Family-friendly holiday rentals in Caledonia

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Caledonia

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

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Guest favourite
A charming brick house is surrounded by well-maintained landscaping, featuring various green shrubs and white flowering plants. The front yard offers a neat lawn and a flower bed with stones. The adjacent houses are visible, showcasing a friendly neighborhood vibe.
Guest suite in Bay View
4.82 out of 5 average rating, 122 reviews

Basement Bay View Suite,express bus airport-north

Bay View is a walking community. Our place is close to family-friendly activities, public transport, & the airport. You’ll love our place. It's a short walk to express bus from airport, past downtown, UW-M and to Bayside. Located across the street from Humboldt Park. We are about a 20 minute walk from Lake Michigan. Summerfest grounds a short bus ride away. Winter is fun in the park. Tobogganing (2), skates and cross country skis to use. Hope the sizes fit you. I find if one plays in snow ⛄️ 😌

Top guest favourite
Guest suite in Zion
4.91 out of 5 average rating, 233 reviews

Nonsmoking, no cleaning fees, mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Top guest favourite
An open concept living area features a large wooden island with seating, complemented by exposed brick walls. A comfortable couch and armchair are arranged around a glass coffee table, with a television mounted on the wall and natural light streaming through the windows.
Apartment in Racine
4.97 out of 5 average rating, 247 reviews

Belle City Lofts Unit 2

Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

Guest favourite
A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.
Flat in Bay View
4.95 out of 5 average rating, 367 reviews

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Guest favourite
A sunroom is highlighted by large windows adorned with blue fabric shades, allowing ample natural light. Two sizable green palms are positioned in white pots, while a comfortable sofa with decorative cushions provides a relaxing seating area. A patterned area rug adds warmth to the space.
Home in Racine
4.9 out of 5 average rating, 315 reviews

Historic Racine - Lovely Retreat Home - 3B/1.5B

Amazing, authentic, TRUE historic home, built all the way back in 1858! Meticulously maintained and updated over the years while taking care to stay faithful to the original character, this house is a feature on the City of Racine's "Tour of Historic Places". The home features original brick and woodwork, a two story sunroom addition from the 1920's, and a fully fenced backyard with grill, patio, garden and seating. Privacy for the adults to chat; space for the kids and/or dog to roam free!

Top guest favourite
A wooden deck features a partially covered jacuzzi, emitting steam amid a rainy backdrop. A stone fire pit, with a glowing flame, stands nearby, providing warmth. A patio set, including a chair, complements the serene outdoor setting surrounded by greenery and trees.
Guest suite in Racine
4.91 out of 5 average rating, 281 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Top guest favourite
A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.
Townhouse in Bay View
4.95 out of 5 average rating, 448 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favourite
A rustic cabin with dark wooden logs is situated among tall green trees. The spacious porch features a railing and several chairs, inviting relaxation. Sunlight casts warm tones across the facade, while the surrounding grass and woods enhance the cabin's natural setting.
Guest house in Racine
4.9 out of 5 average rating, 245 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Guest favourite
A modern kitchen features a large island with seating for four. Navy cabinets and quartz countertops complement stainless steel appliances. Pendant lights hang above the island, illuminating the space. Open shelving showcases kitchenware, while a blue accent wall adds a nautical touch to the room.
Home in Racine
4.96 out of 5 average rating, 99 reviews

Michigan Blvd Custom Home with Lake Michigan Views

New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!

Top guest favourite
A rustic cabin with a wooden exterior is situated near Lake Michigan. A wooden deck leads down to the water, providing easy access for outdoor activities. Lush green grass surrounds the cabin, and trees offer natural shade, creating a serene lakeside atmosphere.
Cabin in Kenosha
4.83 out of 5 average rating, 695 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.

Top guest favourite
The open-concept living area features a modern sofa with patterned pillows, a glass coffee table, and sleek cabinetry. Light-colored walls and recessed lighting enhance the spacious feel. A dining area with high chairs and a desk sits nearby, creating a functional and inviting space.
Flat in Racine
4.93 out of 5 average rating, 133 reviews

The Hive 2BR Apt | Downtown Racine Escape!"

The Sunrise View apartment, situated upstairs in the historic 413 1/2 6th Street building, exudes privacy and comfort. Lightly styled with a modern flair and subtle bee-themed touches, this space offers an open-concept living area, two spacious bedrooms, two bathrooms, and a fully-equipped kitchen with island seating. Smart TV's are provided and you can stream from your own accounts.

Guest favourite
An open-concept studio apartment features a spacious layout with a queen bed covered in a patterned blanket and a small futon. A cozy seating area is arranged in one corner, while a work area with a desk is visible in the background. Natural light enters through a window, complemented by warm yellow walls.
Flat in Bay View
4.85 out of 5 average rating, 264 reviews

Cozy Basement Space In Bay View by Lake Michigan

Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️‍🌈 friendly. All are welcome

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