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Search results; Over 1,000 homes in Lanesborough

Guest favourite

Home in Lanesborough

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

4 bedrooms, 5 beds, 1.5 private bathrooms

16–21 Aug

$2,710 SGD for 5 nights

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4.97 out of 5 average rating, 77 reviews

Top guest favourite

Home in Lanesborough

Historic Stone Church in The Berkshires

1 bedroom, 1 bed, 1.5 bathrooms

10–15 Aug

$2,719 SGD for 5 nights

4.98 out of 5 average rating, 84 reviews

Guest favourite

Guest suite in Lanesborough

1bed rm. skier’s bliss 2 miles only 1 rd to slopes

1 bedroom, 2 beds, 1 bathroom

9–14 Aug

$781 SGD for 5 nights

Free cancellation

4.81 out of 5 average rating, 95 reviews

Guest favourite

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

3 bedrooms, 4 beds, 2.5 bathrooms

24–29 Aug

$2,462 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 297 reviews

Top guest favourite

Home in Lanesborough

Lakefront Home on Ponstoosuc Lake, The Berkshires

3 bedrooms, 4 beds, 2.5 bathrooms

9–14 Aug

$3,670 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Home in Lanesborough

The Pond House

3 bedrooms, 4 beds, 1 bathroom

20–25 Nov

$1,861 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 52 reviews

Guest favourite

Cottage in Lanesborough

Lakefront Cottage w/ Dock & Kayaks

2 bedrooms, 6 beds, 1 bathroom

14–19 Sept

Extended stay discount

Free cancellation

4.9 out of 5 average rating, 10 reviews

Top guest favourite

Home in Lanesborough

Berkshire Mountain House

4 bedrooms, 5 beds, 3 bathrooms

16–21 Sept

$3,297 SGD for 5 nights

5.0 out of 5 average rating, 41 reviews

Home in Stephentown

Ioka Valley Farm's Little Farm House

3 bedrooms, 4 beds, 1 bathroom

3–8 Aug

Free cancellation

New place to stay

Guest favourite

Flat in Pittsfield

Marie's Place

2 bedrooms, 2 queen beds, 1 bathroom

9–14 Aug

$1,279 SGD for 5 nights

4.92 out of 5 average rating, 322 reviews

Guest favourite

Home in Lanesborough

Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family

4 bedrooms, 10 beds, 2 bathrooms

24–29 Aug

$2,988 SGD for 5 nights

4.99 out of 5 average rating, 72 reviews

Guest favourite

Home in Pittsfield

Beautiful Lake-view Getaway!

2 bedrooms, 2 queen beds, 1 bathroom

10–15 Aug

$1,664 SGD for 5 nights

4.97 out of 5 average rating, 70 reviews

Top guest favourite

Home in Pittsfield

Lake/Mountain View Getaway

2 bedrooms, 3 beds, 2 bathrooms

23–28 Aug

$1,783 SGD for 5 nights

4.95 out of 5 average rating, 94 reviews

Guest favourite

Cottage in Pittsfield

Lake Views & Dock Access - Pittsfield Cottage!

4 bedrooms, 6 beds, 1.5 bathrooms

24–29 Aug

$3,590 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Home in Lanesborough

Berkshires Home-Near Williams College

3 bedrooms, 3 beds, 2.5 bathrooms

19–24 Aug

$3,446 SGD for 5 nights

5.0 out of 5 average rating, 26 reviews

Top guest favourite

Home in Pittsfield

Relaxing Berkshire getaway

2 bedrooms, 3 beds, 1 bathroom

24–29 Aug

$2,409 SGD for 5 nights

4.97 out of 5 average rating, 75 reviews

Guest favourite

Guest suite in Hancock

Cozy apartment near Jiminy Peak

2 bedrooms, 3 beds, 1 bathroom

8–13 Sept

$706 SGD for 5 nights

4.81 out of 5 average rating, 209 reviews

Guest favourite

Home in Lanesborough

Elmwood Farmhouse

4 bedrooms, 7 beds, 2.5 bathrooms

1–6 Sept

$2,257 SGD for 5 nights

4.9 out of 5 average rating, 122 reviews

Top guest favourite

Home in Pittsfield

Marie’s Place unit 3

3 bedrooms, 3 beds, 1.5 bathrooms

23–28 Aug

$2,012 SGD for 5 nights

4.97 out of 5 average rating, 70 reviews