Holiday rentals in Wind Lake

Perfect Lake House Getaway!

Welcome to this beautifully remodeled 2 BR, 1 BA lake house located on Tichigan Lake & the Fox River in Waterford, WI. The house has a queen bed (BR1), a queen bunk bed with twin xl above (BR2), and 2 pullout couches (LR and Nook) to easily sleep up to 9 guests. New deck & patio completed in May, 2024! 30 minutes from downtown Milwaukee and Lake Geneva. A little over an hour from Chicago and Madison. Pontoon not available in 2026. You can rent by the hour at the local marina. ~$600 for 6 hrs.

Peaceful Woodland Escape with Hot Tub & Lake Path

Escape to this serene 2-bedroom, 3-bathroom home nestled in the woods, just 25 minutes from downtown Milwaukee. Each bedroom has its own bathroom with jet tubs and wardrobes with full-length mirrors. The spacious living room features three sofa sets, a sofa bed, and a dining table. Enjoy the open-concept kitchen, gas BBQ, fire pit, and hot tub in the private backyard. Conveniently located near Walmart, Aldi, Costco, and dining options, this home is perfect for relaxation or adventure. Book now!

Modern Family Lake Home—Pontoon Rental (add-on)

Wish you had access to the quintessential WI family lake home? You do! Beautiful views. Kayaks. Adult Bikes. Fishing. Games. Firepit. BBQ. Boat rentals (3rd party) Ideal for 2-4 couples and multi-generation families. Offers old-school fun with comfortable, upgraded finishes. Convenient location: :30 MKE 1:15 to ORD 1:20 to MSN 1:30 to Downtown Chicago. 3rd party BOAT RENTALS available May-Oct. Dock deposit and fee required. HIGH SEASON MAY 15 - SEP 15: 4-7 night mins may be required.

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.

The Butterfly Cottage

Your summer get-away is perfect at The Butterfly Cottage on Honey Lake! Relax and enjoy the serenity of the lake and all the natural beauty of the season! This is a cozy cottage on Honey Lake, just 4 miles from downtown Burlington and 13 miles from Lake Geneva. Alpine Valley for concerts and skiing, fishing on Honey Lake or nearby Browns Lake as well as shopping in Lake Geneva are the highlights of the area! There are hiking/walking trails all around as well as rustic roads to explore.

Tiny House on Century Farmstead

Stay comfortably in Muskego at this 1-bedroom tiny house on a century farm. The delightful space features a cozy full bed, kitchenette, bathroom, porch, and fire pit. Guests enjoy a pleasant indoor climate thanks to heating and AC and a screened in porch when the weather is pleasant. Whether you’re relaxing after a day of exploring or simply unwinding, this tiny house offers a fantastic retreat. Experience our farm with chickens, ducks and turkeys right outside your 125 sqft tiny home.

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

Tichigan Lakefront Getaway

Welcome to your perfect lakeside getaway! This beautiful lake house offers a serene escape with breathtaking views. Step out to a private pier to fish, swim, ski, launch your kayak, or explore all the lake has to offer. The newly remodeled interior and open-concept floor plan is perfect for entertaining and enjoying time with your family and friends. Enjoy evenings on the patio, taking in the water view, or cozying up by the firepit on cooler nights. Close to sandbar and DNR launch.

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!

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

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!

Marie's Cottage

Quaint house originally built in mid 1800's centrally located in downtown Waterford on the Fox River. Perfect walkable location for summer festivals, concerts and boat launch for Lake Tichigan. Approximately 100 feet of Fox River frontage. put our canoe or kayak in and take a leisurely trip down into historic Rochester and Burlington. Finish the night with a campfire!