Search results; Over 1,000 homes in Lenox

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Guest favorite
Home in Lenox
Sophisticated Lenox Retreat by Evergreen Home
8 guests4 bedrooms5 beds2.5 baths
Oct 26 – 31
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Oct 26 – 31
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R53,292 ZAR for 5 nights

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Guest favorite
Room in Lenox
Stay with AndreaHosting for 7 years,
In town charming artist's home
Sep 19 – 24
R13,139 ZAR for 5 nights
4.94 out of 5 average rating, 247 reviews
Top guest favorite
Home in Lenox
Spacious Lenox Farmhouse | Perfect Fall Getaway
3 beds
Aug 24 – 29
R46,565 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Guesthouse in Lenox
Bella Rena Guesthouse
4 beds
Sep 1 – 6
R32,585 ZAR for 5 nights
5.0 out of 5 average rating, 30 reviews
Top guest favorite
Room in Lenox
Stay with SushilaYoga teacher,
Heart of the Shire! ~ Private room w/shared bath
Aug 24 – 29
R10,301 ZAR for 5 nights
4.97 out of 5 average rating, 59 reviews
Guest favorite
Home in Lenox
The Aviary Hosted by Leo and Jacqueline
4 beds
Sep 1 – 6
R66,220 ZAR for 5 nights
4.97 out of 5 average rating, 29 reviews
Guest favorite
Guesthouse in West Stockbridge
Guest House near hiking trails and excellent cafes
2 beds
Sep 15 – 20
R13,350 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Home in Lenox
The Birds Nest
3 beds
Aug 25 – 30
R48,751 ZAR for 5 nights
New place to stay
Top guest favorite
Room in Pittsfield
Stay with EileenHosting for 4 years,
2-Rm Suite in the Berkshires - private BR and Den
Sep 15 – 20
R12,614 ZAR for 5 nights
5.0 out of 5 average rating, 66 reviews
Guest favorite
Place to stay in Stockbridge
Cozy room w/private bath–near Kripalu/ Tanglewood
1 bed
Oct 2 – 7
R12,488 ZAR for 5 nights
4.85 out of 5 average rating, 102 reviews
Guest favorite
Apartment in Lenox
Main Street Delight - One Bedroom Apartment
1 queen bed
Oct 6 – 11
R33,636 ZAR for 5 nights
4.97 out of 5 average rating, 69 reviews
Earthen home in Canaan
Luxury Eco Retreat
1 bed
Sep 1 – 6
R23,966 ZAR for 5 nights
Guest favorite
Home in Lenox
The Lenox Cottage
2 beds
Sep 1 – 6
R25,753 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Cabin in Stockbridge
Stockbridge Snug- cabin luxury just steps to lake!
4 beds
Oct 12 – 17
R47,826 ZAR for 5 nights
4.97 out of 5 average rating, 32 reviews
Superhost
Home in Lenox
Heart of Lenox Walk to Town Cozy Cottage!
3 beds
Sep 1 – 6
R34,309 ZAR for 5 nights
4.93 out of 5 average rating, 234 reviews
Guest favorite
Room in Pittsfield
Stay with SusanArtist and musician,
The Yellow Room
Sep 8 – 13
R6,517 ZAR for 5 nights
4.85 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Lenox
Cute, Cozy and Comfortable apartment
1 queen bed
Sep 28 – Oct 3
R14,190 ZAR for 5 nights
4.96 out of 5 average rating, 48 reviews
Guest favorite
Home in Lenox
Lenox - Walk to Town - Berkshire Home
2 beds
Sep 14 – 19
R37,315 ZAR for 5 nights
4.96 out of 5 average rating, 180 reviews
Apartment in Lenox
Cozy Berkshires pied-a-terre
3 beds
Sep 7 – 12
R22,179 ZAR for 5 nights
4.8 out of 5 average rating, 5 reviews