
Ski-in/Ski-out vacation rentals in Wisconsin
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Wisconsin
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wisconsin ski-in/ski-out rentals
Ski-in/ski-out cabin rentals

Lakefront Log Cabin w/Loft, Kayaks, Canoe, EV
We were in the area for workshops. We were gone quite a bit but it was a very comfortable place to come back to at the end of the day. I would like to go back when I can spend more time at his place and on the lake.

Peaceful Hill Cabin | Valley Views & ATV Trails
This cabin was GORGEOUS. My wife and I had an excellent few days, then got snowed in and Kevin helped us extend for a few more! If you are coming in the winter, expect more snow than is forecasted and 4WD/AWD will be very helpful. The restaurant down the hill is within walking distance, and was a great stop for us. We had a fantastic time!

Great Bear Getaway
Our girls weekend at Hillary’s was lovely! So peaceful and relaxing! We spent hours at the fire pit. We enjoyed the resort amenities. The place was so adorable. We would definitely stay again if we find ourselves in the Danbury area. I really loved that there was a piece of artwork from the owner hanging in the living room. That was a cool touch! Thanks Hillary for a fantastic stay!

Backwoods Lodge🏕 2 cabins & pontoon included!
Our large three-generation family group had plenty of room to comfortably spread out between the somwhat dated but clean, homey cabins. What worked out great for us was that the three families with children ages 1-12 and earlier wake up times were able to use the larger space while the smaller cabin accomodated the couples without children and allowed a bit of liesurely vacation sleep-in time. We prepared and ate our communal meals in the larger kitchen and spread beyond the big table to plentiful seating on the large deck. The view from the deck was lovely and the walk to the lake and dock easy going for all ages. We swam every day either from the sandy, pebbly entry to the water or from jumping off the dock and swimming out to the swim pad. The water was clean and relatively free of weeds close in to the dock area. The lake was peaceful and we made plenty of use of the pontoon, canoe and sit-on kayak, caught fish, and never felt crowded. Katelyn was super to work with.

Cozy Cabin in the Woods with Wood Stove and Sauna
Beautiful getaway in the woods. We loved the sauna, wood stove, trails, and charm of the cabin. The kitchen was well supplied and it was a pleasure to cook there. Lovely sunlight throughout. We definitely hope to return.

Secluded Cabin with Sauna
This cabin is an absolute gem! We really enjoyed our time here. The cabin felt very private. The surrounding nature is beautiful and peaceful. We loved the walking trails throughout the property and spotting wildlife – we saw many deer, squirrels, turkeys, and heard lots of birds, including owls at night. The sauna and fireplace made the experience extra cozy. We enjoyed learning about the farm’s history and ongoing restoration work. Tighe was very communicative and kind. The town of New London is about a 15 minute drive away for groceries/food. We also enjoyed checking out Mosquito Hill Nature Center nearby. Overall, highly recommend for anyone needing a simple getaway in nature!

Snowmobile, Ski, or ATV Direct from This Cozy Cabi
A lovely stay with a thoughtful host!

Available this weekend-Hot Tub, WIFI, King Beds
Had a really nice stay. The spot is secluded and quiet. Hot tub and fireplace were great! Thanks for having us
Ski-in/ski-out house rentals

The little Green Birdhouse-McFarland/Monona
My wife and I had a great stay at the Little Green Cottage. The neighborhood is just fantastic. A beautiful lake and Nora keeps a nice yard. The neighborhood is lively with activity during the day and very calm and quiet evening and night.

Rustic Pines Lodge - Bike/ATV/Ski from Driveway!
We had a fabulous stay at the Rustic Pines lodge. The cabin was very cozy and welcoming. The kitchen was well-appointed and made it easy to share meals together. The location is amazing! Ski in ski out with access to the Birkie trail. Ally was a fantastic host. Definitely hope to stay there again.

Cozy Log cabin in the woods
The cabin is beautiful, pictures don't really do it justice. It had everything we needed for our stay and was decorated beautifully for Christmas. Follow the directions provided by the host, GPS will definitely take you to the wrong spot. Lance is very responsive and helpful. I made a booking error, he worked with me to get it taken care of when he didn't have to. Great location for family get aways. For those staying with littles, baby gates are a must for the stairs! If we plan on staying in the area again, this will be our number one choice! Thank you for sharing your beautiful home!

Anna Bananas Beachfront Bungalow
A beautiful home in a private location. Set just steps away from Skunk Lake, it was the perfect getaway for us and our dog. The perfect way to bring in the new year.

Sedge Wood Farmhouse
The house was beautiful and spacious. Kitchen was well stocked with cooking and baking items. There was even spices, oil, and non-perishable items (canned vegetables, bisquick, pancake mix, cereal etc). There was even homemade maple syrup in the fridge which was delicious. Country setting was peaceful. Sleep number bed in master bedroom, but it appears to be an older model or worn out cause it slopes toward the middle of the bed. There were DVDs, board games, books and toys in the living room. My girl scouts loved watching the cow. They even named it white chocolate. I would recommend this to anyone staying in the area and we will definitely stay again if in the area.

