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Homes in Pittsfield MA US
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Search results; Over 1,000 places in Pittsfield
Over 1,000 places in Pittsfield
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The home you selected
Guest favorite
Guest favorite
Home in Pittsfield
Berkshire Lake- Modern and Updated-close to skiing
14 guests
·
5 bedrooms
·
9 beds
·
3.5 baths
Jun 15 – 20
|
More
Jun 15 – 20
|
More
4.97
(116 reviews)
ﺩ.ﺇ13,777
Show price breakdown
ﺩ.ﺇ13,777 for 5 nights
for 5 nights
Explore more homes
Superhost
Superhost
60
Reviews
4.9
Stars
Rating
3
Years hosting
Room in Pittsfield
Stay with Susan
Stay with Susan
Artist and musician
,
·
Artist and musician
The Yellow Room
May 26 – 31
May 26 – 31
ﺩ.ﺇ1,334
Show price breakdown
ﺩ.ﺇ1,334 for 5 nights
for 5 nights
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Guest favorite
Guest favorite
8
Reviews
4.75
Stars
Rating
6
Months hosting
Room in Pittsfield
Stay with Rachel
Stay with Rachel
Charming Turret Room in Downtown Victorian
May 26 – 31
May 26 – 31
ﺩ.ﺇ1,615
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ﺩ.ﺇ1,615 for 5 nights
for 5 nights
4.75 out of 5 average rating, 8 reviews
4.75 (8)
Guest favorite
Guest favorite
Apartment in Pittsfield
Green 2 bedroom Downtown
3 beds
3 beds
May 26 – 31
May 26 – 31
ﺩ.ﺇ2,497
Show price breakdown
ﺩ.ﺇ2,497 for 5 nights
for 5 nights
4.89 out of 5 average rating, 19 reviews
4.89 (19)
Top guest favorite
Guest favorite
Guest suite in Pittsfield
Private Luxury Apt. Berkshires!
Free cancellation
Free cancellation
May 27 – Jun 1
May 27 – Jun 1
ﺩ.ﺇ3,714
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ﺩ.ﺇ3,714 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Apartment in Pittsfield
Marie's Place
2 queen beds
2 queen beds
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ2,716
Show price breakdown
ﺩ.ﺇ2,716 for 5 nights
for 5 nights
4.91 out of 5 average rating, 257 reviews
4.91 (257)
Top guest favorite
Guest favorite
53
Reviews
5.0
Stars
Rating
3
Years hosting
Room in Pittsfield
Stay with Eileen
Stay with Eileen
2-Rm Suite in the Berkshires - private BR and Den
May 26 – 31
May 26 – 31
ﺩ.ﺇ2,347
Show price breakdown
ﺩ.ﺇ2,347 for 5 nights
for 5 nights
5.0 out of 5 average rating, 53 reviews
5.0 (53)
Top guest favorite
Guest favorite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ7,289
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ﺩ.ﺇ7,289 for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favorite
Guest favorite
27
Reviews
5.0
Stars
Rating
8
Years hosting
Room in Pittsfield
Stay with Josie
Stay with Josie
Digital production
,
·
Digital production
Petite space for a getaway
May 25 – 30
May 25 – 30
ﺩ.ﺇ1,743
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ﺩ.ﺇ1,743 for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favorite
Guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
Free cancellation
Free cancellation
Jul 29 – Aug 3
Jul 29 – Aug 3
ﺩ.ﺇ3,272
Show price breakdown
ﺩ.ﺇ3,272 for 5 nights
for 5 nights
4.93 out of 5 average rating, 44 reviews
4.93 (44)
Guest favorite
Guest favorite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
Free cancellation
Free cancellation
Aug 17 – 22
Aug 17 – 22
ﺩ.ﺇ2,325
Show price breakdown
ﺩ.ﺇ2,325 for 5 nights
for 5 nights
4.89 out of 5 average rating, 64 reviews
4.89 (64)
Apartment in Pittsfield
Spacious 2 bedroom downtown
3 beds
3 beds
May 26 – 31
May 26 – 31
ﺩ.ﺇ2,410
Show price breakdown
ﺩ.ﺇ2,410 for 5 nights
for 5 nights
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Top guest favorite
Guest favorite
Home in Pittsfield
Spacious Farmhouse with Stunning Views
Free cancellation
Free cancellation
May 27 – Jun 1
May 27 – Jun 1
ﺩ.ﺇ7,641
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ﺩ.ﺇ7,641 for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favorite
Guest favorite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
Free cancellation
Free cancellation
Sep 8 – 13
Sep 8 – 13
ﺩ.ﺇ3,228
Show price breakdown
ﺩ.ﺇ3,228 for 5 nights
for 5 nights
4.93 out of 5 average rating, 100 reviews
4.93 (100)
Top guest favorite
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
5 beds
5 beds
Jun 2 – 7
Jun 2 – 7
ﺩ.ﺇ4,212
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ﺩ.ﺇ4,212 for 5 nights
for 5 nights
4.95 out of 5 average rating, 171 reviews
4.95 (171)
Guest favorite
Guest favorite
Apartment in Pittsfield
*Berkshire's Sweet Spot-Close to ski/Spa open
Free cancellation
Free cancellation
May 26 – 31
May 26 – 31
ﺩ.ﺇ6,888
Show price breakdown
ﺩ.ﺇ6,888 for 5 nights
for 5 nights
4.97 out of 5 average rating, 70 reviews
4.97 (70)
84
Reviews
4.68
Stars
Rating
3
Years hosting
Room in Pittsfield
Stay with Julia
Stay with Julia
No Clean Fee! Upper North St Lodge Room
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ1,336
Show price breakdown
ﺩ.ﺇ1,336 for 5 nights
for 5 nights
4.68 out of 5 average rating, 84 reviews
4.68 (84)
Top guest favorite
Guest favorite
Home in Lanesborough
The Pond House
Free cancellation
Free cancellation
May 28 – Jun 2
May 28 – Jun 2
ﺩ.ﺇ4,658
Show price breakdown
ﺩ.ﺇ4,658 for 5 nights
for 5 nights
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Superhost
Superhost
Vacation home in Pittsfield
Explore the Berkshires from this charming home.
4 beds
4 beds
May 28 – Jun 2
May 28 – Jun 2
ﺩ.ﺇ4,219
Show price breakdown
ﺩ.ﺇ4,219 for 5 nights
for 5 nights
4.83 out of 5 average rating, 23 reviews
4.83 (23)
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