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Home in Pittsfield
Berkshire Lake- Modern and Updated-close to skiing
14 guests5 bedrooms9 beds3.5 baths
May 18 – 23
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May 18 – 23
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ﺩ.ﺇ11,623 for 5 nights
for 5 nights

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Room in Pittsfield
Stay with SusanArtist and musician,
The Yellow Room
May 26 – 31
ﺩ.ﺇ1,334 for 5 nights
for 5 nights
4.9 out of 5 average rating, 59 reviews
Top guest favorite
Room in Pittsfield
Stay with Eileen
2-Rm Suite in the Berkshires - private BR and Den
May 22 – 27
ﺩ.ﺇ2,325 for 5 nights
for 5 nights
5.0 out of 5 average rating, 53 reviews
Guest favorite
Apartment in Pittsfield
Marie's Place
2 queen beds
May 30 – Jun 4
ﺩ.ﺇ2,716 for 5 nights
for 5 nights
4.91 out of 5 average rating, 255 reviews
Guest favorite
Room in Pittsfield
Stay with Rachel
Charming Turret Room in Downtown Victorian
May 17 – 22
ﺩ.ﺇ1,520 for 5 nights
for 5 nights
4.75 out of 5 average rating, 8 reviews
Top guest favorite
Room in Pittsfield
Stay with JosieDigital production,
Petite space for a getaway
May 17 – 22
ﺩ.ﺇ1,292 for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Top guest favorite
Guest suite in Pittsfield
Private Luxury Apt. Berkshires!
Free cancellation
May 27 – Jun 1
ﺩ.ﺇ3,780 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
Free cancellation
Aug 17 – 22
ﺩ.ﺇ2,325 for 5 nights
for 5 nights
4.89 out of 5 average rating, 64 reviews
Apartment in Pittsfield
Spacious 2 bedroom downtown
3 beds
May 18 – 23
ﺩ.ﺇ2,475 for 5 nights
for 5 nights
4.67 out of 5 average rating, 3 reviews
Guest favorite
Apartment in Pittsfield
Green 2 bedroom Downtown
3 beds
May 19 – 24
ﺩ.ﺇ2,841 for 5 nights
for 5 nights
4.89 out of 5 average rating, 18 reviews
Top guest favorite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
Free cancellation
Jun 1 – 6
ﺩ.ﺇ7,289 for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
Free cancellation
Aug 11 – 16
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 43 reviews
Top guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
5 beds
Jun 2 – 7
ﺩ.ﺇ4,220 for 5 nights
for 5 nights
4.95 out of 5 average rating, 170 reviews
Top guest favorite
Room in Pittsfield
Stay with CarolynHosting for 5 years,
Equestrian retreat
Jun 5 – 10
ﺩ.ﺇ2,368 for 5 nights
for 5 nights
4.96 out of 5 average rating, 175 reviews
Top guest favorite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
Free cancellation
Jun 3 – 8
ﺩ.ﺇ7,684 for 5 nights
for 5 nights
4.98 out of 5 average rating, 58 reviews
Guest favorite
Apartment in Pittsfield
Comfortable Pittsfield Loft
1 queen bed
May 26 – 31
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.91 out of 5 average rating, 44 reviews
Top guest favorite
Home in Lanesborough
The Pond House
Free cancellation
May 28 – Jun 2
ﺩ.ﺇ4,658 for 5 nights
for 5 nights
4.94 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
Free cancellation
Oct 22 – 27
ﺩ.ﺇ2,518 for 5 nights
for 5 nights
4.83 out of 5 average rating, 174 reviews
Top guest favorite
Room in Pittsfield
Stay with JosieDigital production,
Large guest suite w/private bath in the Berkshires
May 26 – 31
ﺩ.ﺇ1,959 for 5 nights
for 5 nights
4.98 out of 5 average rating, 412 reviews