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Chalet holiday rentals in Wisconsin

Find and book unique chalets on Airbnb

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Popular amenities for chalet rentals in Wisconsin

Family-friendly chalet rentals

Top guest favourite
Chalet in Sturgeon Bay
5 out of 5 average rating, 117 reviews

Chalet On The Shore

KellyRating, 5 stars1 week ago
Jennifer was great with communication from start to end. We had everything that we needed for our stay. Loved the fact that it was VERY dog friendly. Great water views and sunsets. Short drive to the heart of Door County, shops, wineries, and more.
Superhost
Chalet in Bayfield
4.8 out of 5 average rating, 93 reviews

Woodland Chalet @ Brickyard Creek, Bayfield

JohnRating, 5 stars11 months ago
Very peaceful, cozy and clean. Exceptional location
Guest favourite
Chalet in New Lisbon
4.92 out of 5 average rating, 189 reviews

Cabin of Contentment

JordanRating, 5 stars1 month ago
Our family stayed at the cabin in early May 2025. The cabin is a beautiful and peaceful place with everything you could want while being away from home. Host (Kim) was amazing and there to help with anything we needed. Highly recommended!!! We enjoyed everything… the fire pit, kayaking, walking trail, fishing, tree climbing, wildlife (deer, birds, porcupine, turtles). Full kitchen and bbq outdoors to cook for the family. The cabin is about 30 minutes from The Dells and we explored everything we could. Timbavati Wildlife Park, Deer Park, Wizard Quest, and Aquavia Lumina were all incredible. Thanks for helping us make more memories. We really enjoyed our time and can’t wait to come back and explore more!
Guest favourite
Chalet in Birchwood
4.94 out of 5 average rating, 123 reviews

Mia's Black Dog Lodge on beautiful Big Lake Chetac

LaurelRating, 5 stars2 months ago
We loved our 3rd stay at Mia’s Black Dog Lodge. It is very clean and well-supplied. The lodge fits our needs for a small ladies retreat perfectly.
Guest favourite
Chalet in Fifield
4.88 out of 5 average rating, 138 reviews

Cabin on the River Bank Built 2011

MarijoRating, 5 stars5 months ago
Greg’a place was very clean with a lovely view of the river. The heated floors and useable fireplace made the space extra special. Would stay here again.
Guest favourite
Chalet in Bayfield
4.98 out of 5 average rating, 122 reviews

Northwoods Chalet @ Brickyard Creek, Bayfield

BeckyRating, 5 stars2 weeks ago
Very clean! Had everything we needed except an outdoor grill, but that's on me for not reading the amenities list close enough. Very comfortable and spacious with beautiful wooded surroundings. The chalet is located closer to Hwy 13 than I realized so some traffic noise, but not bad. Could still appreciate the quietness of the area. Ideal location as it is only a 2-mile drive to Bayfield, and close to the Fruit Loop drive. Spent time at the community beach enjoying the views of Lake Superior. The host quickly responded to any questions we had with friendly and detailed information. Would highly recommend!
Chalet in Waupaca
4.77 out of 5 average rating, 78 reviews

Luxury Log Home with private dock on the Chain

SueRating, 5 stars1 month ago
Even though half of our group was unable to make it, there was plenty of room to fit all 8 of us that we had planned for. The pictures were great and the place looked exactly like the pictures, with the exception of the deck furniture. The furniture was there but it was off of the side of the deck instead of setup fully. The weather wasn't good enough to be hanging outside much, so it wasn't a deterrent or detriment for us. The backyard was very private. The property is ringed in trees so it has a very secluded feel to it. The house is just off of the highway so very easy to find. We will definitely consider renting this place again. Hopefully next time the whole group will be able to make it.
Top guest favourite
Chalet in Spooner
4.99 out of 5 average rating, 79 reviews

Northwoods Chalet on the Lake with Amazing Privacy

BrianRating, 5 stars5 days ago
This was a wonderful place to stay. Everything about it was perfect. The kitchen was exceptionally well stocked with everything we needed to prepare our meals. The hosts were quick to get back to us when we needed them. Our family loved the pontoon and went out to swim and/or fish several times a day. Our family of 12 found this to be a wonderful getaway home.

Luxury chalet rentals

Top guest favourite
Chalet in Minong
5 out of 5 average rating, 10 reviews

Sandy Bottoms Chalet with Sauna

LindseyRating, 5 stars1 week ago
The Sandy Bottoms Chalet was the perfect spot for our group of 10 (7 adults, 2 toddlers and an infant). The house is beautiful, with all the amenities you’d need. Our group enjoyed the dock, canoe and kayaks, and played several of the board games in the house. It was a peaceful retreat and probably the nicest Airbnb experience I’ve had.
Chalet in New Glarus
4.84 out of 5 average rating, 79 reviews

Authentic Swiss Chalet

KristenRating, 5 stars7 months ago
Lovely, spacious home with plenty of spaces for guests to make themselves comfortable and great kitchen facilities for preparing meals. It was wonderful having everyone together in one place.
Top guest favourite
Chalet in Spooner
5 out of 5 average rating, 36 reviews

