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Search results; Over 1,000 places in Pittsfield
Over 1,000 places in Pittsfield
Guest favorite
Guest favorite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
$320
night
$320 per night
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Guest favorite
Guest favorite
Apartment in Pittsfield
Luxury 2BR Apt. Home w/Work Area
2 beds
2 beds
Apr 26 – May 1
Apr 26 – May 1
$130
night
$130 per night
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Guest favorite
Guest favorite
374
Reviews
4.99
Rating
7
Years hosting
Room in Pittsfield
Stay with Josie
Stay with Josie
Digital production
,
·
Digital production
Large guest suite w/private bath in the Berkshires
Apr 20 – 25
Apr 20 – 25
$95
$70
night
$70 per night, originally $95
4.99 out of 5 average rating, 374 reviews
4.99 (374)
Guest favorite
Guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
$135
$115
night
$115 per night, originally $135
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Superhost
Superhost
Apartment in Pittsfield
Cozy Chic - Studio Apartment
1 queen bed
1 queen bed
May 6 – 11
May 6 – 11
$46
night
$46 per night
New place to stay
New
Guest favorite
Guest favorite
38
Reviews
5.0
Rating
2
Years hosting
Room in Pittsfield
Stay with Eileen
Stay with Eileen
2-Rm Suite in the Berkshires - private BR and Den
May 6 – 11
May 6 – 11
$102
night
$102 per night
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Apartment in Pittsfield
Beautiful Blue Studio downtown
1 bed
1 bed
May 3 – 8
May 3 – 8
$68
night
$68 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Boutique hotel in Lenox
Standard King in Boutique Lenox Hotel
1 king bed
1 king bed
Apr 19 – 24
Apr 19 – 24
$98
night
$98 per night
4.62 out of 5 average rating, 262 reviews
4.62 (262)
Apartment in Pittsfield
Renovated, Spacious, and Ideal for Families
Apr 20 – 25
Apr 20 – 25
$75
night
$75 per night
4.5 out of 5 average rating, 4 reviews
4.5 (4)
Guest favorite
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
$195
$175
night
$175 per night, originally $195
4.94 out of 5 average rating, 99 reviews
4.94 (99)
Superhost
Superhost
Apartment in Pittsfield
Cozy Studio Apt in Downtown Victorian
1 bed
1 bed
Apr 19 – 24
Apr 19 – 24
$80
night
$80 per night
4.83 out of 5 average rating, 18 reviews
4.83 (18)
Guest favorite
Guest favorite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$249
$209
night
$209 per night, originally $249
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Guest favorite
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bed
1 bed
Apr 19 – 24
Apr 19 – 24
$106
night
$106 per night
4.99 out of 5 average rating, 105 reviews
4.99 (105)
Superhost
Superhost
Home in Pittsfield
Central Berkshire Bungalow by Evergreen Home
4 beds
4 beds
Apr 19 – 24
Apr 19 – 24
$190
$152
night
$152 per night, originally $190
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Guest favorite
Guest favorite
Home in Pittsfield
BB's Central Berkshire Home
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
$180
night
$180 per night
4.96 out of 5 average rating, 49 reviews
4.96 (49)
Guest favorite
Guest favorite
Cottage in Pittsfield
Cozy Berkshire cottage with indoor fireplace
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$209
$187
night
$187 per night, originally $209
5.0 out of 5 average rating, 81 reviews
5.0 (81)
Superhost
Superhost
Home in Pittsfield
Chic Pittsfield Home With A View!
4 beds
4 beds
Apr 20 – 25
Apr 20 – 25
$178
night
$178 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Pittsfield
Stunning Berkshires Retreat, Large and Private
7 beds
7 beds
Apr 24 – 29
Apr 24 – 29
$737
$492
night
$492 per night, originally $737
5.0 out of 5 average rating, 41 reviews
5.0 (41)
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