Search results; Over 1,000 homes in Lenox

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Hotel room in Lenox
★ Romantic King Room w/ Double Jacuzzi & Fireplace
2 guests1 bedroom1 bed1 bath
Nov 1 – 6
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Nov 1 – 6
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ﺩ.ﺇ7,792 for 5 nights

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Guesthouse in West Stockbridge
Guest House 15 mins from Tanglewood
Free cancellation
Sep 9 – 14
ﺩ.ﺇ2,734 for 5 nights
New place to stay
Top guest favorite
Room in Pittsfield
Stay with LynetteHigher education, pr,
Airy Queen Bedroom with Couch, Pittsfield
Aug 1 – 6
ﺩ.ﺇ3,049 for 5 nights
4.96 out of 5 average rating, 69 reviews
Guest favorite
Room in Lee
Stay with DavidSemi-retired paper carriers; part time poker players!,
Beautiful Downtown Lee setting
Aug 16 – 21
ﺩ.ﺇ2,622 for 5 nights
4.85 out of 5 average rating, 496 reviews
Top guest favorite
Room in Pittsfield
Stay with EileenHosting for 4 years,
2-Rm Suite in the Berkshires - private BR and Den
Aug 3 – 8
ﺩ.ﺇ2,433 for 5 nights
5.0 out of 5 average rating, 60 reviews
Home in Lenox
The Birds Nest
Free cancellation
Aug 3 – 8
ﺩ.ﺇ9,256 for 5 nights
New place to stay
Guest favorite
Place to stay in Stockbridge
Cozy room w/private bath–near Kripalu/ Tanglewood
Free cancellation
Sep 1 – 6
ﺩ.ﺇ2,532 for 5 nights
4.85 out of 5 average rating, 96 reviews
Home in Lenox
Lenox! In-Village 1930s Cottage - New!
Free cancellation
Sep 4 – 9
ﺩ.ﺇ7,534 for 5 nights
Top guest favorite
Guesthouse in Lenox
Guest House at Stonover Estate
Free cancellation
Sep 1 – 6
ﺩ.ﺇ5,984 for 5 nights
5.0 out of 5 average rating, 39 reviews
Guest favorite
Home in Lenox
An Elegant Time Capsule in Downtown Lenox
6 beds
Aug 18 – 23
ﺩ.ﺇ17,793 for 5 nights
5.0 out of 5 average rating, 31 reviews
Top guest favorite
Home in Lenox
Sunny House in Downtown Lenox
2 beds
Sep 3 – 8
ﺩ.ﺇ7,276 for 5 nights
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Lenox
Historical Downtown 1 Bedroom Apartment
Free cancellation
Sep 7 – 12
ﺩ.ﺇ6,027 for 5 nights
4.98 out of 5 average rating, 86 reviews
Guest favorite
Room in Lenox
Stay with SushilaYoga teacher,
Cozy Private room w/Private bath, Lenoxdale, MA
Aug 18 – 23
ﺩ.ﺇ2,261 for 5 nights
4.96 out of 5 average rating, 25 reviews
Guest favorite
Guesthouse in Lenox
Modern Barn with Loft I Mountain Views + Pool
Free cancellation
Sep 27 – Oct 2
ﺩ.ﺇ3,079 for 5 nights
4.9 out of 5 average rating, 258 reviews
Guest favorite
Cottage in Stockbridge
Quiet 2 BR cottage in the heart of the Berkshires
Free cancellation
Sep 2 – 7
ﺩ.ﺇ6,824 for 5 nights
4.94 out of 5 average rating, 34 reviews
Guest favorite
Home in Lenox
The Aviary
4 beds
Sep 15 – 20
ﺩ.ﺇ12,592 for 5 nights
4.96 out of 5 average rating, 26 reviews
Top guest favorite
Room in Lee
Stay with LilianaHospitality,
Mi Casita Rm#2 (1 King Bed or 2 Twin Beds)a
Aug 10 – 15
ﺩ.ﺇ3,358 for 5 nights
4.83 out of 5 average rating, 127 reviews
Top guest favorite
Home in Lee
GreenHouse
Free cancellation
Nov 3 – 8
ﺩ.ﺇ3,875 for 5 nights
4.99 out of 5 average rating, 87 reviews
Guest favorite
Bed and breakfast in Lenox
Whistler's Inn/The Petite Chambre (#11)
1 double bed
Aug 3 – 8
ﺩ.ﺇ4,015 for 5 nights
4.95 out of 5 average rating, 19 reviews