Kent County rentals with pool

We found 8 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Kent County rentals with pools

Unwind by the fireplace on the huge couch.

Premier Host

Spacious 5 Bedroom w/Pool, Patio and Theater

Sleeps 11 · 5 bedrooms · 3 bathrooms

Premier Host

Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

Sleeps 6 · 1 bedroom · 0+ bathrooms

Premier Host

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Sleeps 6 · 2 bedrooms · 2 bathrooms

Find spaces that suit your style

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Rentals with Pool in Kent County

Rentals with Pool in Clayton

Rentals with Pool in Dover

Rentals with Pool in Magnolia

Rentals with Pool in Harrington

Rentals with Pool in Smyrna

Rentals with Pool in Viola

Rentals with Pool in Houston

Rentals with Pool in Felton

Rentals with Pool in Cheswold

Rentals with Pool in Kenton

Rentals with Pool in Frederica

Holiday Rental options in Kent County

Pet-friendly holiday rentals in Kent County

Family-friendly holiday rentals in Kent County

Ski holiday rentals in Kent County

Lake holiday rentals in Kent County

Beach holiday rentals in Kent County

Mountain holiday rentals in Kent County

Oceanfront holiday rentals in Kent County

Holiday rentals with spa pool in Kent County

Explore Kent County rentals with pools

Spacious 5 Bedroom w/Pool, Patio and Theater

Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

Harvest of tranquillity

Welcome to the secluded waterfront oasis

Water front home on the Cohansey River

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Find spaces that suit your style

Rentals with Pool in Kent County

Holiday Rental options in Kent County