Chalet holiday rentals in Wisconsin

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Top-rated chalet rentals in Wisconsin

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Guest favourite

Chalet in Spooner

4.97 out of 5 average rating, 36 reviews

Family Escape Up North: gentle slope to sandy lake

Welcome to The Whistling Turtle Chalet on Cable Lake! Escape, relax, play, and connect at our nature-themed lake house with its Up North vibe. +4BR/3Bth + loft: Sleeps 15 +2 king beds +Flat yard +New dock, sandy beach +Pontoon for rent +Great fishing & swimming +6 min to Spooner +Chef's kitchen, large dining table +Themed bedrooms, comfy beds +Movie theater & bar +Insulated garage, paved driveway +Patio & grill +Kids' play set +3 acrs (woods, large yard) +Fire pit +Close to trails, attractions

Guest favourite

Chalet in New Glarus

4.86 out of 5 average rating, 126 reviews

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!

Guest favourite

Chalet in Wisconsin Dells

4.97 out of 5 average rating, 196 reviews

Stand Rock Chalet.Sauna. Theater. Games. Spa bath

Bring the whole family to this great place with lots of room for fun! Brand New Construction designed for Relaxation and the PERFECT vacation! 6 Bedrooms and sleeps up to 16! Spa quality shower/ free standing tub! Games! Home Theater to watch your favorite movies, NFL games, & more! Sit by the fire in the living room with oversized windows and HUGE outdoor patio connected to the living room. Outdoor fire ring! Golf/indoor/outdoor waterpark/theme park available at a discounted rate!

Guest favourite

Chalet in Hayward

4.97 out of 5 average rating, 75 reviews

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

Guest favourite

Chalet in Sister Bay

4.87 out of 5 average rating, 31 reviews

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

Top Guest favourite

Chalet in Spooner

5 out of 5 average rating, 41 reviews

NEW Spacious Goose Lake Chalet+Hot Tub

Relax with the whole family at this peaceful Chalet. We have paddleboards and kayaks for use in the summer at the lake for your adventures! Board games, puzzles, cross country ski trails and easy to access snowmobile trails in the winter months. Relax in the hot tub morning or night with a cup of coffee or tea and a view of quiet Goose Lake. Less than 10 minute drive to downtown Spooner, WI for small boutiques and antique shops, restaurants, bars and the only brewery in the County.

Guest favourite

Chalet in Muscoda

4.92 out of 5 average rating, 169 reviews

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.

Guest favourite

Chalet in Campbellsport

4.97 out of 5 average rating, 104 reviews

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.

Top Guest favourite

Chalet in Bayfield

4.98 out of 5 average rating, 162 reviews

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin in the woods with beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash 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.

Guest favourite

Chalet in New Lisbon

4.92 out of 5 average rating, 194 reviews

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.

Superhost

Chalet in Birchwood

4.94 out of 5 average rating, 125 reviews

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).

Top Guest favourite

Chalet in Oxford

4.99 out of 5 average rating, 96 reviews

Lakefront 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.