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 ⛄️ 😌

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.
Condo in Racine
4.96 out of 5 average rating, 249 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.
Apartment in Bay View
4.95 out of 5 average rating, 370 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.

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!

Top Guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 172 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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.
Guesthouse 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, 100 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 vibrant yellow wreath adorns a red door, leading into a welcoming space. Inside, a dining area is visible, featuring a round table surrounded by wooden chairs. A circular mirror reflects the textured wall with blue floral patterns, creating a lively and inviting atmosphere.
Bungalow in Bay View
4.96 out of 5 average rating, 325 reviews

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

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
4.84 out of 5 average rating, 698 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.
Apartment 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.
Apartment 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

Top Guest favourite
The living area features two dark leather sofas arranged around a low coffee table, set on an area rug with a decorative pattern. Natural light filters through the window coverings, and a floor lamp provides additional illumination.
Apartment in West Allis
4.96 out of 5 average rating, 233 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.

Popular amenities for Caledonia family-friendly rentals