
Holiday houses in Kenosha County
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Top-rated holiday rentals in Kenosha County
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Spacious 2-BDRM/ Safe area Great for work & vacay
You will enjoy this carefully designed, well-decorated and well-furnished basement apartment. It is roomy (over 950 feet), pleasant, private and quiet in a residential area. Whether you ( 1-4 guests) come for work, business, family or a special function, its full kitchen, classy bathroom, extra-comfortable king and queen size beds, blender, high-speed internet and ergonomic chairs (2nd on demand) as well as free parking will add comfort and extra ease to your stay, and make it one to remember.
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Cheerful Apartment in Downtown Arts District
Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.
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Downtown-Treetop Deck-2Bd/2Bth
Discover this one-of-a-kind, shabby-chic second-floor apartment in the heart of Downtown Kenosha — just steps from coffee shops, restaurants, museums, and the shores of Lake Michigan. Ideal for travelers who want everything within walking distance. Relax and unwind on the spacious, completely private back deck — your own hidden oasis tucked among treetops and historic neighborhood buildings. Perfect for stays up to four guests. Please note: This property is not suitable for young children.
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Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.
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Backyard Fun - 5 BRM, Firepit/SafeArea, Near Lake
Make this 5-bedroom, 3.5-bath home with an incredible fire pit in Kenosha, WI your stay for a great fall getaway. Perfect for your next family reunion and/ holiday gathering for your group or getaway. Fire-pit great for those chilly fall nights and perfect for grilling s’mores. Entertaining activities for kids and adults include a music room with several instruments, a recreational room in the basement, and outdoor enjoyment. Conveniently located 2 miles from Lake Michigan.
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Meridian Landing
Meridian Landing is a newly renovated 1 bedroom/1 bath apartment with 2 patios. It is located near downtown and only 3 blocks from Lake Michigan. With many restaurants, taverns and shopping within walking distance, you can enjoy some of the most popular activities/festivals Kenosha has to offer, or enjoy your private suite in a great neighborhood. Meridian has a fully stocked kitchen, a pull-out sofa sleeper, a washer and dryer, an electric fireplace and free off-street parking.
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Designer luxury loft in perfect downtown location
Escape to our spacious and luxurious designer open-space loft with panoramic downtown views through our giant windows. Whip up your favorite meals in our modern kitchen with modern stainless-steel appliances and plenty of storage space. A cozy and comfortable bed, smokeless fireplace, and ample walk-in closet ensure a clutter-free and restful environment. Treat yourself to a rain shower in any of the two bathrooms, complete with luxurious features like towel and mirror warmers.
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Cozy Cape Cod Retreat near the Lake
The cozy guest house offers a view of the lake and is a short walk to downtown Kenosha. The lovely retreat is near a lakeside walking path and pickle ball courts! The centrally located charmer is 2 minutes from a park, Lake Michigan and the beach. Enjoy the nearby breweries, shops, restaurants, farmer's market and the marina! Great place to stay if you're in town for special events. A safe haven when travelling. Ask about our discount for the military!
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Lovely home near the beach in a safe neighborhood
Our simple, yet welcoming property is minutes away from beaches, downtown, minor league baseball, the farmers market, and many delicious restaurants, as well as having close proximity to Carthage College, 6 Flags, and a quiet 30 min drive to Great Lakes Naval Base. We are located in the Allendale neighborhood boasting a family-friendly atmosphere on a quiet street. Whether you are here to relax, have fun, or attend special events, our house can provide.
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6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!
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Little House by the BIG LAKE
Only steps away from Lake Michigan, our well-appointed home is your southeast Wisconsin retreat. The home is in a peaceful, safe neighborhood, less than 2 blocks from the Eichelman scenic park/beach. Kenosha's downtown which is loaded with fun shops, restaurants, cafes and breweries is a short walk away. Take a stroll to the harbor, lighthouse, Civil War Museum, and marina. Great Lakes Naval Station is 1/2 hour down the lakefront.
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Lake Michigan Writer’s Cabin
Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! A true cabin experience. 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. Two decks overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.
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Popular amenities for Kenosha County holiday rentals
Other great holiday rentals in Kenosha County

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK
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Beach House Retreat with Firepit and Game Room
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Freshly Renovated 3 Bedroom House with 4 Beds
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Beach Home 3BR with Park, Lake Michigan Waterfront
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Welcome to Lakeview Kenosha!
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Nancy's Place
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Waterfront w/Lake Views, walk to the beach!
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Spectacular Lake Michigan views
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Destinations to explore
- Rentals with a kayak Kenosha County
- Rentals with a fire pit Kenosha County
- Rentals with beach access Kenosha County
- Rentals with outdoor seating Kenosha County
- Apartment rentals Kenosha County
- Rentals with a fireplace Kenosha County
- Rentals with a patio Kenosha County
- Rentals with a hot tub Kenosha County
- Family-friendly rentals Kenosha County
- Rentals with lake access Kenosha County
- Pet-friendly rentals Kenosha County
- Rentals with a washing machine and dryer Kenosha County
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- Alpine Valley Resort
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Illinois Beach State Park
- Oak Street Beach





