
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.

“Rustic Farmhouse Retreat” at a working farm
A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

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.

Farm House Retreat w/ Private Backyard & Garage
Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

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!

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.

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.

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!

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.

The Hive 2BR Apt | Downtown w/Parking Spot
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.

Stately! Pro Cleaned, Self Check in - Sleeps 8
Treat yourself to this beautiful 3 bedroom 1 1/2 bath ranch style home close to Lake Michigan. Take a stroll through this quiet north side Racine neighborhood. Let the kids play in the fenced backyard with the jungle gym. Round up the family and take a short ride to the Wind Point Lighthouse, or walk along Lake Michigan's North Beach. Book now and this lifestyle can be yours!

Historic Racine Property! - The Parish House
Stay in a little piece of history in Racine, WI! Built at the end of the 1800’s for George Murray and his family, this portion of the Murray Mansion functioned as the servant’s quarters for the family home. Minutes away from downtown Racine and some of the most stunning beaches on Lake Michigan, this renovated historic home is the perfect escape for your stay in Wisconsin.
Popular amenities for Caledonia family-friendly rentals
Family-friendly home rentals with a hot tub

J’s Farmhouse Cottage. 2 bedroom duplex.

Happy Days Home close to all MKE attractions

Living the Lakehouse Dream

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

Lake Lovers Hideaway near Lake Geneva

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

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

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski
Family- and pet-friendly home rentals

Upgraded! 4BR in Milwaukee near Airport & Downtown

Peaceful weekend or extended stay, full amenities

Okauchee Lakefront Cabin Escape

Corner Lakefront Property

Deligo Valley Cottage

Lakeside Getaway

KING BED/Amazing Location/Free parking/Wi-Fi

Funky 2BR in Prime Bay View - w/ Parking
Family-friendly home rentals with a pool

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

The Landis, elegant condo w/ king bed & fireplace!

LakeView-SummerPool-FamilyFriendly-CloseToTown

LG Quaint Condo on Lakeshore Dr.

Relaxing Villa with Amazing Amenities!

Luxury Log Cabin retreat home

Lake Geneva relaxation!

Lake Geneva Cloud 9
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Traverse City Holiday rentals
- North Side Holiday rentals
- Villa rentals Caledonia
- Rentals with a patio Caledonia
- Rentals with a fireplace Caledonia
- Cottage rentals Caledonia
- House rentals Caledonia
- Rentals with a firepit Caledonia
- Rentals with a washing machine and dryer Caledonia
- Rentals with outdoor seating Caledonia
- Family-friendly rentals Racine County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Naval Station Great Lakes
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Riverside Theater
- Marquette University
- American Family Field
- Fiserv Forum
- Lake Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Betty Brinn Children's Museum




