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, 119 reviewsPool House
Home in Kerhonkson
4.89 out of 5 average rating, 141 reviewsScandinavian lux retreat, views & pool
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in West Milford
4.99 out of 5 average rating, 114 reviewsOn The Rocks In The Hot Tub
Home in Manorville
4.99 out of 5 average rating, 205 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Cottekill
4.96 out of 5 average rating, 245 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Katonah
5.0 out of 5 average rating, 25 reviewsContemporary Retreat w/ GameRoom Pool HBO
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 219 reviewsRustic Chic at Mountain Creek! Pool Open All Year!
Condo in Vernon Township
4.97 out of 5 average rating, 146 reviewsComfy Studio at Mountain Creek Resort
Condo in Vernon Township
4.95 out of 5 average rating, 241 reviewsNYC Escape 1 hr away
Condo in Vernon Township
4.95 out of 5 average rating, 738 reviewsAppalachian Lodge Top Floor w/views
Condo in Vernon Township
4.76 out of 5 average rating, 138 reviews1 Bedroom Condo @ Appalachian Resort Hotel
Condo in Vernon Township
4.94 out of 5 average rating, 104 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
Condo in Vernon Township
4.9 out of 5 average rating, 207 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Condo in Vernon Township
4.9 out of 5 average rating, 306 reviewsAppalachian TOP 4TH FLOOR Studio+ w/amazing views!
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
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
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