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
Oct 31 – Nov 7
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Dec 20 – 27
Home in Lenox
4.96 out of 5 average rating, 24 reviewsLenox Grand Colonial with Pool by Evergreen Home
Dec 14 – 21
Home in Lee
4.98 out of 5 average rating, 62 reviewsBerkshire Vacation Home in Lee (Pool Opens in May)
Sep 24 – Oct 1
Home in Great Barrington
5.0 out of 5 average rating, 52 reviewsStunning luxury home with pool
Sep 28 – Oct 5
Home in Dalton
4.89 out of 5 average rating, 81 reviewsPrivate & Stylish Berkshires House for All Seasons
Nov 6 – 13
Home in Hudson
5.0 out of 5 average rating, 5 reviewsGemini House - 1892 Farmhouse w/ Pool in Hudson
Sep 14 – 21
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Jan 25 – Feb 1
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 17 – 24
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Oct 12 – 19
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
May 22 – 29
Condo in Hancock
4.96 out of 5 average rating, 27 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
May 3 – 10
Condo in Hancock
4.93 out of 5 average rating, 15 reviewsLarge one bedroom, two full bath, full kitchen
Oct 15 – 22
Condo in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jan 5 – 12
Condo in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
Mar 6 – 13
Condo in Wilmington
Crafts Inn in Vermont 1br suite, Saturday check-in
Nov 9 – 16
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
€ 93 before taxes and fees
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