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 New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Katonah
5.0 out of 5 average rating, 24 reviewsContemporary Retreat w/ GameRoom Pool HBO
Condo rentals with a pool
Condo in Bayonne
4.95 out of 5 average rating, 105 reviewsStylish & Quiet in Bayonne | King Bed, Parking
Condo in Danbury
4.82 out of 5 average rating, 11 reviewsQuaint spacious unit,A+ location
Condo in West Orange
4.89 out of 5 average rating, 18 reviewsModern, Bright, Renovated 2 bed/ 2 Bath w/ den
Condo in New York City
5.0 out of 5 average rating, 3 reviewsNew Luxury High Floor Amazing City View Studio
Condo in West New York
4.97 out of 5 average rating, 32 reviewsLuxury- Large 2 bd 2 bath NYC + balcony
Condo in Farmington
4.8 out of 5 average rating, 50 reviewsFarmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Condo in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
Condo in Fishkill
5.0 out of 5 average rating, 5 reviewsFishkill Living
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
$220 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
- House rentals Lewisboro
- Kid-friendly rentals Lewisboro
- Rentals with a fireplace Lewisboro
- Rentals with lake access Lewisboro
- Rentals with a fire pit Lewisboro
- Fitness-friendly rentals Lewisboro
- Rentals with outdoor seating Lewisboro
- Pet-friendly rentals Lewisboro
- Monthly Rentals Lewisboro
- Rentals with a patio Lewisboro
- Rentals with a washer and dryer Lewisboro
- Family-friendly rentals Lewisboro
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes