Ski-in/Ski-out holiday rentals in Wisconsin

Find and book unique ski-in/ski-out homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Wisconsin ski-in/ski-out rentals

Ski-in/ski-out house rentals

Guest favourite
Home in Herbster
4.87 out of 5 average rating, 63 reviews

Private Beach Haven with All of the Comforts

TerriRating, 5 stars5 months ago
We arrived at the house in sub zero temperatures and were very happy to be inside the house with the wonderful radiant heated floors. Warm and cozy! Comfortable beds and warm blankets made for restful nights. The view of the bay is beautiful. Moon rising over the horizon reflected on the ice . We heard Great Horned Owls hooting in the distance. Next visit we hope to come in the summer or fall to walk around more and see the lake. Thanks again!
Guest favourite
Home in Hazelhurst
4.96 out of 5 average rating, 23 reviews

Anna Bananas Beachfront Bungalow

RobRating, 5 stars1 month ago
The home was exactly as described. Beautiful location on a very nice lake. We’re coming back in November. Would highly recommend
Superhost
Home in Montello
4.8 out of 5 average rating, 35 reviews

3bed lake house, private heated pool near WI Dells

MariaRating, 5 stars9 months ago
Has a great experience. Was a quite and private stay. Beautiful lake view so peaceful.
Guest favourite
Home in Mondovi
4.94 out of 5 average rating, 17 reviews

Golf-ATV Trails-Fishing Stream - 1212

EricRating, 5 stars1 week ago
Bradly and Erin went above and beyond to make our stay as good as home! And the golf course was great!
Guest favourite
Home in Slinger
4.93 out of 5 average rating, 194 reviews

Founders House - view the slopes of Little Switz

TemrenRating, 5 stars1 month ago
Very nice place to stay. Beautiful view. Great walking to good restaurants.
Superhost
Home in Merrill
5 out of 5 average rating, 8 reviews

Ranch get away

JuliaRating, 5 stars1 month ago
Spectacular views of the horses grazing in the pastures and the surrounding forest! Our expectations were exceeded. Our host, Sheryl, was extremely kind and responsive, and Ace, the farm’s canine caretaker that overlooks the ranch, was the goodest boy! We can’t wait to stay again! Thank you Sheryl!
Guest favourite
Home in Merrimac
5 out of 5 average rating, 13 reviews

Cody’s Cabin - Lake front property, Ski & Fish

BlakeRating, 5 stars11 months ago
Awesome place, very well maintained. Beautiful views.
Top Guest favourite
Home in Hayward
5 out of 5 average rating, 17 reviews

Fernwood Forest MTB/Nordic Retreat, Sauna & EV CHG

BrianRating, 5 stars2 weeks ago
Great spot. Super peaceful and located near the trails!

Family-friendly, ski-in/ski-out home 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.
Top Guest favourite
Cabin in Cable
4.97 out of 5 average rating, 176 reviews

Family Cabin in the heart of Telemark - Cable, Wi

ColinRating, 5 stars1 month ago
Wonderful stay in the springtime. Gorgeous patio and main areas. Very close to Lake Namekagon and river fishing. Highly recommend for looking at a place in Northern WI.
Guest favourite
Cottage in Neenah
4.94 out of 5 average rating, 480 reviews

Lake Life, year round hot tub!

ChelseaRating, 5 stars2 days ago
We had a great time staying at Max’s lake house! The lake was beautiful, and we were able to do a lot of swimming and kayaking. We were really impressed how nice the home was and easily found everything we needed. We stayed on the property almost the entire time but it’s also close to plenty of food options and activities. Highly recommend!
Superhost
Apartment in Baraboo
4.87 out of 5 average rating, 276 reviews

Orchard Prairie B&B

DavidRating, 5 stars3 weeks ago
Wow the place is much bigger than the photos show!!!! We saw maybe two or three bugs over the three nights we were there — which is to be expected when the place is next to the woods. The area is absolutely gorgeous. And do check out the Ski-Hi Farm that they own up the hill!
Cabin in Pickerel
4.7 out of 5 average rating, 20 reviews

Secluded Lake Cabin - Includes 2024 Pontoon Boat!

NinaRating, 5 stars13 months ago
Great spot to spend a long weekend! The pontoon boat was clean and easy to use, and the other boats were a great perk as well. It was a little chilly while we were there, so we spent a day hiking and bouldering (there are some really cool spots within a 45 minute drive.) we were a group of 6, and while it was a smaller space, it worked just fine for us. Definitely would go back!
Guest favourite
Loft in Rib Lake
4.94 out of 5 average rating, 86 reviews

Toad Hollow Loft

LisaRating, 5 stars4 months ago
Kate and Scot have a groomed connector to the Rib Lake ski trails, which are some of the best we've ever been on. Forest Springs, Rusch Preserve, and Timm's Hill trails (plus a few others) can all be accessed via this trail system and everything is well-marked. Kate and Scot were such accommodating hosts. They kept us updated on the trail grooming and even had the sauna going for us when we were done skiing each day. At the same time, they were very respectful of our privacy. The loft itself is cute, cozy, and very comfy. We had everything we needed for our short stay. Details like aromatherapy sprays, herbal teas, and thoughtful lighting really elevated our time in the loft. The bed was very comfortable and, a big plus for us, there were lots of cozy places to curl up with a book. Overall, we had a wonderfully relaxing and fun time. We felt like we were at our own private XC ski resort. Highly recommend for a winter getaway.
Guest favourite
Cabin in White Lake
4.92 out of 5 average rating, 74 reviews

Lofted cabin on Wisconsin's beautiful Wolf River!

