
Holiday rentals in Wind Point
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Top-rated holiday rentals in Wind Point
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“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!

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.

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.

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.

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.

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.

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.

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.

The Gatsby! Pro Cleaned, Self Check In Sleeps 12
Enjoy your stay in this newly remodeled The Gatsby home with captivating view of Lake Michigan! It comes complete with many conveniences and amenities that you find in your own home. With 4 bedrooms, 2.5 baths, spacious living room, fully appointed kitchen, and formal dining room, this beach home comfortably accommodates up to 12 guests. All of our bedrooms are equipped with double plush queen beds cool gel pillows and crisp linens for an Ultimate Sleep Experience!

Root River Hideaway: A-Frame Escape in the Woods
Escape to a cozy A-frame tucked among the trees along Racine’s Root River. Paddle with the included kayaks and canoe, explore the riverfront, or unwind beside the firepit under the stars. Inside, enjoy warm cabin character, modern comforts, a gas fire stove, full kitchen, and fast Wi-Fi. Perfect for couples, small families, and peaceful fall getaways, just minutes from downtown Racine and 24 minutes from Milwaukee’s airport.

"Root City Studio | Private Roof Patio Experience"
Nestled in the heart of downtown Racine, the Root City Studio is a place that exudes exclusivity and tranquility. Its interior is a beautifully designed blend of modern elegance and cutting-edge technology. Imagine a spacious living area with an open layout, a generously sized bedroom, a fully furnished bathroom, and a well-equipped kitchen with a cozy seating area at the breakfast bar.

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.
Popular amenities for Wind Point holiday rentals
Other great holiday rentals in Wind Point

Family Retreats- Business & Extended Stays Welcome

Breathtaking view @lakefront

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

Mid-Century Modern Dream Getaway

Kenosha Hideaway

Gorgeous Historical Mansion on Lake Michigan

Family, Business Travel Ready-North Beach Bungalow

North Beach home
Destinations to explore
- Chicago Holiday rentals
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- Naval Station Great Lakes
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- American Family Field
- Baird Center
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Pabst Mansion
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Cruise Line





