Vacation rentals with a pool in Kent County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kent County rentals with a pool

House rentals with a pool

The exterior of a two-story farmhouse is visible, featuring a spacious patio with lounge chairs and bright red umbrellas. A clear swimming pool reflects the blue sky, providing a serene space for relaxation. Lush greenery surrounds the property.
Home in Centreville
5 out of 5 average rating, 5 reviews

Creek Cottage at Reed Creek | an ESVR property

PatrieceRating, 5 stars46 months ago
The Creek Cottage at RCF is nothing less than amazing. This is the perfect getaway for privacy, peace and nature. We saw deer, foxes, fish, birds and tons of butterflies. The scenery is so beautiful and serene. The house was just enough space for the 5 of us and our dog - who loved sitting on the enclosed porch to watch us at the pool. The pool was perfect, the river was beautiful and it was nice to just sit and watch the scenery. Bryan, the property manager, was also great and suggested we try out the Crab Shack in Easton - these were the best crabs at a price we couldn’t believe (we got a bushel)! The first floor is fully accessible for those with special needs, but note that the bed sits high so a step stool may be needed. Also, beware of the horse flies - they can be pretty aggressive and intimidating, but we found ways to manage. We certainly loved our family staycation at the Creek Cottage and would love to come back in the future!
A brick cottage is shown with large windows providing ample natural light. The front entrance features a set of steps leading to a white door. Surrounding greenery and nearby boats at the marina enhance the serene setting.
Home in Rock Hall
5 out of 5 average rating, 4 reviews

Cozy cottage with pool and beach

AndrewRating, 5 stars8 months ago
Great host and great place! Mike was very polite and courteous. Would definitely recommend to others.
Guest favorite
A serene in-ground swimming pool is surrounded by lush green grass and trees. The reflection of nearby trees is visible on the water's surface. A charming blue house stands in the background, with access to the waterfront just beyond the pool.
Home in Worton
4.97 out of 5 average rating, 30 reviews

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

LauraRating, 5 stars9 months ago
My family loved staying here. We had my 3-month old and my sister brought her 8-month old so we were looking for a place that could keep everyone entertained in one location and this place did just that! We enjoyed bird watching, collecting rocks on the beach, swimming in the heated pool, and watching the sunset from the hot tub in the evenings. This was also the first time I could say that the listing looked better in person than the pictures. Thank you Joni for letting us stay here! We made some amazing memories!
A single-story house is set against a clear blue sky, featuring light yellow siding and a bold red front door. Surrounding greenery, including trees and shrubs, complements the spacious lawn in front. A gravel driveway leads up to the entrance.
Home in Rock Hall

Luxurious home on the Chesapeake

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