Family-friendly vacation rentals in Kenosha

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kenosha

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

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Guest favorite

Loft in Woodstock

4.96 out of 5 average rating, 170 reviews

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Jul 29 – Aug 5

G$28,632 GYD per night

Guest favorite

Apartment in Kenosha

4.92 out of 5 average rating, 213 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.

Aug 11 – 18

G$20,847 GYD per night

Guest favorite

Home in Kenosha

4.91 out of 5 average rating, 235 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!

Feb 10 – 17

G$130,405 GYD per night

Guest favorite

Guesthouse in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

Dec 23 – 30

G$21,672 GYD per night

Superhost

Place to stay in Racine

4.86 out of 5 average rating, 621 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Sep 21 – 28

G$43,589 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 239 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Feb 3 – 10

G$21,128 GYD per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Sep 11 – 18

G$31,523 GYD per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 253 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Oct 5 – 12

G$20,704 GYD per night

Guest favorite

Apartment in Racine

4.91 out of 5 average rating, 239 reviews

WAVES : Steps to the Harbor ~ Crash Here!

Welcome to "Waves Apartment," your ideal retreat by the harbor. This cozy apartment offers three queen-sized beds, two baths, and conveniences like onsite parking and a private deck. Enjoy the comfort of three bedrooms, two baths alongside an open living/dining area with scenic lake and harbor views. The fully equipped kitchen and laundry facilities ensure a hassle-free stay. Experience a blend of comfort and convenience, designed for your enjoyment.

Dec 8 – 15

G$30,347 GYD per night

Superhost

Tiny home in Williams Bay

4.87 out of 5 average rating, 180 reviews

The Tiny Bay House

Romantic hideaway tucked in the woods close to Geneva Lake, where you'll experience all the best of all worlds. This intimate tiny house includes a full kitchen, luxury bathroom, bbq grill, fire pit and a giant private yard. Play at the lake all day, and relax at your tiny home among the woods. This house has its own yard but is right next to THE BAY CHALET. Book both together for a family getaway!

Nov 27 – Dec 4

G$41,234 GYD per night

Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 535 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.

Feb 23 – Mar 2

G$22,879 GYD per night

Guest favorite

Guest suite in Highland Park

4.96 out of 5 average rating, 111 reviews

Charming in-law suite w/ use of deck and yard

Charming little house in Highland Park. In-law suite is in the basement and has it's own full size kitchen bathroom. We live up-stairs with our 3 little dogs so we will be available if you need anything during your stay. The in-law suite is set up like a studio and has one queen bed and a separate closet area. Please note- the suite is in the basement. You have shared use of the deck/yard

Aug 6 – 13

G$26,578 GYD per night