews
5.0
Stars
Rating
2
Years hosting
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
2 beds
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
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)
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
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)
Home in Pittsfield
Four Seasons Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
26–31 Jul
26–31 Jul
$1,824 SGD
$1,440 SGD
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for 5 nights
Free cancellation
4.76 out of 5 average rating, 33 reviews
4.76 (33)
Guest favourite
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5 bedrooms
5 bedrooms
26–31 Jul
26–31 Jul
$7,428 SGD
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for 5 nights
$7,428 SGD for 5 nights
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Guest favourite
Guest favourite
Home in Pittsfield
Berkshire Views
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
13–18 Sept
13–18 Sept
$4,911 SGD
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for 5 nights
$4,911 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Flat in Pittsfield
Petite Paris
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
7–13 Jul
7–13 Jul
$1,583 SGD
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for 6 nights
$1,583 SGD for 6 nights
4.81 out of 5 average rating, 37 reviews
4.81 (37)
Guest favourite
Guest favourite
48
Reviews
4.92
Stars
Rating
2
Years hosting
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
1 bed
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
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,627 SGD
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for 5 nights
$2,627 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 75 reviews
4.95 (75)
Top guest favourite
Guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
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)
Top guest favourite
Guest favourite
457
Reviews
4.98
Stars
Rating
9
Years hosting
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
2 beds
23–28 Aug
23–28 Aug
$1,013 SGD
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for 5 nights
$1,013 SGD for 5 nights
Free cancellation
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
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
Marie’s Place unit 3
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
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)
87
Reviews
4.84
Stars
Rating
4
Years hosting
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
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
83
Reviews
5.0
Stars
Rating
5
Years hosting
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
1 queen bed
1 queen bed
24–29 Aug
24–29 Aug
$853 SGD
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for 5 nights
$853 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 83 reviews
5.0 (83)
Top guest favourite
Guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,533 SGD
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for 5 nights
$3,533 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Home in Lanesborough
New built - Split level house in the Berkshires
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
9–14 Jul
9–14 Jul
$3,710 SGD
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for 5 nights
$3,710 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,196 SGD
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for 5 nights
$1,196 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 104 reviews
4.93 (104)
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