Holiday rentals with a pool in Hancock
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hancock
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 Hancock 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"
2–9 May
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
7–14 Aug
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 Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 Jan – 3 Feb
Home in Hancock
5.0 out of 5 average rating, 24 reviewsCozy Mountain Cabin in Cultural Berkshire
25 Feb – 4 Mar
Home in Hancock
4.85 out of 5 average rating, 41 reviewsJiminy Peak Peaceful Home in Berkshires
6–13 Feb
Home in New Lebanon
4.98 out of 5 average rating, 49 reviewsBerkshire Mountain retreat gorgeous views and pool
13–20 May
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
14–21 Nov
Apartment rentals with a pool
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
18–25 Sep
Apartment in Dover
4.99 out of 5 average rating, 105 reviews*Mountain Oasis: Base of Mount Snow Retreat*
12–19 Mar
Apartment in Dover
4.88 out of 5 average rating, 146 reviewsCozy condo with great views of Mt. Snow
21–28 Aug
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
4–11 Feb
Apartment in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
10–17 Aug
Apartment in Hancock
4.96 out of 5 average rating, 27 reviewsSki - IN ski - out Lift&MT.VIEWS GR8 4 Season LOC.Unit2
7–14 May
Apartment in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
9–16 Jan
Apartment in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
9–16 Mar
Quick stats about holiday rentals with a pool in Hancock
Total rentals
120 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1.9T reviews
Nightly prices starting at
₹5,003 before taxes and fees
Destinations to explore
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