Family-friendly holiday rentals in Kenosha County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kenosha County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Richmond

4.93 out of 5 average rating, 155 reviews

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

Guest favourite

Apartment in Kenosha

4.92 out of 5 average rating, 236 reviews

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.

Superhost

Home in Kenosha

4.92 out of 5 average rating, 264 reviews

Where Family & Friends Gather to Create & Remember

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Home in Genoa City

4.65 out of 5 average rating, 110 reviews

Spacious Cottage on Lake - Tons of Amenities

Welcome to Lake Benedict Cottage, your perfect getaway! Our open floor plan is ideal for group activities, ensuring every memorable moment spent with family and friends is experienced together. Enjoy breathtaking lake views, indulge in swimming, fishing, canoeing, kayaking, gather around the bonfire under the stars. With dining and nightlife just minutes away, your retreat awaits. Experience the charm of Lake Benedict Cottage – book your stay today and create unforgettable memories!

Guest favourite

Cabin in Kenosha

4.82 out of 5 average rating, 623 reviews

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.

Superhost

Home in Bristol

4.83 out of 5 average rating, 103 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

Discover the perfect lakeside retreat just an hour away from both Chicago and Milwaukee! Our fully equipped home on the stunning Lake Shangrila offers a spacious, comfortable stay for up to 12 guests. While our home and the lake will provide your group endless entertainment, you will also be located in an area surrounded by various attractions available in every season.

Guest favourite

Home in Kenosha

4.79 out of 5 average rating, 19 reviews

Vintage Home

My vintage home is perfect place to accommodate a friend or family getaway. My house is 6 minutes from the downtown area and lakefront. There’s a lot restaurants, bars, coffee shops, and beaches. The whole group will enjoy easy access to everything from this centrally located place. My house is also 45 minutes from downtown Milwaukee and 1 hour and 15 from Chicago.

Apartment in Kansasville

4.74 out of 5 average rating, 299 reviews

Forested Farm Apt w/ private lake

A spacious one-bedroom apartment on the second floor of our home. There is a full kitchen and bathroom, a comfortable living room with an incredible picture window, secure parking and storage. 50-acres of farm, woods, and lake await. We're close to the Richard Bong Rec Area, the Mars Cheese Castle, Alpine Valley, Lake Geneva, Kenosha, Racine and Milwaukee.

Guest favourite

Home in Kenosha

4.94 out of 5 average rating, 145 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

*** Please for 2025 a 7-night Friday-Friday reservation is required during peak season from June 13-August 15. *** The best revenge for hard work is harder relaxation, and the ideal getaway is The Retreat, a luxurious and scenic waterfront property where you and your guests are encouraged to relax, reward, and pamper yourselves in splendor.

Superhost

Home in Genoa City

4.89 out of 5 average rating, 9 reviews

Lake Benedict Lakefront |Pier |Lawn |Fire Pit

This lakefront home on Lake Benedict is the perfect place for a relaxing family getaway. With the option to bring your own Kayaks/Paddle Boards and enjoy the pier, guests can make the most of the beautiful lakefront location. *There is NO public boat launch on this lake.* Guests may rent a boat or launch on other nearby lakes