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Search results; Over 1,000 homes in Lanesborough

Guest favourite

Cottage in Lanesborough

Stone School Cottage

2 bedrooms, 4 beds, 1 private bathroom

12–17 Jul

$1,600 SGD for 5 nights

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4.93 out of 5 average rating, 258 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

19–24 Jul

$808 SGD for 5 nights

Free cancellation

4.81 out of 5 average rating, 93 reviews

Home in Pittsfield

Cozy Berkshire Lakeside Retreat | Deck + Fire Pit

2 bedrooms, 2 beds, 1 bathroom

10–15 Aug

$2,434 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Lanesborough

Historic Stone Church in The Berkshires

1 bedroom, 1 bed, 1.5 bathrooms

2–7 Aug

$2,742 SGD for 5 nights

4.98 out of 5 average rating, 82 reviews

Guest favourite

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

3 bedrooms, 4 beds, 2.5 bathrooms

23–28 Aug

$2,552 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 296 reviews

Top guest favourite

Home in Lanesborough

The Pond House

3 bedrooms, 4 beds, 1 bathroom

9–14 Dec

$1,877 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 50 reviews

Top guest favourite

Home in Lanesborough

Lakefront Home on Ponstoosuc Lake, The Berkshires

3 bedrooms, 4 beds, 2.5 bathrooms

8–13 Sept

$3,793 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 23 reviews

Top guest favourite

Home in Pittsfield

Cozy cottage on peaceful pond

2 bedrooms, 2 beds, 1 bathroom

27 Aug – 1 Sept

$3,441 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

Guest favourite

Home in Pittsfield

Cantabile life in the Berkshires

3 bedrooms, 5 beds, 2 bathrooms

23–28 Aug

$1,969 SGD for 5 nights

4.95 out of 5 average rating, 217 reviews

Guest favourite

Home in Pittsfield

A Ray of Sunshine-Lakefront-New Construction- ski

5 bedrooms, 4.5 bathrooms

26–31 Jul

$7,430 SGD for 5 nights

5.0 out of 5 average rating, 35 reviews

Guest favourite

Home in Pittsfield

The Guest House at Cottage Farm

3 bedrooms, 4 beds, 3 bathrooms

12–17 Jul

$2,059 SGD for 5 nights

4.94 out of 5 average rating, 35 reviews

Guest favourite

Flat in Pittsfield

Marie's Place

2 bedrooms, 2 queen beds, 1 bathroom

9–14 Aug

$1,290 SGD for 5 nights

4.91 out of 5 average rating, 316 reviews

Guest favourite

Cottage in Lanesborough

The Grove Lakehouse

2 bedrooms, 6 beds, 1 bathroom

27 Jul – 1 Aug

$2,550 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 7 reviews

Home in Pittsfield

3 Bed Home Lake & Mountain Views

3 bedrooms, 3 beds, 2 bathrooms

27 Jul – 1 Aug

$2,841 SGD for 5 nights

Free cancellation

4.67 out of 5 average rating, 12 reviews

Guest favourite

Home in Lanesborough

Berkshires Home-Near Williams College

3 bedrooms, 3 beds, 2.5 bathrooms

25–30 Jul

$4,060 SGD for 5 nights

5.0 out of 5 average rating, 25 reviews

Guest favourite

Guest suite in Hancock

Cozy apartment near Jiminy Peak

2 bedrooms, 3 beds, 1 bathroom

25–30 Jul

$686 SGD for 5 nights

4.82 out of 5 average rating, 207 reviews

Top guest favourite

Room in Pittsfield

2-Rm Suite in the Berkshires - private BR and Den

1 queen bed, 1 bathroom

24–29 Aug

$853 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 85 reviews

Top guest favourite

Home in Pittsfield

Lake/Mountain View Getaway

2 bedrooms, 3 beds, 2 bathrooms

21–26 Aug

$2,216 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

19–24 Jul

$3,997 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews