What are the top rated Vacation Rentals with Pools in Litchfield County?

There are a lot of options in Litchfield County. If you plan on staying in the Litchfield County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Litchfield County: <a href="/property/captivating-artisan-built-home-with-spectacular-water-views/HA-1213023388" class="class="static-page-link"">Captivating Artisan Built Home With Spectacular Water Views</a> <a href="/property/spacious-family-home-with-open-floor-plan-and-fireplace-close-to-ski-area/HA-3211461963" class="class="static-page-link"">Spacious family home with open floor plan and fireplace.close to ski area!</a> <a href="/property/lovely-cottage-completely-remodeled-two-bedroom-one-bath-can-accommodate-six/HA-321607259" class="class="static-page-link"">Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.</a> <a href="/property/litchfield-hills-lakefront-home-amazing-location-views-and-sunsets/HA-3212102157" class="class="static-page-link"">Litchfield Hills Lakefront Home! Amazing location, views and sunsets</a> <a href="/property/direct-waterfront-with-private-beach-entire-home/HA-3211798885" class="class="static-page-link"">Direct Waterfront with Private Beach - Entire Home</a> <a href="/property/lake-waramaug-cottage/HA-3211076498" class="class="static-page-link"">Lake Waramaug Cottage</a> <a href="/property/the-lake-house-on-lake-waramaug/HA-3212040701" class="class="static-page-link"">The Lake House on Lake Waramaug</a> <a href="/property/beautiful-brook-side-log-cabin-on-3-private-acres-2-bed-1-5-bath-entire-home/HA-3213644738" class="class="static-page-link"">Beautiful brook-side log cabin on 3 private acres - 2 bed, 1.5 bath, entire home</a> <a href="/property/cozy-waterfront-cottage-on-highland-lake-ct-central-a-c-heat/HA-3212225706" class="class="static-page-link"">Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c &amp; heat</a> <a href="/property/summer-2026-available-4br-3ba-woodridge-lake-tennis-pool-wifi-ac/HA-1213938540" class="class="static-page-link"">Summer 2026 Available! 4BR/3BA Woodridge Lake Tennis Pool WiFi AC</a>

What are the best family-friendly luxury rentals in Litchfield County?

We have many family-friendly luxury rentals in the Litchfield County. The Top family-friendly holiday rentals in Litchfield County are: The Perfect Escape From The City Ski, Snowshoe and Fish Dome Escape in Nature! Las Flores Villa Dainty New Preston Cottage w/Dock & Lake Views! See all <a href="/all/usa/connecticut/litchfield-county" class="class=&#34;static-page-link&#34;">pet-friendly luxury rentals in Litchfield County</a> on Cruiseandresorts

Do any villa rentals in Litchfield County have a pool?

Yes, There are more than 558 villa rentals in Litchfield County that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Litchfield County.

What are some great places to stay in Litchfield County that have a heated pool?

Many of the holiday rentals on Cruiseandresorts have heated pool facilities. These are some popular apartment rentals in Litchfield County that you may consider: The Perfect Escape From The City Ski, Snowshoe and Fish Dome Escape in Nature! Las Flores Villa Dainty New Preston Cottage w/Dock & Lake Views!