Holiday houses in Racine County

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Top-rated holiday rentals in Racine County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.

4.88 out of 5 average rating, 297 reviews

Superhost

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.

Home in Racine

“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!

4.9 out of 5 average rating, 280 reviews

Guest favourite

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

4.91 out of 5 average rating, 113 reviews

Guest favourite

Home in Racine

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!

4.9 out of 5 average rating, 344 reviews

Guest favourite

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.

4.85 out of 5 average rating, 828 reviews

Top Guest favourite

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.

Home in Racine

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.

4.98 out of 5 average rating, 118 reviews

Top Guest favourite

A spacious living area features exposed brick walls and a wooden beam ceiling. A light-colored sectional sofa is positioned near a circular ottoman, complemented by a cozy throw draped across. A large window allows natural light to brighten the space, with a mounted TV and a decorative shelf visible.

Place to stay in Racine

Historic Charm, Modern Comfort: Spacious 3BR/3.5BA

Welcome to the Main Street Belle—a spacious 3,600 sq ft gem in the heart of downtown Racine, combining historic charm with modern comfort. Key features include: - 3 bedrooms / 4 beds (1 king, 1 queen, 2 fulls) - Fully equipped kitchen with double ovens - Free high-speed WiFi + smart TVs (Netflix, Hulu, Max) - Private parking, central AC, washer/dryer - Outdoor fire pit with seating for relaxing evenings Experience the best of downtown Racine—steps from shops, dining, and the lake!

5.0 out of 5 average rating, 41 reviews

Guest favourite

A historic brick cottage features a welcoming front porch with white railings. The lawn is landscaped with grass and flower beds, while a fence encloses the property. The building showcases traditional architecture and large windows, set against a clear blue sky.

Home in Racine

Cozy historic Cream City Brick Workers Cottage

Cozy and charming 2 bedroom historic cream city brick workers cottage built in 1881. A certified Century Building by the Racine Historical Society with original Italianate windows, central air, WiFi and a full kitchen. Two blocks to the beach and 20 minute lakefront walk into downtown for coffee, restaurants and shopping. Pets allowed. Fully fenced in yard. Enjoy coffee and Racine’s famous Danish Kringle on the front porch. A walk along one of America’s great lakes is a must see.

4.89 out of 5 average rating, 94 reviews

Top Guest favourite

A spacious outdoor patio area features a large fire pit surrounded by several seating chairs. An umbrella-covered dining table provides shaded seating, while the well-maintained lawn enhances the inviting atmosphere. Sunlight casts gentle shadows across the patio, highlighting its accessibility.

Home in Kenosha

Perfect Getaway- Fire Pit, Game room, Near Lake

Make this 5-bedroom, 3.5-bath home with an incredible fire pit in Kenosha, WI your stay for a great fall getaway. Perfect for your next family reunion and/ holiday gathering for your group or getaway. Fire-pit great for those chilly fall nights and perfect for grilling s’mores. Entertaining activities for kids and adults include a music room with several instruments, a recreational room in the basement, and outdoor enjoyment. Conveniently located 2 miles from Lake Michigan.

4.91 out of 5 average rating, 94 reviews

Guest favourite

A sunlit room features large windows surrounded by wooden trim, allowing natural light to fill the space. A comfortable dark sofa is paired with a wooden coffee table. A tall plant adds a touch of greenery, enhancing the welcoming atmosphere.

Home in Racine

Stunning! Pro Cleaned, Self Check In Sleeps 8

Get lost in this spacious Old English style bungalow. The French doors, fine beveled glass, exquisite woodwork throughout will excite your senses! Sit in the sun room with your morning coffee and gaze at the morning sun as it warms your body. This lower unit has been completely refurbished. Modern conveniences have been added but in keeping with its Old World charm. Enjoy what Lake Michigan has to offer. Another "Homes By Christopher," Lake Michigan Collection. Book Now!

4.97 out of 5 average rating, 102 reviews

Top Guest favourite

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.

Home in Racine

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.

4.99 out of 5 average rating, 129 reviews

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

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.

4.95 out of 5 average rating, 169 reviews