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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

$2,275 SGD for 5 nights

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4.9 out of 5 average rating, 117 reviews

Top guest favourite

Home in Lanesborough

The Pond House

3 bedrooms4 beds, 1 bathroom,

14–19 Nov

$1,783 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 49 reviews

Guest favourite

Home in Pittsfield

Beautiful Lake-view Getaway!

2 bedrooms2 queen beds, 1 bathroom,

5–10 Jun

$1,400 SGD for 5 nights

4.97 out of 5 average rating, 63 reviews

Top guest favourite

Room in Pittsfield

Large guest suite w/private bath in the Berkshires

2 beds1 bathroom,

7–12 Jun

$702 SGD for 5 nights

4.98 out of 5 average rating, 450 reviews

Guest favourite

Cottage in Pittsfield

Charming lakeview cottage w/ kayaks, Richmond Pond

3 bedrooms4 beds, 1 bathroom,

9–14 Jun

$1,621 SGD for 5 nights

4.8 out of 5 average rating, 49 reviews

Guest favourite

Townhouse in Hancock

Jiminy Peak Slopeside Getaway • Ski & Adventure

2 bedrooms3 beds, 2 bathrooms,

14–19 Jun

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Rooms in Pittsfield

Equestrian retreat

2 bedrooms2 queen beds, 1 bathroom,

23–28 Aug

$834 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 193 reviews

Top guest favourite

Cabin in Florida

The Greylock Cabin

2 bedrooms2 beds, 1 bathroom,

7–12 Jun

$1,548 SGD for 5 nights

4.98 out of 5 average rating, 65 reviews

Top guest favourite

Farm stay in Pittsfield

Private 2nd-floor studio on a working produce farm

1 bedroom1 bed, 1 bathroom,

14–19 Jun

4.99 out of 5 average rating, 303 reviews

Top guest favourite

Guest suite in Pittsfield

Newly Renovated Red Door Annex

1 bedroom1 queen bed, 1 bathroom,

14–19 Jun

$815 SGD for 5 nights

4.91 out of 5 average rating, 113 reviews

Guest favourite

Cabin in Windsor

Stone cabin in the Berkshires

2 bedrooms3 beds, 1 bathroom,

6–11 Jul

$1,721 SGD for 5 nights

4.87 out of 5 average rating, 23 reviews

Guest favourite

Resort in Hancock

Country Inn Suite at Jiminy Peak - No fees added

1 bedroom2 beds, 1 bathroom,

14–19 Jun

$1,018 SGD for 5 nights

4.72 out of 5 average rating, 260 reviews

Guest favourite

Cottage in Lanesborough

Stone School Cottage

2 bedrooms4 beds, 1 bathroom,

3–8 Jun

$1,434 SGD for 5 nights

4.93 out of 5 average rating, 255 reviews

Guest favourite

Home in Pittsfield

Cantabile life in the Berkshires

3 bedrooms5 beds, 2 bathrooms,

7–12 Jun

$1,623 SGD for 5 nights

4.95 out of 5 average rating, 212 reviews

Guest favourite

Townhouse in Hancock

Beautiful Jiminy Peak Townhome Family Friendly

3 bedrooms5 beds, 2 bathrooms,

5–10 Jul

$1,347 SGD for 5 nights

4.84 out of 5 average rating, 101 reviews

Guest favourite

Cabin in Cheshire

Private Paradise in the Berkshires

1 bedroom1 bed, 1 bathroom,

4–9 Jun

$1,313 SGD for 5 nights

4.89 out of 5 average rating, 171 reviews

Guest favourite

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

3 bedrooms4 beds, 2.5 bathrooms,

9–14 Aug

$2,528 SGD for 5 nights

4.85 out of 5 average rating, 294 reviews

Top guest favourite

Home in Lanesborough

Historic Stone Church in The Berkshires

1 bedroom1 bed, 1.5 bathrooms,

18–23 Jun

$2,717 SGD for 5 nights

4.97 out of 5 average rating, 79 reviews

Guest favourite

Flat in Pittsfield

Marie's Place

2 bedrooms2 queen beds, 1 bathroom,

7–12 Jun

$1,018 SGD for 5 nights

4.92 out of 5 average rating, 307 reviews