Vacation rentals with a pool in Lenox
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lenox
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Lenox rentals with a pool
House rentals with a pool
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Sep 17 – 24
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Oct 23 – 30
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
Apr 29 – May 6
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Jun 24 – Jul 1
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Sep 25 – Oct 2
Home in Lenox
4.96 out of 5 average rating, 24 reviewsLenox Grand Colonial with Pool by Evergreen Home
Oct 18 – 25
Home in Lee
4.98 out of 5 average rating, 62 reviewsBerkshire Vacation Home in Lee (Pool Opens in May)
Oct 14 – 21
Home in Great Barrington
4.97 out of 5 average rating, 34 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Dec 6 – 13
Condo rentals with a pool
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Sep 24 – Oct 1
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Dec 6 – 13
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Jul 29 – Aug 5
Condo in Hancock
4.96 out of 5 average rating, 27 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
May 12 – 19
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
May 22 – 29
Condo in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jan 14 – 21
Condo in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
Mar 14 – 21
Condo in Wilmington
Crafts Inn in Vermont 1br suite, Saturday check-in
Jul 6 – 13
Quick stats about vacation rentals with a pool in Lenox
Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
710 reviews
Nightly prices starting at
$100 before taxes and fees
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