Holiday rentals 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, 50 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, 194 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.

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, 142 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
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 180 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Top guest favourite
Home in Raymond
5 out of 5 average rating, 20 reviews

Peaceful, Clean & Spacious Home on 15 Acres

We are not a farm but a large countryside 2260 sq. ft. 3 bedroom home with the master on first floor. Great location, it's 1.2 miles west of I-94 and has a splendid scenic setting. 15 minutes from General Mitchell Airport, 32 minutes from State Fair Park Milwaukee, 45 minutes from O'Hare Airport in Chicago. etc. There is a half mile walking trail right in the backyard. Boat/RV parking if needed. We have WiFi and the home sits 900 feet off the road so be ready to love the peace and quiet!

Top guest favourite
A comfortable chair is positioned near a modern electric fireplace, providing warmth and a cozy ambiance. A floor lamp with a woven shade stands nearby, while a soft throw is draped over the chair. A plush area rug complements the space.
Home in Waterford
4.94 out of 5 average rating, 108 reviews

Cozy Modern Lake Cottage 3 baths and Pet Friendly

Our modern farmhouse-style cottage on Lake Tichigan is fully renovated. RARE, featuring two en-suite bathrooms - say goodbye to waiting times! Our cottage offers an idyllic escape with stunning lake views from every room.. Sleeps 8, pet-friendly, fully stocked kitchen. Enjoy shared lakefront, pier, and pontoon rental (May-Sept). Perfect for groups—check our profile to rent both cottages on the same premise! 30 mins fr. Alpine Valley & Rock Snow Park 30 mins fr. Mke 1 hr fr. Chicago

Top guest favourite
The exterior of the home features a two-story brick structure with large screened windows and arched entrances. Lush greenery surrounds the property, complemented by vibrant fall foliage. A spacious patio area with seating is visible, set against a backdrop of mature trees and a well-maintained lawn.
Guest suite in Wind Lake
4.91 out of 5 average rating, 32 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 peaceful outdoor space is visible, featuring several wooden Adirondack chairs arranged around a green lawn. A large tree provides shade, with a calm canal in the background. A dock is seen nearby, and a few kayaks are positioned alongside the water.
Cabin in Waterford
4.99 out of 5 average rating, 79 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

Superhost
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
Home in Muskego
4.97 out of 5 average rating, 196 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

Top guest favourite
The charming cabin is set on a lush green lawn, with a two-story design featuring a dark exterior and light trim. Large windows allow natural light to flood in, while two balconies overlook the serene lake, offering ample space for relaxation.
Home in Wind Lake
4.96 out of 5 average rating, 102 reviews

Lakeside Retreat

Relax with the whole family or friends at our cabin on the lake. Make memories while you sip morning coffee, float on the water, roast s’mores at the bonfire, icefish during the colder months or enjoy dinners with a gorgeous sunset backdrop on your private deck. Our home is conveniently located very close to Milwaukee and Chicago, yet feels like you are hours up North!

Guest favourite
Cabin in Hubertus
4.95 out of 5 average rating, 577 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Popular amenities for Wind Lake holiday rentals

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