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Guest favorite
Apartment in Hancock
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4
4 guests1 bedroom2 beds1 bath
May 1 – 6
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May 1 – 6
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ﺩ.ﺇ2,982 for 5 nights
for 5 nights

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Top guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
Free cancellation
May 16 – 21
ﺩ.ﺇ2,966 for 5 nights
for 5 nights
5.0 out of 5 average rating, 202 reviews
Top guest favorite
Guesthouse in Pittsfield
The Nest at Birdland
Free cancellation
Jun 1 – 6
ﺩ.ﺇ4,198 for 5 nights
for 5 nights
4.96 out of 5 average rating, 77 reviews
Guest favorite
Apartment in Pittsfield
Marie's Place
2 queen beds
May 1 – 6
ﺩ.ﺇ3,004 for 5 nights
for 5 nights
4.91 out of 5 average rating, 255 reviews
Top guest favorite
Home in Pittsfield
Cozy Cottage on Peaceful Pond, Close to Winery
2 beds
May 10 – 15
ﺩ.ﺇ5,195 for 5 nights
for 5 nights
4.97 out of 5 average rating, 31 reviews
Guest favorite
Room in Pittsfield
Stay with CarolynHosting for 5 years,
Equestrian retreat
May 1 – 6
ﺩ.ﺇ2,368 for 5 nights
for 5 nights
4.96 out of 5 average rating, 175 reviews
Top guest favorite
Room in Pittsfield
Stay with LynetteHigher education, pr,
Pittsfield. Large queen bedroom, second floor.
May 1 – 6
ﺩ.ﺇ2,314 for 5 nights
for 5 nights
4.95 out of 5 average rating, 43 reviews
Apartment in New Lebanon
Loft Space above Brewery
Free cancellation
May 4 – 9
ﺩ.ﺇ4,502 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Room in Pittsfield
Stay with JosieDigital production,
Petite space for a getaway
May 1 – 6
ﺩ.ﺇ1,614 for 5 nights
for 5 nights
5.0 out of 5 average rating, 25 reviews
Guest favorite
Cottage in New Lebanon
The Writer's Cottage
2 beds
May 1 – 6
ﺩ.ﺇ2,432 for 5 nights
for 5 nights
4.95 out of 5 average rating, 188 reviews
Superhost
Home in Pittsfield
South Hancock Estate on 5 acres
6 beds
May 1 – 8
ﺩ.ﺇ10,358 for 7 nights
for 7 nights
New place to stay
Top guest favorite
Home in Pittsfield
Marie’s Place unit 3
3 beds
May 1 – 6
ﺩ.ﺇ4,649 for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
Superhost
Room in Pittsfield
Stay with SusanArtist and musician,
The Yellow Room
May 4 – 9
ﺩ.ﺇ1,339 for 5 nights
for 5 nights
4.9 out of 5 average rating, 59 reviews
Guest favorite
Guest suite in Richmond
Berkshire Mountain Retreat
2 beds
May 1 – 6
ﺩ.ﺇ3,789 for 5 nights
for 5 nights
4.94 out of 5 average rating, 35 reviews
Home in Pittsfield
The Fox Hollow Estate
Free cancellation
Jun 2 – 7
ﺩ.ﺇ24,107 for 5 nights
for 5 nights
Top guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
2 beds
May 1 – 6
ﺩ.ﺇ3,014 for 5 nights
for 5 nights
4.93 out of 5 average rating, 41 reviews
Room in Pittsfield
Stay with Alejandro
Room#3 with a Twin size bed
May 4 – 9
ﺩ.ﺇ1,356 for 5 nights
for 5 nights
4.62 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Hancock
Artsy loft near MassMoCA with pool and hot tubs
2 beds
May 1 – 6
ﺩ.ﺇ2,970 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
Guest favorite
Apartment in Pittsfield
Marie's Place, Unit 1
3 beds
May 1 – 6
ﺩ.ﺇ3,874 for 5 nights
for 5 nights
4.96 out of 5 average rating, 99 reviews