KatherineRating, 5 stars2 weeks ago
This was our second year at Compostela. We loved it just as much as the first time. It's wonderfully secluded and kitchen is pretty well stocked. Beds are comfortable. Kitchen is well stocked. It is so peaceful, makes it hard to go back home.
Top Guest favourite
Home in Holcombe
4.94 out of 5 average rating, 185 reviews

Willmarth MAIN Lake, Views & Reviews, Est. 2018

FranklinRating, 5 stars1 week ago
This was our second time staying at this beautiful lake house, and once again, it did not disappoint. My family and I had a wonderful time enjoying all the activities the property has to offer. We spent time fishing, relaxing by the water, and simply enjoying the peaceful surroundings. The home was very clean, well-maintained, and had everything we needed for a comfortable stay. It truly met all of our expectations. Thank you for sharing such a great space—we hope to come back again!

Ski-in/ski-out cabin rentals

Top Guest favourite
Cabin in Hayward
5 out of 5 average rating, 13 reviews

Rustic Pines Lodge - Bike/Hike/ATV from Driveway!

JoanRating, 5 stars3 weeks ago
Great home and close to all the trails including ATV which you could ride from home to trails. The home was clean and directions were very good. Totally recommend this cabin!
Guest favourite
Cabin in Chippewa Falls
4.9 out of 5 average rating, 83 reviews

Hideaway Resort - Maple #5 Lake Wissota

KatrinaRating, 5 stars8 months ago
Great place to stay, beautiful lake and cozy cabin! Our only drawbacks were that there is a train nearby, though it didn't wake us up in the night thankfully, and that the house is on a well system. Not a big deal if you're prepared, but the water has a strong metallic flavor to it, so I'd recommend bringing drinking water with if that is something that bothers you. The cabin is perfect for two, and the bed is super comfortable! We loved kayaking around the lake, though sadly we didn't catch any fish. Would probably rent the fishing boat next time, as the lake is huge and everything super close to the cabin is houses, so not the best fishing without paddling quite a ways. Would absolutely stay again!
Superhost
Cabin in Danbury
4.82 out of 5 average rating, 11 reviews

Great Bear Getaway

JasonRating, 5 stars1 month ago
Very quiet and yet convenient location! Only a 3-4 minute drive to the Voyager Village amenities. Cabin is newer with all the amenities you need, and a great layout for a family with a couple of kids!
Superhost
Cabin in Stone Lake
4.91 out of 5 average rating, 64 reviews

Backwoods Lodge🏕 2 cabins & pontoon included!

SandraRating, 5 stars9 months ago
This was a wonderful place to gather with family and friends! There were so many activities connected to the space. We will absolutely be recommending this place to others.
Superhost
Cabin in Ogema
4.91 out of 5 average rating, 98 reviews

Cozy Cabin in the Woods with Wood Stove and Sauna

ErinRating, 5 stars2 weeks ago
We had a beautiful stay! It rained the entire time but the cabin was a wonderful place to hunker down, enjoy a fire, listen to the rain, play games, cook and catch up on life. It was just what we needed.
Top Guest favourite
Cabin in New London
4.99 out of 5 average rating, 90 reviews

Secluded Cabin with Sauna

AlexRating, 5 stars1 week ago
Staying at the Belden Farm was an absolute dream. Sasha and I came here for a weekend away but it felt like stepping into a different world. It was a very peaceful and serene experience, tapping into nature and one another. We were very grateful to be able to be detached from our usual lives. We had endless fireside chats and marshmallow roasts by the meadow. Nature was plentiful, and the cabin was amazing. The sauna is a game changer. Tighe was an incredibly accommodating and friendly host. Would highly recommend this experience.
Guest favourite
Cabin in Washburn
4.89 out of 5 average rating, 38 reviews

Snowmobile, Ski, or ATV Direct from This Cozy Cabi

JenniferRating, 5 stars1 week ago
We came here to get away and relax, and to ride the trails in our UTV. The cabin was one of the cleanest places I have ever stayed. Erin thought of every little extra. She had sleep sound machines in both bedrooms. She had towels and extra water bowels for our dogs. She even had extra appliances in the kitchen like a crock pot(we didn’t use). Just a lot of extras! Erin thought of all the things😊 The Valhalla Pub N GRUB had excellent food and drinks- we ate there twice. It was a wonderful trip with a very thoughtful and excellent communicating host! Thanks Erin! We’ll be back for sure!
Guest favourite
Cabin in Ojibwa
4.96 out of 5 average rating, 99 reviews

Available this weekend!-Hot Tub, WIFI, King Beds

LeighRating, 5 stars5 days ago
We enjoyed our stay at the cottage. The inside is comfortable and well maintained. The cottage was surrounded by woods, so there was a lot of wildlife. It has a nice, large hot tub to relax in. If you enjoy a secluded, private place, this is the one for you. It is a beautiful area to visit. Andrew and Brittney were very responsive to all our questions.

Destinations to explore