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Search results; Over 1,000 homes in Lanesborough

Guest favourite

Home in Lanesborough

Elmwood Farmhouse

4 bedrooms, 7 beds, 2.5 private bathrooms

25–30 Aug

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4.9 out of 5 average rating, 117 reviews

Top guest favourite

Room in Pittsfield

Large guest suite w/private bath in the Berkshires

2 beds1 bathroom,

7–12 Jun

$700 SGD for 5 nights

4.98 out of 5 average rating, 450 reviews

Top guest favourite

Home in Lanesborough

The Pond House

3 bedrooms4 beds, 1 bathroom,

14–19 Nov

$1,778 SGD for 5 nights

4.96 out of 5 average rating, 49 reviews

Guest favourite

Flat in Pittsfield

HawksNest: quiet 2BR apt, heart of the Berkshires

2 bedrooms2 beds, 1.5 bathrooms,

1–6 Nov

$597 SGD for 5 nights

4.84 out of 5 average rating, 194 reviews

Guest favourite

Home in Pittsfield

Beautiful Lake-view Getaway!

2 bedrooms2 queen beds, 1 bathroom,

2–7 Jun

$1,433 SGD for 5 nights

4.97 out of 5 average rating, 62 reviews

Guest favourite

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

3 bedrooms4 beds, 2.5 bathrooms,

9–14 Aug

$2,522 SGD for 5 nights

4.85 out of 5 average rating, 293 reviews

Guest favourite

Cottage in Lanesborough

The Grove Lakehouse

2 bedrooms6 beds, 1 bathroom,

15–20 Jun

$2,520 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Guest favourite

Home in Pittsfield

Mountain Farmhouse Getaway

5 bedrooms5 beds, 2 bathrooms,

1–6 Jun

$2,243 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Top guest favourite

Home in Lanesborough

Lakefront Home on Ponstoosuc Lake, The Berkshires

3 bedrooms4 beds, 2.5 bathrooms,

1–6 Jun

$3,112 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favourite

Cottage in Pittsfield

Lake Views & Dock Access - Pittsfield Cottage!

4 bedrooms6 beds, 1.5 bathrooms,

1–6 Jun

$3,950 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Home in Lanesborough

Berkshire Mountain House

4 bedrooms5 beds, 3 bathrooms,

11–16 Sept

$3,444 SGD for 5 nights

5.0 out of 5 average rating, 36 reviews

Top guest favourite

Cabin in Lanesborough

Glamping in the Berkshires w/ car charging station

3 bedrooms8 beds, 2 bathrooms,

1–6 Jun

$3,387 SGD for 5 nights

4.98 out of 5 average rating, 53 reviews

Guest favourite

Guest suite in Lanesborough

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

1 bedroom2 beds, 1 bathroom,

1–6 Jun

$798 SGD for 5 nights

4.81 out of 5 average rating, 88 reviews

Guest favourite

Cottage in Lanesborough

Stone School Cottage

2 bedrooms4 beds, 1 bathroom,

1–6 Jun

$1,436 SGD for 5 nights

4.93 out of 5 average rating, 255 reviews

Top guest favourite

Farm stay in Pittsfield

Private 2nd-floor studio on a working produce farm

1 bedroom1 bed, 1 bathroom,

1–6 Jun

4.99 out of 5 average rating, 303 reviews

Top guest favourite

Home in Pittsfield

Marie’s Place unit 3

3 bedrooms3 beds, 1.5 bathrooms,

7–12 Jun

$1,595 SGD for 5 nights

4.96 out of 5 average rating, 57 reviews

Top guest favourite

Home in Pittsfield

Berkshire Lakefront Home W/Pool-100%Renovated

6 bedrooms10 beds, 4.5 bathrooms,

14–19 Jun

$6,129 SGD for 5 nights

4.97 out of 5 average rating, 78 reviews

Top guest favourite

Guest house in Lanesborough

The Carriage House: Spotless, Charming 2 Bedroom

2 bedrooms2 beds, 1 bathroom,

26–31 Oct

$1,037 SGD for 5 nights

5.0 out of 5 average rating, 20 reviews

Top guest favourite

Cottage in Lanesborough

Pontoosuc Lakeshore

2 bedrooms3 beds, 1.5 bathrooms,

3–8 Jun

$2,973 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews