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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
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
,
·
4.99 out of 5 average rating, 314 reviews
4.99 (314)
Guest favourite
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
1–6 Nov
1–6 Nov
$603 SGD
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for 5 nights
$603 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 194 reviews
4.84 (194)
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
$597 SGD
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for 5 nights
$597 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 48 reviews
4.92 (48)
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
$597 SGD
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for 5 nights
$597 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
85
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
$854 SGD
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for 5 nights
$854 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 85 reviews
5.0 (85)
87
Reviews
4.84
Stars
Rating
4
Years hosting
Room in Pittsfield
The Yellow Room
1 double bed
1 double bed
9–14 Jul
9–14 Jul
$505 SGD
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for 5 nights
$505 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 87 reviews
4.84 (87)
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
22–27 Aug
22–27 Aug
$981 SGD
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for 5 nights
$981 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 457 reviews
4.98 (457)
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
$1,197 SGD
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for 5 nights
$1,197 SGD for 5 nights
Pay $0 today
Free cancellation
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
9–14 Dec
9–14 Dec
$1,879 SGD
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for 5 nights
$1,879 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Guest favourite
Guest favourite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
28 Oct – 2 Nov
28 Oct – 2 Nov
$1,126 SGD
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for 5 nights
$1,126 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 133 reviews
4.93 (133)
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
$1,291 SGD
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for 5 nights
$1,291 SGD for 5 nights
4.91 out of 5 average rating, 316 reviews
4.91 (316)
Top guest favourite
Guest favourite
99
Reviews
4.92
Stars
Rating
7
Years hosting
Room in Pittsfield
Modern, Spacious Master Bedroom and Bathroom
1 king bed
1 king bed
13–18 Jul
13–18 Jul
$1,258 SGD
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for 5 nights
$1,258 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 99 reviews
4.92 (99)
Top guest favourite
Guest favourite
Home in Pittsfield
Relaxing Berkshire getaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,432 SGD
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for 5 nights
$2,432 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Top guest favourite
Guest favourite
25
Reviews
5.0
Stars
Rating
7
Years hosting
Room in Pittsfield
Creative Haven in the Berkshires - Nest Room
1 queen bed
1 queen bed
22–27 Aug
22–27 Aug
$953 SGD
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for 5 nights
$953 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Guest favourite
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Aug
23–28 Aug
$824 SGD
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for 5 nights
$824 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 126 reviews
4.91 (126)
Guest favourite
Guest favourite
Home in Pittsfield
Elmer Estate
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
2–7 Nov
2–7 Nov
$1,420 SGD
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for 5 nights
$1,420 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
199
Reviews
4.96
Stars
Rating
7
Years hosting
Rooms in Pittsfield
Equestrian retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
23–28 Aug
23–28 Aug
$842 SGD
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for 5 nights
$842 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 199 reviews
4.96 (199)
Top guest favourite
Guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
9–14 Jul
9–14 Jul
$2,676 SGD
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for 5 nights
$2,676 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
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
$3,445 SGD
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for 5 nights
$3,445 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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