Holiday rentals in Wind Lake

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

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.

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.

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.

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!

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.

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

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!

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

Long Lake Retreat - Cottage in Burlington, WI

Long Lake Retreat Kick back and soak up the laid-back lake life at our cozy cottage right on the water in beautiful Burlington, Wisconsin! Just a short drive from downtown Burlington, Waterford, and Lake Geneva, you'll find great local spots to eat, shop, and explore. But with a lake out your back door and nature all around, you might just spend your whole trip outside! Come unwind, unplug, and enjoy lake life!

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!

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!