Holiday 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.
Holiday 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
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
17–24 Oct
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
22–29 Dec
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
11–18 Mar
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
7–14 Aug
Home in Lenox
4.96 out of 5 average rating, 24 reviewsLenox Grand Colonial with Pool by Evergreen Home
4–11 Dec
Home in Lee
4.98 out of 5 average rating, 62 reviewsBerkshire Vacation Home in Lee (Pool Opens in May)
17–24 Oct
Home in West Stockbridge
5.0 out of 5 average rating, 6 reviewsPool is open Memorial Day Weekend! - Sleeps 13!
29 Oct – 5 Nov
Home in Dalton
4.89 out of 5 average rating, 81 reviewsPrivate & Stylish Berkshires House for All Seasons
12–19 Dec
Apartment rentals with a pool
Apartment in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
19–26 Sept
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
4.9 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, 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
Apartment in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
8–15 Jan
Apartment in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
8–15 Mar
Apartment in Wilmington
Crafts Inn in Vermont 1br suite, Saturday check-in
9–16 Nov
Quick stats about holiday 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
£80 before taxes and fees
Destinations to explore
- New City Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Catskill Holiday rentals
- Albany Holiday rentals
- Catskill Mountains Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Rentals with pools United States
- Rentals with pools New York
- Rentals with pools Massachusetts
- Rentals with pools Massachusetts
- Rentals with breakfast Lenox
- Rentals with lake access Lenox
- Rentals with a patio Lenox
- House rentals Lenox
- Hotel rentals Lenox
- Rentals with a washing machine and dryer Lenox
- Pet-friendly rentals Lenox
- Family-friendly rentals Lenox
- Family-friendly rentals Lenox
- Boutique hotel rentals Lenox
- Flat rentals Lenox
- Rentals with a firepit Lenox
- Monthly Rentals Lenox
- Rentals with outdoor seating Lenox
- Rentals with a fireplace Lenox
- Rentals with pools Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom