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Search results; Over 1,000 homes in Lanesborough

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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
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Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 43 reviews
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Guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Nov
4.85 out of 5 average rating, 300 reviews
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Top guest favourite
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.79 out of 5 average rating, 103 reviews
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Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 bathrooms
20–25 Oct
4.9 out of 5 average rating, 124 reviews
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Top guest favourite
Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
6 bedrooms, 10 beds, 4.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 85 reviews
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Top guest favourite
Guest house in Lanesborough
The Carriage House: Spotless, Charming 2 Bedroom
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
4.93 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Oct
4.92 out of 5 average rating, 330 reviews
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Superhost
Home in Hancock
Comfortable Berkshires retreat on mtn resort, SISO
4 bedrooms, 12 beds, 3 bathrooms
1–6 Oct
4.84 out of 5 average rating, 58 reviews
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Guest favourite
Home in Pittsfield
Berkshire Lakehouse - 3 bedrooms - sleeps 5
3 bedrooms, 3 beds, 1 bathroom
6–11 Oct
4.92 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 bathrooms
3–8 Oct
4.97 out of 5 average rating, 78 reviews
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Guest favourite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.82 out of 5 average rating, 214 reviews
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Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 77 reviews