Holiday rentals with a washing machine and dryer in Madeline Island

The Black Spruce (No Cleaning Fee! Access Trails!)

This private and beautiful 5 bedroom, 3 bath home has been completely renovated and is ready to be your home base in the north! Lots of parking for trucks and trailers! Easy access to the ATV and snowmobiling trails! Use Hwy H to travel 1/4 mile north to Koho Road and connect to all! Near the famous Brule River and Lake Superior! TOURIST ROOMING LICENSE # - TBES-BFFJ7D Guests must be at least 21 years old to book. Up to 2 Pets welcome; $60 per stay that will be collected prior to your stay.

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Kinney Valley Farm

This rustic, but modernized farmhouse is on 110 acres of woods and apple orchards. Snow is great now! Cross country ski trails are " skier-groomed" on our property. Multiple areas for groomed skiing are within 30-45 minute drives. Located just 3 miles from the south shore of Lake Superior, and 30 minutes from the Apostle Island Sea Caves, spectacular now with winter ice sculptures, Kinney Valley Farm is a cozy place to stay, while exploring the pastoral winter beauty of Northern Wisconsin.

Parker Creek Tiny House

Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

North Shore Nirvana: Lakefront, Deck, Fireplace

Welcome to "North Shore Nirvana", where elegance meets serenity on the shores of Lake Superior. Experience a captivating getaway in our luxurious townhouse. • Location: Nestled on the scenic North Shore • Waterfront: Embrace lakeside living • Amenities: Beach access, patio deck, fire pits • Luxuries: Fireplace, pool and hot tub • Extras: Washer/dryer, 3 Smart TVs Immerse in the tranquility of the lake, relish the breathtaking sunrises and sunsets, and explore nature.

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Lupine Cottage 34

Our Lupine Cottage is located at Brickyard Creek, a 100 acre development on Lake Superior with access to our sandy beach; views of Basswood and Madeline Islands, part of our Apostle Islands. Walking trails. Walk or drive to sandy beach from our cottage. 2 vehicle parking in driveway. Strict Policy: NO smoking, NO pet, and NO pets allowed at ALL Brickyard Creek rental cottages. No exceptions. Please confirm you agree to our strict rules. Thank you.

The Garland City Downtown Apartment

1920s, craftsman and art-deco-inspired apartment, furnished with antiques, located in the heart of Ashland’s Main Street Historic District. Ditch the car and walk to local amenities like the grocery store, brewpub, bars, restaurants, shops, library, and movie theater. View Ashland’s downtown murals. The Lake Superior waterfront is steps away...where you can stroll the shoreline path or bicycle the 9-mile town loop.

Historic Hawkes Apartment

Newly remodeled apartment in downtown Washburn. Minutes to Bayfield, beaches and adventure. Fully furnished/full kitchen, sleeps 4 (queen bed and full futon available), as well as many amenities including keypad entry, laundry, gas fireplace, excellent internet, patio, gas bbq, smart TV, the list goes on. Great location for all of your outdoor interests, including 2 blocks up from the marina.