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.

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

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

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

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!

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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.

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

Pet-Friendly | Large Yard | Fire pit | Sleeps 5

Wake up to the sunrise over a peaceful backyard and enjoy your favorite blend on your private balcony. Evenings are perfect by the fire pit under a starry sky. This renovated home has gas stove/oven, microwave, coffee maker, full-size fridge/freezer, in-unit washer & dryer, smart TV, and Wi-Fi - ideal for couples, small families, or traveling professionals. Only 1 mile from I-94 and 20 minutes from Milwaukee, blending quiet comfort with city convenience.