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Search results; Over 1,000 homes in Lanesborough

Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
3 bedrooms, 8 beds, 2 private bathrooms
7–12 Jan
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4.98 out of 5 average rating, 55 reviews
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
Top guest favourite
Flat in Pittsfield
Downtown Apartment A
4.93 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
4.92 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Jul
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
4.98 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
Top guest favourite
Guest house in Lanesborough
The Carriage House: Spotless, Charming 2 Bedroom
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
Home in Pittsfield
Brady’s Croft | Berkshires Farmhouse Retreat
New place to stay, 5 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
5.0 out of 5 average rating, 14 reviews, 2 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4.93 out of 5 average rating, 46 reviews, 4 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
Guest favourite
Flat in Pittsfield
Berkshire's Sweet Spot 2-Pool and Spa
4.85 out of 5 average rating, 80 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
6–11 Jul
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
4.97 out of 5 average rating, 61 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
Guest favourite
Cabin in New Ashford
Rustic Cabin with Wood Fireplace
4.95 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 1 bathroom
9–14 Jul
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
4.99 out of 5 average rating, 132 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Home in Pittsfield
Berkshire Views
5.0 out of 5 average rating, 19 reviews, 6 bedrooms, 7 beds, 4 bathrooms
13–18 Sept
Top guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
4.94 out of 5 average rating, 47 reviews, 1 bed, 2 bathrooms
12–17 Jul
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
4.92 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug