Ski-in/Ski-out holiday rentals in Madison

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

Top-rated ski-in/out rentals in Madison

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Top guest favourite

Guest suite in Madison

4.91 out of 5 average rating, 171 reviews

Hospitality+Kitchen+Laundry+Gardens

Tastefully updated private suite on lower level of ranch. - KING bed plus twin bed, large bathroom, full kitchen, laundry W/D, work desk, dining table w/stools, comfortable furniture. Pristine clean. Close to grocery, many restaurants, parks, UW... Great for business needs (week and month long discounts!), moving to Madison, athletic events, visiting family... Tree lined street. Free parking. Owner lives on the property, but suite is private and not shared, as per Permit #ZTRHP1-2020-00004.

Guest favourite

Farm stay in Plain

4.94 out of 5 average rating, 208 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Guest favourite

Home in McFarland

4.85 out of 5 average rating, 126 reviews

The little Green Birdhouse-McFarland/Monona

Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. A brand new kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

Superhost

Apartment in Wisconsin Dells

4.77 out of 5 average rating, 35 reviews

Dells Paradise - Lake Access with Boat Slip

DELLS VACATIONS CLUB SPECIALS: 1. BOOK 4 NIGHTS OR MORE & GET 2 MT. OLYMPUS WATER PARK PASSES 2. TWO FREE SPLASH PASSES, OFFERING OVER 70 BUY 1 GET 1 DISCOUNTS. 3. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER This Dellsvacations club property is located in Lighthouse Cove on Lake Delton offering everything for a perfect vacation. Enjoy beach, lake, trails, swimming, golf or soaking in the hot tubs. Experience the perfect blend of relaxation and fun.

Cabin in Wisconsin Dells

4.73 out of 5 average rating, 89 reviews

Christmas Mountain Village Onsite SKI Tubing GOLF

The best kept secret in the Dells! 4MI - the waterparks, expwy, Walmart. Full kitchen and cooking items too! See photos. Free mini golf, kayaks, canoes. First come first serve. *****NO $25/night tax ***There is $145 cleaning fee charged by the resort at checkin. *** My unit is in the best location on the property! Near Activity Center, Main outdoor pool, basketball, Volleyball, Restaurant, laundry. 4 outdoor pools/ hot tubs at the resort. 1 indoor pool, sauna, workout room.

Guest favourite

Apartment in Wisconsin Dells

4.91 out of 5 average rating, 96 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

Superhost

Townhouse in Dellona

4.73 out of 5 average rating, 60 reviews

Private Townhouse at Christmas Mountain

Our 3 Bedroom Townhouse on the grounds of Christmas Mountain offer a peaceful place to spend quality time on vacation with friends and family. There is plenty of room to spend time together and still have space for private time. In The living room we have provided you with a flat screen tv with a firestick attached for your entertainment. Off the living room is a covered porch for your enjoyment day and night. There is fiber internet providing you with high speed wifi.

Guest suite in Edgerton

4.71 out of 5 average rating, 95 reviews

End of the road Lake House/ Super Quiet.

Best sunrises west of the Atlantic. Close to Madison (30mins), Milwaukee (85mins) and Chicago (120mins) Rustic cabin feel, Vaulted ceilings, Single over Full Bunk bed, queen, full and leather couch and room for air mattresses. Perfect for 1 to 8 guests. Super large shared backyard leads to the lake with a sandy beach. (unique property comprised of a 2br/1ba cottage and a house 2br/2ba joined together by a Great Room built to seamlessly connect the two)

Superhost

Flat in Baraboo

4.87 out of 5 average rating, 272 reviews

Orchard Prairie B&B

Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.

Guest favourite

Home in Merrimac

5 out of 5 average rating, 13 reviews

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

Winter-Spring-Summer or Fall! You will be surrounded with activities or if you prefer, just settle in for a relaxing stay!!! Lake Wisconsin is right out your back door! Gorgeous lake views with fishing galore! We have the best fishing hole right off of our dock! The park and the Merrimac Ferry are right next door!Awesome skiing, scenic hiking trails, breweries, Wineries, Distilleries, Shopping, Restaurants and WI Dells are within minutes!