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 Athens
4.94 out of 5 average rating, 114 reviewsPrivate lakefront home, hot tub & resort amenities
Home in Pittsfield
4.94 out of 5 average rating, 17 reviewsBerkshire Lakeside Retreat
Home in Hillsdale
5 out of 5 average rating, 5 reviews*Majestic views*Hot tub*Firepit*Games*Sleeps 14
Home in New Lebanon
4.98 out of 5 average rating, 57 reviewsBerkshire Mountain retreat gorgeous views and pool
Home in Canaan
4.99 out of 5 average rating, 83 reviewsBerkshire Lake House, gunite pool, Chef's Kitchen
Home in East Chatham
4.75 out of 5 average rating, 4 reviews10 Acre Country Estate with Pool, Hot Tub & Views!
Home in Lanesborough
5 out of 5 average rating, 7 reviewsMountain Blossom Retreat by Evergreen Home
Home in Great Barrington
5 out of 5 average rating, 63 reviewsHouse in beautiful Berkshires
Apartment rentals with a pool
Apartment in Dover
4.82 out of 5 average rating, 11 reviewsSpacious 3BR | Deck | Pool | Washer/Dryer
Apartment in Hancock
5 out of 5 average rating, 6 reviewsCondo Resort at Jiminy Peak Ski Mountain's Base
Apartment in Hancock
4.98 out of 5 average rating, 42 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Apartment in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
Apartment in Dover
5 out of 5 average rating, 4 reviewsCozy Townhome by Mt Snow with Ski Home Trail
Apartment in Hancock
4.63 out of 5 average rating, 144 reviewsJiminy Peak Country Inn 1 Bedroom Suite
Apartment in Dover
4.63 out of 5 average rating, 16 reviewsEntire condo Mt Snow, shuttle to and ski home!
Quick stats about holiday rentals with a pool in Hancock
Total rentals
120 properties
Nightly prices starting at
$81 SGD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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