We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Lanesborough

Guest favourite

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

3 bedrooms, 4 beds, 2.5 private bathrooms

9–14 Aug

$2,559 SGD for 5 nights

,

4.85 out of 5 average rating, 295 reviews

Top guest favourite

Home in Lanesborough

Historic Stone Church in The Berkshires

1 bedroom, 1 bed, 1.5 bathrooms

5–10 Jul

$2,750 SGD for 5 nights

4.98 out of 5 average rating, 81 reviews

Home in Pittsfield

Cozy Berkshire Lakeside Retreat | Deck + Fire Pit

2 bedrooms, 2 beds, 1 bathroom

6–11 Jul

$2,507 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Lanesborough

The Pond House

3 bedrooms, 4 beds, 1 bathroom

9–14 Dec

$1,882 SGD for 5 nights

4.96 out of 5 average rating, 49 reviews

Top guest favourite

Home in Lanesborough

Lakefront Home on Ponstoosuc Lake, The Berkshires

3 bedrooms, 4 beds, 2.5 bathrooms

8–13 Sept

$3,804 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

Guest favourite

Room in Pittsfield

Cute Room with Bay Window in Downtown Victorian

2 beds, 3 bathrooms

12–17 Jul

$433 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

Guest favourite

Cabin in Cheshire

Private Paradise in the Berkshires

1 bedroom, 1 bed, 1 bathroom

7–12 Jul

$1,329 SGD for 5 nights

4.9 out of 5 average rating, 173 reviews

Guest favourite

Cottage in Lanesborough

Stone School Cottage

2 bedrooms, 4 beds, 1 bathroom

12–17 Jul

$1,604 SGD for 5 nights

4.93 out of 5 average rating, 258 reviews

Home in Lanesborough

New built - Split level house in the Berkshires

3 bedrooms, 5 beds, 3 bathrooms

7–12 Jul

$3,721 SGD for 5 nights

Top guest favourite

Home in Lanesborough

Tranquil mid-century modern Berkshires retreat

3 bedrooms, 4 beds, 2.5 bathrooms

23–28 Aug

$3,171 SGD for 5 nights

4.99 out of 5 average rating, 132 reviews

Top guest favourite

Flat in Pittsfield

Marie's Place, Unit 1

3 bedrooms, 3 beds, 1 bathroom

5–10 Jul

$1,800 SGD for 5 nights

4.97 out of 5 average rating, 115 reviews

Home in Pittsfield

Brady’s Croft | Berkshires Farmhouse Retreat

5 bedrooms, 6 beds, 3 bathrooms

5–10 Jul

$3,513 SGD for 5 nights

New place to stay

Guest favourite

Home in Lanesborough

Berkshires Home-Near Williams College

3 bedrooms, 3 beds, 2.5 bathrooms

25–30 Jul

$4,071 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

Guest favourite

Home in Pittsfield

The Guest House at Cottage Farm

3 bedrooms, 4 beds, 3 bathrooms

12–17 Jul

$2,065 SGD for 5 nights

4.94 out of 5 average rating, 35 reviews

Top guest favourite

Home in Pittsfield

Marie’s Place unit 3

3 bedrooms, 3 beds, 1.5 bathrooms

22–27 Aug

$2,055 SGD for 5 nights

4.97 out of 5 average rating, 63 reviews

Guest favourite

Home in Pittsfield

Berkshire Getaway Ranch 3 acres + saltwater pool

2 bedrooms, 3 beds, 2 bathrooms

6–11 Jul

$5,663 SGD for 5 nights

4.92 out of 5 average rating, 104 reviews

Top guest favourite

Home in Lanesborough

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min

4 bedrooms, 5 beds, 2 bathrooms

19–24 Jul

$5,193 SGD for 5 nights

5.0 out of 5 average rating, 35 reviews

Guest favourite

Apartment in Hancock

THE SLOPE slope-view Country Inn 1BR w/heated pool

1 bedroom, 2 beds, 1 bathroom

5–10 Jul

$863 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Place to stay in Pittsfield

Cozy room in Pittsfield #3

1 bedroom, 1 queen bed, 1.5 bathrooms

6–11 Jul

$626 SGD for 5 nights