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Search results; Over 1,000 homes in Lanesborough

Guest favorite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 private baths
Sep 22 – 27
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4.9 out of 5 average rating, 124 reviews
Top guest favorite
Home in Lenox
Spacious Lenox Farmhouse | Retreat Near Tanglewood
3 bedrooms, 3 beds, 2.5 baths
Sep 6 – 11
5.0 out of 5 average rating, 21 reviews
Room in North Chatham
Upstate Creekside Retreat
1 bed, 1 bath
Sep 1 – 6
5.0 out of 5 average rating, 3 reviews
Guesthouse in Williamstown
Forest Retreat
2 bedrooms, 4 beds, No bathroom
Sep 17 – 22
Guest favorite
Apartment in Pittsfield
Simply off North
1 bedroom, 1 queen bed, 1 bath
Nov 1 – 6
5.0 out of 5 average rating, 43 reviews
Guest favorite
Room in North Adams
A cozy home near museums & restaurants (Queen #1)
1 queen bed, 2 baths
Sep 1 – 6
4.87 out of 5 average rating, 23 reviews
Guest favorite
Home in Williamstown
Berkshire Family Home
4 bedrooms, 1 sofa bed, 3 baths
Jan 1 – 6
5.0 out of 5 average rating, 9 reviews
Home in Lenox
Hawthorne House
3 bedrooms, 4 beds, 2.5 baths
Sep 7 – 12
Top guest favorite
Home in Lenox
The Maple House - Modern Retreat Near Town
3 bedrooms, 4 beds, 2 baths
May 31 – Jun 5
5.0 out of 5 average rating, 16 reviews
Superhost
Room in Great Barrington
The Berkshire Mountain Inn - Berkshire Wing
1 king bed, 1 bath
Oct 24 – 29
Home in Egremont
Prospect Lake Get Away
4 bedrooms, 5 beds, 1.5 baths
Feb 28 – Mar 7
Top guest favorite
Guesthouse in Lanesborough
The Carriage House: Spotless, Charming 2 Bedroom
2 bedrooms, 2 beds, 1 bath
Oct 26 – 31
5.0 out of 5 average rating, 20 reviews
Home in Worthington
Private Berkshire Chalet in Worthington
3 bedrooms, 4 beds, 2 baths
Sep 7 – 12
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Barn in East Chatham
The Loft @ Sweet Pea Farms
1 bedroom, 2 queen beds, 1 bath
Sep 7 – 12
5.0 out of 5 average rating, 50 reviews
Top guest favorite
Home in Stockbridge
Secluded Family Home in Serene Stockbridge Woods
3 bedrooms, 4 beds, 2 baths
Oct 25 – 30
4.99 out of 5 average rating, 84 reviews
Top guest favorite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds, 2.5 baths
Sep 14 – 19
4.97 out of 5 average rating, 142 reviews
Top guest favorite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 baths
Sep 14 – 19
5.0 out of 5 average rating, 115 reviews
Hotel room in Lee
All-Season Retreat: Pools & Activities l 2 Villas
4 bedrooms, 6 beds, 4 baths
Sep 6 – 11
Top guest favorite
Home in Great Barrington
RENOVATED BERKSHIRE COUNTRY CASTLE
3 bedrooms, 3 beds, 3 baths
Oct 12 – 17
4.97 out of 5 average rating, 58 reviews