Family-friendly vacation rentals in Caledonia

A rustic interior showcases handcrafted stonework paired with warm wooden accents. Natural light highlights the cozy organization of the space, featuring a fireplace in the foreground and a ladder leading to an upper level, while a glimpse of the adjoining room is visible in the background.

4.91 out of 5 average rating, 278 reviews

“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!

FamilyKitchenBeach

A serene sunset casts a warm glow over the calm waters of Lake Michigan. The sun reflects brightly on the surface, framed by a soft orange and pink sky. A lamp post and silhouetted trees are visible in the foreground, enhancing the peaceful lakeside atmosphere.

4.87 out of 5 average rating, 486 reviews

The July House: Steps From the Lake

You’re invited to come enjoy amazing lake views from this adorable 1920s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths. Some interesting original features still remain, such as exposed Cream City brick and a wood burning fireplace. Lake view from living/sitting room and all bedrooms, within walking distance to historic downtown's awesome restaurants and shops.

FamilyIndoor spacesWalkability

Superhost

The living area features a blue couch complemented by a yellow armchair, arranged around a coffee table. A rug with a modern pattern covers the floor, adding warmth. Wall art and plants contribute to the inviting ambiance, while dimmable lights enhance the space.

Condo in Kenosha

Spacious 2 BRM- Perfect for Work or Getaway

You will enjoy this carefully designed, well-decorated and well-furnished basement apartment. It is roomy (over 950 feet), pleasant, private and quiet in a residential area. Whether you ( 1-4 guests) come for work, business, family or a special function, its full kitchen, classy bathroom, extra-comfortable king and queen size beds, blender, high-speed internet and ergonomic chairs (2nd on demand) as well as free parking will add comfort and extra ease to your stay, and make it one to remember.

Indoor spacesFamilyHeating

4.9 out of 5 average rating, 296 reviews

4.91 out of 5 average rating, 111 reviews

The front exterior of the home is showcased, featuring a brown wooden facade and a welcoming entry area. A small patio leads to the door, with a single chair positioned beside a window. Well-maintained grass and flower beds frame the entrance.

Home in Mount Pleasant

The Farmer's Retreat

Enjoy a stay in this cozy home that boasts the perfect balance of city and country. Many conveniences all within 10 minutes include Starbucks, Walmart, Grocery, dining and shopping. The home itself is nicely updated with a full kitchen, dining room and a large living area. Not to be left out is my favorite feature - The Spacious backyard and outdoor patio. This is a great place to run and play or just enjoy some fresh air. Great stay for whatever brings you to the Kenosha/Racine area

Indoor spacesFamilyParks

An outdoor patio is shown with a red umbrella providing shade over a black table and four metal chairs. A barbecue grill is positioned nearby, with a view of a green lawn and a distant red barn visible in the background.

4.98 out of 5 average rating, 118 reviews

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.

Indoor spacesKitchenLayout

4.85 out of 5 average rating, 826 reviews

Place to stay in Racine

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. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

FamilyKitchenBeach

4.87 out of 5 average rating, 113 reviews

A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.

Home in Oak Creek

Spacious Ranch Home Oak Creek close to Airport

Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

Indoor spacesFamilyAccuracy

Guest suite in South Milwaukee

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

KitchenFamilyAmenities

4.99 out of 5 average rating, 110 reviews

4.9 out of 5 average rating, 265 reviews

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

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.

KitchenFamilySolo travel

An open living area showcases a sleek gas fireplace with a mounted television above. Comfortable seating includes leather armchairs and a cozy couch. Large windows and French doors provide access to a porch and offer scenic views of the lake.

4.99 out of 5 average rating, 127 reviews

Beautiful home with amazing Lake Michigan views

Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.

KitchenFamilyAmenities

4.96 out of 5 average rating, 169 reviews

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Indoor spacesFamilyValue