NEW Spacious Goose Lake Chalet+Hot Tub

AnneRating, 5 stars2 weeks ago
My family really enjoyed our stay at the Goose Lake cabin. Collectively, we had six adults and three children. There was plenty of space for us all, and each family had their own bathroom, which was great! The kitchen was well-equipped vs other rentals, and well organized/labeled. The playset & zipline in the backyard were a big hit with the kids, and visible from the windows so we could let them play and have adult time without worry. It was peaceful to watch over the lake and listen to the birds from the back deck. A few went out and enjoyed time with our kayak on the lake; the water was too shallow for us to fish from the dock, however. We enjoyed the hot tub at night, and appreciated that we didn't have to heat it up prior. The cabin is only about 10 min to Spooner, and we enjoyed some time lunching and bar hopping in town. One small wish was for there to be screens on the windows, as my husband and my room (upper floor) got a little warm. Overall, it was a great stay!!
Guest favourite
Chalet in Wautoma
4.92 out of 5 average rating, 101 reviews

Talihaven: hot tub, firepit, game room

AbbiRating, 5 stars3 weeks ago
Fantastic house that had enough room for all guests! We really enjoyed our stay and would love to stay here again!
Guest favourite
Chalet in Upson
4.89 out of 5 average rating, 35 reviews

Mineshaft Chalets 2 at Whitecap Mountain Resort

CindyRating, 5 stars10 months ago
We had plenty of room for our entire family. The lake and surrounding area is beautiful with great proximity to Lake Superior and lots of trails. We would stay here again.
Guest favourite
Chalet in Wisconsin Dells
4.97 out of 5 average rating, 191 reviews

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

SheriseRating, 5 stars2 weeks ago
Great location in a quiet neighborhood. House layout was perfect and roomy for our family. Loved the outdoor deck/patio area and the open kitchen dining and living room space. Fun vacation.
Chalet in Upson
4.85 out of 5 average rating, 47 reviews

AlpenhausWI Whitecap, Upson WI Waterfalls Hike Ski

CharlieRating, 5 stars4 months ago
Absolutely love this place! Colleen is an awesome host!
Guest favourite
Chalet in Sister Bay
4.87 out of 5 average rating, 31 reviews

Lakewood Lodge: Secluded Home on 5 Acres Near SB

MicheleRating, 5 stars1 month ago
Lakewood is gorgeous and exclusive. It is 2 minute drive down a private road and then into a long driveway which finally reveals the gorgeous home. It is the perfect house for a couple or small family getaway to DC. Our 6 night stay in May was rainy and cold but this allowed us to spend time together enjoying the house. The TV is very small. If you want to watch a movie in the living room we recommend bringing your own projector. The house was really clean. The only downfall is that quite a few light bulbs were out and needed to be changed. Due to the height of the lights special equipment was needed so it didn’t happen while we were there. Also wobbly toilet seat in the master bath. For the cost of our stay I expected perfection. It came close but those 2 things would have made it perfect. I still highly recommend staying here. We enjoyed our stay.

Lakefront chalet rentals

Chalet in Upson

Ski Chalet of Whitecap Mountain

KokkieRating, 5 stars5 months ago
Keri’s condo is a perfect place as a family to enjoy all amenities that Whitecap Mountain has to offer. The view over the ski slope and the fire place are awesome. The condo is spacious and is ideal for a family get together and is very well furnished. It has everything you might need.
Chalet in Upson
4 out of 5 average rating, 4 reviews

Sarajevo House at Ski Resort

LibbiRating, 5 stars5 months ago
We enjoyed our stay! The location is great! It's a quick walk over to the main lodge and main ski lift. It's also got a great view of the lake. The host was very helpful and responsive and answered all questions right away. The chalet was very clean too. There have been updates to the space, like new floors and a large TV. The furniture and appliances are dated but functional. There was plenty of space for our family of four. If we come back up to Whitecap, we'd definitely stay here again!
Chalet in Upson
4.94 out of 5 average rating, 16 reviews

Mineshaft Chalets 1 at Whitecap Mountain Resort

JustinRating, 5 stars22 months ago
Beautiful location! Lake access was great for kayaking and fishing for trout, rock bass, bluegills and sunfish. Also only 30 minutes from Lake Superior where we were able to see the Northern Lights and search for Yooper Lights. Lots of lawn space for the kids to play baseball, football and soccer. Having two kitchens was AMAZING when cooking for a large group. And multiple bathrooms were also very helpful... never had to wait! Kelvin was very responsive to answering any questions. The only downside was limited parking right at the Chalet... but lots of nearby parking is available, so no biggie. Overall an amazing stay!!!
Guest favourite
Chalet in Turtle Lake
4.91 out of 5 average rating, 86 reviews

Turtle Lodge on Upper Turtle Lake

TerriRating, 5 stars2 weeks ago
We loved staying at your cabin. It was very relaxing and just what we needed
Chalet in Upson

Chalet at Ski Paradise

SarahRating, 5 stars5 months ago
Could be ski in and out with lots of snow on the ground. Right on the Lake. Easy 3 min walk to the Whitecap resort for dinner or hot tub.
Chalet in Upson

Ski Resort Chalet at Whitecap Mt

Destinations to explore