Chalet holiday rentals in Wisconsin

Lakefront Chalet w/Pontoon

Perfect year-round family getaway! Luxurious 3-story chalet sits on 15+ acres with 770’ of lake frontage on Lucy Lake. 2 kitchens to accommodate large families, dog run/kennel, private walking trails, sandy lake bottom ideal for wading, private dock for fishing, basketball hoop, swimming & kayaking. In winter there's snow shoeing, ice fishing, and sledding (bring your own equipment) on property. Close to cross country skiing/skijoring trails & snow mobile trails. EV Charging Station (NEMA 14-50)

Chalet On The Shore

The Chalet is set on a quaint piece of Door County's shoreline. Just steps from the waters of Sturgeon Bay, its location is very private, yet convenient to the city. You will enjoy the early morning sunshine from the east and the evenings colors lighting up the surrounding bay. Whether you are searching for a kick back get-away or into exploring all the nearby outdoor activities... We think you're going to love the charm of our year-round shore-side retreat and its truly unique hidden setting.

Cheerful 3-bedroom chalet in Little Switzerland

Welcome to 'Ott to Yodel' chalet - an authentic swiss chalet, full of eclectic charm. The main level fts. a warm living room, full kitchen and dining area, half bath, and 3 season porch. Upstairs you'll find a full bath, Bedroom 1 (king bed), Bedroom 2 (queen bed and double bed), and Bedroom 3 (queen bed) w a side room (twin bed). This home is located close to Downtown New Glarus shops, dining, festivals, recreational trails, and more. Also visit the local winery and famous New Glarus Brewery!

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Lakewood Lodge: Secluded Home on 5 Acres Near SB

Nestled on five private acres just outside Sister Bay, Lakewood Lodge offers a peaceful and secluded Door County retreat. • 3 spacious bedrooms (2 Kings, 1 Queen) • 3 well-appointed bathrooms with walk-in showers & jacuzzi whirlpool tub • Fully equipped kitchen • Cozy living room with gas fireplace & chalet-style bay windows • Two-season sunroom with wood-burning fireplace • Expansive back deck with gas grill • Fire pit area with Adirondack seating • Wi-Fi & full-size washer and dryer

Riverside Chalet, LLC

Welcome to the Wisconsin River! Our 1750 sq. ft. cozy riverside chalet features 300 feet of river frontage, master bedroom in the loft, deck overlooking the river, bunk beds, full kitchen, propane fireplace, firepit, and a natural spring running through the yard. The property offers stunning views from every room in the house as well as easy access to the river. Our location has a beautiful view, stunning in fact, but we are very close to Hwy. 60 and there is heavy traffic noise.

Long Lake Chalet

This recently remodeled and tastefully furnished, PET FRIENDLY, cabin boasts a unique charm. Nestled along the shores of Long Lake in the heart of the Kettle Moraine Forest, this lakefront property offers 45’ of serene, peaceful beauty. This stunning home features a large yard, pier access and year round recreational activities. Disconnect, unwind and take in all that Kettle Moraine has to offer. Whether vacationing with family or friends this retreat is waiting for you.

Cabin of Contentment

Built with the comforts of home, yet you will be in the woods, with no neighbors on either side and a small river in the backyard. This chalet/cabin is full of knotty pine and stonework to give you a sense of peace and serenity. Our hope is to create a beautiful space for people to relax and enjoy "hygge" time together. Note: 8 ADULTS MAXIMUM plus children please. The cabin is not meant for bachelor/bachelorette parties or similar-style events.

Mia's Black Dog Lodge on beautiful Big Lake Chetac

Book a wonderful vacation Up North! Large, welcoming chalet is perched on a wooded hillside overlooking Lake Chetac. Stunning lake views, abundant wildlife & great fishing. Fish house w/water (warm months), electricity, counter, double sink, a freezer and propane heat. Sandy lake bottom at shoreline. Private dock has room for 2 boats. Direct ATV and snowmobile trail access. Please note: must use steps to reach lakeside area of property (see photos).

Parker Lake Chalet | Dock • Near Dells • Fire Pit

Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.

Avail Christmas-Hot Tub, EV, 2 Kings

The Willow by Acorn Shores is where s’mores never run out, the coffee’s always strong, and the hot tub has a view of the lake At The Willow, we believe in easy mornings, unplugged afternoons, and cozy nights by the fire. Whether you're out on the trails, floating on the lake, or curled up in the bunk room for movie night — this is your place to reconnect and relax