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Holiday houses in Wind Lake

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Top-rated holiday rentals in Wind Lake

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

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Guest favourite
A peaceful lake view is captured, featuring calm waters reflecting the sky filled with soft clouds. Several boat docks are seen with boats moored, while lush greenery and a storage shed enhance the serene lakeside setting.
Home in Waterford
4.92 out of 5 average rating, 49 reviews

Modern Family Lake Home: Sunflower House

Wish you had access to the quintessential WI family lake home? You do! Located between MKE/Milwaukee airport (:30). 1:15 to ORD/O’hare. 1:20 to MSN/Dane Co. 1:30 to Downtown Chicago. Beautiful views. Kayaks. Fishing. Games. Firepit. BBQ. Ideal for 2-4 couples and multi-generation families. Offers old-school fun with comfortable, upgraded finishes. 3rd party BOAT RENTALS available May-Oct. Dock deposit required. HIGH SEASON MAY 15 - SEP 15: 4-7 night mins may be required. JULY 4th 7-night

Guest favourite
Home in Waukesha
4.93 out of 5 average rating, 190 reviews

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Guest favourite
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
4.91 out of 5 average rating, 265 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!

Top Guest favourite
A paved driveway winds through a lush wooded area, bordered by greenery and tall trees. The home can be seen nestled in the distance, blending harmoniously with the natural surroundings.
Home in Muskego
4.89 out of 5 average rating, 141 reviews

Muskego Hideaway on 2 Acre Lot

Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

Top Guest favourite
A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.
Home in East Troy
4.97 out of 5 average rating, 145 reviews

Lakeside Getaway

Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

Guest favourite
A large window frames a tranquil view of the lake, allowing natural light to brighten the space. The colorful wall adds a vibrant backdrop, while a cozy seating area invites relaxation. A circular table is positioned nearby, complementing the inviting atmosphere.
Home in Waterford
4.97 out of 5 average rating, 65 reviews

Wow! Beautiful Lake Cottage Pontoon Boat&Fire Pit

Welcome to our newly renovated cottage with a breathtaking view! As you walk into our house, you'll immediately be taken away by the stunning vista and how close we are to the lake. The decor is meticulously designed, and we have plenty of seating for up to a family of six. With three bedrooms and two baths, you can enjoy your vacation or getaway in utmost comfort and peace. Get ready to unwind, relax, and be captivated by the beauty of the lake. Come and experience it for yourself!

Top Guest favourite
A modern great room features a leather sofa paired with a plush recliner, both accented by decorative pillows. A wooden coffee table sits on a patterned rug, while a bar area with two stools and wall-mounted artwork enhances the space. Natural light is provided by recessed lighting.
Guest suite in Wind Lake
4.9 out of 5 average rating, 30 reviews

The Secret Garden

Take it easy at this unique and tranquil getaway in the lower level private garden apartment of our family home! Includes full kitchen; large great room with big screen TV, sleeper sofa, and foosball table; large patio outside surrounded by beautiful gardens; 2 bedrooms with king size beds and private wooded views; generously sized bathroom with full bath. A mere 30-40 minute drive from Lake Geneva, downtown Milwaukee, and more! Come enjoy your stay at our garden cottage space!

Top Guest favourite
A cozy bedroom features a spacious bed adorned with crisp white linens and a green accent pillow. Forest murals create a serene backdrop, while natural light enters through a window. A wooden bench is positioned at the foot of the bed, enhancing the rustic decor.
Cabin in Waterford
4.99 out of 5 average rating, 77 reviews

Cabin, Waterfront, Firepit, Dog Friendly

Welcome to the Cozy Canal Cabin! Escape to tranquility in our newly renovated 2-bedroom, 1-bathroom cabin nestled on the serene shores of Tichigan Lake in Waterford, Wisconsin. This charming cabin offers a perfect blend of rustic cabin decor and modern amenities, providing you with a peaceful haven for your getaway. Whether you're seeking a relaxing retreat or an adventure-packed vacation, our cabin is the ideal destination. 35 min drive to Milwaukee 35 min drive to Lake Geneva

Guest favourite
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
4.9 out of 5 average rating, 247 reviews

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.

Top Guest favourite
The cottage features a charming facade with a combination of blue siding and stonework. Two sets of double doors are framed by large windows, allowing natural light to fill the entrance. Flower beds line the pathway leading to the front door, enhancing the welcoming appearance.
Home in Elkhorn
4.97 out of 5 average rating, 147 reviews

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Guest favourite
The image captures a serene lakefront view with a wooden dock extending into the calm water. Beside the dock, two chairs are positioned for relaxation. Sunlight filters through the trees, creating a warm atmosphere over the grassy yard, with a winding path leading down to the lake.
Cabin in Wind Lake
4.73 out of 5 average rating, 40 reviews

A Place in the Sun 2 on Wind Lake

Come hang out with the family or some friends on this full Recreation lake. Here you have a 2 bedroom with (6 beds)/ 2 full bathroom house with a large backyard and an amazing 70 foot of Beautiful lake Frontage. Sit by the fire to roast some marshmallows after soaking in the sun playing yard games and enjoying all the lake has to offer. You can take the kayaks out for a spin around the lake. Good fishing of the pier for Pan fish,Largemouth Bass, Pike, and Walleye

Top Guest favourite
A quiet country home is nestled among trees and well-maintained shrubs, showcasing a wide, inviting front lawn. The façade features a mix of symmetry with multiple windows and a central entrance, complemented by a light-colored exterior that reflects a serene environment.
Home in Muskego
4.97 out of 5 average rating, 193 reviews

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Popular amenities for Wind Lake holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Racine County
  5. Wind Lake