Vacation rentals with a pool in Lewisboro
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lewisboro
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 Lewisboro rentals with a pool
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 16 – 23
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Jul 14 – 21
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 16 – 23
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
Oct 3 – 10
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 10 – 17
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Aug 23 – 30
Home in Katonah
5.0 out of 5 average rating, 24 reviewsContemporary Retreat w/ GameRoom Pool HBO
Aug 25 – Sep 1
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Mar 22 – 29
Condo in Vernon Township
4.97 out of 5 average rating, 217 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Nov 21 – 28
Condo in Vernon Township
4.95 out of 5 average rating, 238 reviewsNYC Escape 1 hr away
Aug 13 – 18
Condo in Vernon Township
4.95 out of 5 average rating, 729 reviewsAppalachian Lodge Top Floor w/views
Sep 25 – Oct 2
Condo in Vernon Township
4.97 out of 5 average rating, 222 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
Mar 8 – 15
Condo in Vernon Township
4.94 out of 5 average rating, 102 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
Oct 30 – Nov 6
Condo in Vernon Township
4.76 out of 5 average rating, 137 reviews1 Bedroom Condo @ Appalachian Resort Hotel
Jun 22 – 29
Condo in Vernon Township
4.9 out of 5 average rating, 202 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Aug 28 – Sep 4
Quick stats about vacation rentals with a pool in Lewisboro
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
290 reviews
Nightly prices starting at
€ 204 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Pocono Mountains Vacation rentals
- Montauk Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Rentals with pools New York
- Rentals with pools Westchester County
- Fitness-friendly rentals Lewisboro
- Family-friendly rentals Lewisboro
- Pet-friendly rentals Lewisboro
- Rentals with a fire pit Lewisboro
- House rentals Lewisboro
- Rentals with a fireplace Lewisboro
- Rentals with a washer and dryer Lewisboro
- Rentals with outdoor seating Lewisboro
- Rentals with lake access Lewisboro
- Kid-friendly rentals Lewisboro
- Rentals with a patio Lewisboro
- Monthly Rentals Lewisboro
- 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