Golf-ATV Trails-Fishing Stream - 1212
Always a great place to stay.

The Bluegill on Little Green Lake
The best lakeside stay in our area of Wisconsin! Wonderful home. The setting is gorgeous. The home has three lovely bedrooms, a huge window in the living room, with an awesome view of Little Green Lake. The hosts, Phil and Judy, have thought of everything to make this place cozy with all needed conveniences. You will have wonderful surroundings, regardless of the season.

Private Beach Haven with Large Lakehouse
We had a great time celebrating an 80th birthday party at Eileen's home. This property is right on the water, which is very appealing. The Bay is peaceful and serene. We would bring our kayaks along if we stay again (boat landing near by). The steps to get to the water were a bit difficult for our older family members to navigate. We loved the flat greenspace for playing outdoor games. Handy to have on site laundry and open concept kitchen/ dining/ living room. The loft area is open to the kitchen, so not the best area for light sleepers or late rizers:) Loved our time there, it's a special place!!
Family-friendly, ski-in/ski-out home rentals

Chalet On The Shore
The photos on the app simply don’t do this place justice. It is cute, homey, thoughtfully appointed with all the games, cards blender, pens, paper, cooking gear, paper plates/plastic cutlery you don’t have space to bring and often - even at an Airbnb rental- end up having to buy or do without. Boat launch in town is a 5 minute ( by boat) ride away so in a week, we launched once and landed once and fished every day. Already planning our next trip here.

ROAM Adventure Basecamp - Cabin 2
Wonderful trail side place. Loved being in nature with more than your standard camping amenities. Beautiful cabins, perfectly clean bathrooms and showers, sauna, accessible firewood, quiet, right on the trails — and lots of hooks inside! Loved everything about it!

Lake Life, year round hot tub!
Enjoyed the stay at Max’s lake house. Very clean and plenty of supplies and amenities. Max did a great job communicating. I only wish the weather was a little warmer to enjoy the outdoors but that is expected in April. I will definitely stay again.

Orchard Prairie B&B
We were in the area with a large group that was camping at a private campground nearby. This house was a great option for the couple of us who wanted a bed for the nights and a shower. We didn’t spend a lot of the time at the house but it was a peaceful location. If we weren’t meeting up with guests offsite, I would have loved to explore the grounds. It’s a little tucked away. The host sent detailed instructions which made it easy to find. I often camp in the area, but if I needed a non-camping option in the future, I’d be happy to stay here again.

Country cabin, birders paradise.
We loved this little cabin in the woods. It was a charming experience with excellent hosts. Gwen and Ed are dedicated members of their community. They kindly told us in advance about the charity egg hunt and invited us to attend. The home was spotless and solar powered, all excellent choices. We would return in the future. Do not hesitate to book this home -- it is close to Madison, but yet so far away.

Grateful Farms Cabin: Hills, Creek, Gorgeous Views
A great little spot! Wonderful sunsets. And Emily is tremendously helpful.

Kinney Valley Farm
We had a lovely stay in a warm October weekend! The house is super clean and stays cozy even when it was chilly at night. The property is beautiful and it’s located a short drive from a great beach!

Toad Hollow Loft
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.
Destinations to explore
- Rentals with a home theater Wisconsin
- Guesthouse rentals Wisconsin
- Kid-friendly rentals Wisconsin
- Serviced apartment rentals Wisconsin
- Rentals with outdoor seating Wisconsin
- Farmstay rentals Wisconsin
- Waterfront rentals Wisconsin
- Rentals with an accessible height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Barn rentals Wisconsin
- Tiny house rentals Wisconsin
- Lakehouse rentals Wisconsin
- Apartment rentals Wisconsin
- Boutique hotel rentals Wisconsin
- Fitness-friendly rentals Wisconsin
- Rentals with a hot tub Wisconsin
- Cabin rentals Wisconsin
- Villa rentals Wisconsin
- Pet-friendly rentals Wisconsin
- Rentals with a kayak Wisconsin
- Private suite rentals Wisconsin
- Yurt rentals Wisconsin
- Bed and breakfasts Wisconsin
- Rentals with a sauna Wisconsin
- Hotel rentals Wisconsin
- Smoking-friendly rentals Wisconsin
- Chalet rentals Wisconsin
- Rentals with lake access Wisconsin
- Condo rentals Wisconsin
- Cottage rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Family-friendly rentals Wisconsin
- Nature eco lodge rentals Wisconsin
- Townhouse rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Rentals with a washer and dryer Wisconsin
- Rentals with an accessible height bed Wisconsin
- Rentals with a fire pit Wisconsin
- Beachfront rentals Wisconsin
- RV rentals Wisconsin
- Campsite rentals Wisconsin
- Rentals with breakfast Wisconsin
- Rentals with beach access Wisconsin
- Rentals with a patio Wisconsin
- Rentals with pools Wisconsin
- Ski-in/ski-out rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Wisconsin
- Art and culture Wisconsin
- Nature and outdoors Wisconsin
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes