Vacation rentals in Pleasant Prairie

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Top-rated vacation rentals in Pleasant Prairie

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Rental unit in Kenosha

Downtown-Treetop Deck-2Bd/2Bth

This one-of-a-kind, shabby-chic second floor apartment is in the heart of Downtown Kenosha, walking distance to coffee shops, restaurants, museums, and Lake Michigan beaches. Enjoy the large, completely secluded back deck equipped to grill, dine, and relax tucked amongst neighborhood buildings with a tree top view. The apartment is great for a romantic rendezvous, a girlfriend getaway, or for an extended stay.

$120 per night

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Cabin in Kenosha

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! Fully remodeled. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Massive deck overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

$93 per night

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Home in Kenosha

Cozy 2 BR home close to Lake and Universities.

Come relax in a two bedroom - one bath cottage style home, with less than a 5 minute drive to Downtown Kenosha and Lake Michigan beaches. Enjoy the peaceful, quiet neighborhood and small park that sits right behind our property. Our home is fully equipped for anything you might need, and we would be more than happy to provide for any extra needs you might have.

$104 per night