
Family-friendly vacation 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!

Stunning Home Across The Street From North Beach
Newly remodeled home on Michigan Blvd. We went the extra mile in creating this beautifully curated, lush, and stylish home! Kick back and relax in one of the many thoughtfully designed rooms and the huge front outdoor deck with amazing views of Lake Michigan! Anywhere you gaze, you will find a visually stimulating experience in this home! Across the street from Lake Michigan, North Beach, and Kids Cove Playground. Short walk to Racine Zoo, the Marina, downtown Racine shops and restaurants.

Nonsmoke, No Cleaning Fees, No Long Chore Lists.
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.

Beautiful Bay View MKE Flat - w/parking!
This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

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.

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

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.

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.

Belle City Lofts Unit 1
Beautiful completely renovated and modernized 1,200 sq. ft 1 bedroom apartment on the upper floor of an old Main Street commercial building from the late 1800s in Racine. In addition to all the modern amenities inside the apartment, you'll enjoy using the "attached" public parking garage ($3.50), which allows you to enter a few short steps from where you park - without climbing any stairs at all.

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.

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!
Popular amenities for Caledonia family-friendly rentals
Family-friendly home rentals with a hot tub

J’s Farmhouse Cottage. 2 bedroom duplex.

Spacious 5BR Retreat Sleeps 16 Perfect for Groups

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

The Little Gray House

Belleview House: Hot Tub, Backyard, Fire Table

Amazing view, Modern Space

Wooded Hills/Indoor Pool/Hot Tub/Arcade

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
Family- and pet-friendly home rentals

Our Cozy Bay View Bungalow Getaway

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

The LuLu Nest: Bay View Studio, 5 min to downtown!

Spacious & Private 2 bdrm in the heart of Bayview

Guesthouse on Clover - Historic Greendale

Lake Geneva cottage with private beach access

TheGlassCabin@HackmatackRetreat

Steps From Lake | AC | Bayview Gem | 1BR
Family-friendly home rentals with a pool

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

Serene Lakefront condo with magnificent view, pool

LakeView-SummerPool-FamilyFriendly-CloseToTown

LG Quaint Condo on Lakeshore Dr.

7 1/2 Acre Private Estate MSG Owner for Discounts

Lake Geneva relaxation!

Luxury Log Cabin retreat home

Lake Geneva Cloud 9
Destinations to explore
- Chicago Vacation rentals
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- Rentals with a washer and dryer Caledonia
- Family-friendly rentals Racine County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- Skokie Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Country Club
- Sunburst
- Moraine Hills State Park
- Discovery World
- Milwaukee Public Museum
- Old Elm Club
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- The Rock Snowpark
- Little Switzerland Ski Area




