Holiday rentals with a pool in Lanesborough
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lanesborough
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lanesborough rentals with a pool
House rentals with a pool
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
19–26 Sep
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
17–24 Nov
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
7–14 Aug
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 May – 3 Jun
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
12–19 Jun
Home in Pittsfield
4.97 out of 5 average rating, 39 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
11–18 Nov
Home in Pittsfield
4.96 out of 5 average rating, 56 reviewsBerkshire Getaway Ranch 3 acres + saltwater pool
17–24 Jan
Home in Hancock
5.0 out of 5 average rating, 24 reviewsCozy Mountain Cabin in Cultural Berkshire
24 Feb – 3 Mar
Apartment rentals with a pool
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
4–11 Oct
Apartment in Dover
4.99 out of 5 average rating, 105 reviews*Mountain Oasis: Base of Mount Snow Retreat*
22–29 Apr
Apartment in Dover
4.88 out of 5 average rating, 146 reviewsCozy condo with great views of Mt. Snow
20–27 Aug
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
3–10 Feb
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
3–10 Aug
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
30 Nov – 7 Dec
Apartment in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
17–24 May
Apartment in Hancock
4.96 out of 5 average rating, 27 reviewsSki - IN ski - out Lift&MT.VIEWS GR8 4 Season LOC.Unit2
6–13 May
Quick stats about holiday rentals with a pool in Lanesborough
Total rentals
120 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.8T reviews
Nightly prices starting at
₹5,012 before taxes and fees
Destinations to explore
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