Family-friendly vacation 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 favorite

Home in Richmond

4.93 out of 5 average rating, 143 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.

Feb 9 – 16

G$148,221 GYD per night

Guest favorite

Apartment in Kenosha

4.92 out of 5 average rating, 214 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.

Sep 24 – Oct 1

G$20,163 GYD per night

Guest favorite

Home in Kenosha

4.91 out of 5 average rating, 236 reviews

Coastal Style Estate

Large cottage estate near beaches, dining & Carthage College. 5 BR/4 Baths, a chef's kitchen with Viking & Subzero appliances, large dining area for 12, 2 spacious living rooms for gathering & relaxing. Spacious property, forest views, outdoor spaces for dining, lounging & recreation. The lakefront beaches are walkable under a mile, +harbor, downtown restaurants, shopping & museums are a short drive/bike. Activities include hot tub, fire pit, pickleball, basketball, ping pong & lawn games!

Apr 16 – 23

G$130,536 GYD per night

Farm stay in Salem

4.81 out of 5 average rating, 67 reviews

Horses, Ponies & Bunkhouse @ Diettrich Farm

This cozy bunk house is nestled in an operating horse farm. The serenity of the country and slower pace is perfect for all. Bong Recreation Area is next door with horse trails, hiking, cross country skiing, cycling, swimming, hunting and other educational opportunities. We are a close distance to Wilmot Ski Hill, Lake Geneva, Milwaukee, Lake Michigan. You might want to bring your friends or family for a horse experience. Ask about our packages. www.thediettrichfarm.com

Jul 8 – 15

G$33,671 GYD per night

Guest favorite

Home in Kenosha

4.94 out of 5 average rating, 128 reviews

Victorian! Pro Cleaned, Self Check In - Sleeps 10

This Victorian style "Homes by Christopher" has been completely renovated. New comfy plush beds with extra lumbar support and Serta Cool Gel pillows. You will get lost in history as you gaze at the stylish artwork throughout the home. It has blazing fast WiFi internet with U-Verse TV. The smart TVs have Roku, Netflix, and more with thousands of channels to choose from. The furnishings are themed to add to its ambiance. We have spared no expense in making it super nice for you! Book now!

Jul 14 – 21

G$83,097 GYD per night

Home in Genoa City

4.64 out of 5 average rating, 107 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!

Dec 29 – Jan 5

G$123,467 GYD per night

Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 538 reviews

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.

Dec 27 – Jan 3

G$22,780 GYD per night

Guest favorite

Home in Kenosha

4.93 out of 5 average rating, 149 reviews

Modern! Pro Cleaned, Self Check In - Sleeps 10

Enjoy your time together in this modern three bedroom one and a half bath ranch. The newly updated interior will make you feel like you have arrived. Stately hardwood floors accent the new decor. Kitchen is stocked for your inner gourmet cook. You will love all the stainless steel appliances. With our all new queen double plush beds, you will enjoy the ultimate sleep experience.

Jul 9 – 16

G$62,872 GYD per night

Superhost

Home in Bristol

4.82 out of 5 average rating, 85 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.

Jan 5 – 12

G$64,432 GYD per night

Guest favorite

Home in Kenosha

5.0 out of 5 average rating, 5 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.

Jul 24 – 31

G$32,541 GYD per night

Apartment in Kansasville

4.74 out of 5 average rating, 288 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.

Dec 5 – 12

G$18,340 GYD per night

Guest favorite

Home in Kenosha

4.93 out of 5 average rating, 125 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.

Jan 24 – 31

G$144,275 GYD per night