Family-friendly vacation rentals in Ashland

Becks Bungalow

Every room has everything you need so just pack your personal belongings & come relax. 3 Bedrooms, 2.5 bathrooms, living room, Fully equipped kitchen with BUNN & Keurig coffee makers, dining room, family room, patio, deck, yard, Private parking, quiet & close to everything. 4 miles, to Spirit Mountain, 7 miles (14 minutes) to Mont Du Lac, and direct access to the trail system from the house. Please visit the guidebook here for links to great local restaurants and must see local attractions

Classic Vintage Log Cabin on Lake Superior

Classic, Vintage Log Cabin on 2.5 acres right on Lake Superior - a cozy step back in time! 250 ft. of private bedrock shoreline. 3 Bedrooms: 2 Queen, 1 Dbl. Large updated 3/4 bath, kitchen, and indoor wood burning fireplace. Outdoor firepit, firewood and picnic table. WiFi, TV, and DVD. Close to everything Two Harbors and the North Shore provide! A Pack and Play, booster chair & high chair are available. The Nightly fee is for 2 adults. There's a $25 fee/night/each additional guest.

Lakeview chalet by Gooseberry Falls with sauna

Spacious and family friendly chalet with sauna, game room, theater, kids room and more! Wake up to gorgeous views of Superior from your master bedroom, make breakfast in your fully equipped kitchen or drive two minutes to the Rustic Inn cafe, home to the best pie we've ever had (the North Shore mixed berry). After a busy day of exploring sites, from Gooseberry State Park to Split Rock Lighthouse, all within 10-15 minutes of your home base, you can unwind with beers at Castle Danger Brewery.

Serenity Shores R&R rest up, relax & have fun

Enjoy a lake view stay & beautiful sunsets. Private lower level; large enough (over 900 sq. ft.) for a family with kids, yet quaint enough for a romantic getaway, or just hanging out with friends. Situated in a great part of NW Wisconsin with plenty of things to see and do. There's ample opportunity for boating, fishing, golfing, hunting, 4-wheeling, snowmobiling and skiing, along with many area attractions & events. Come join us where the air & water are clean and the nights are peaceful.

Middle Gresham Get-a-way Your year round Getaway

We are located on Middle Gresham Lake, this is a semi private lake, very quite lake with no public access. The fishing is great. Includes use of a row boat, canoe and two kayaks, boat motor available-extra charge. Rustic cabin feel with pristine views, a fire pit for roasting marsh mellows. Centrally located between Minocqua and Boulder Junction. Please note that an invoice for Room Tax will also be sent upon booking , as Airbnb only collects Wisconsin sales tax with your reservation.

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ and fire pit wood povided. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. $40 pet fee per stay. 🙂 No smoking allowed.

Gateway to the Great North Woods by DonBar

Enter the Gateway to the Northwoods with this 3 bedroom, 2 full bath vacation home rental that can sleep 8-10, and comes with a full kitchen, 2 TV's with Netflix & Hulu. It is located on the Tuscobia StateTrail, which is ranked the #1 ATV/UTV trail in the state! It is located within minutes of lakes for fishing and boating, as well as 40 minutes from Hayward and 30 minutes from Ladysmith. A pack and play, highchair, 2 booster seats and board games for children are provided.

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

Indianhead Red Lodge by Ski Resort

We are offering our vacation home to rent. It is located right down the road from Indianhead Ski Resort. Our favorite place to be! 1500 sq ft of room to spread out. A perfect rental for a large family, a couple families, or adult time away without the kids. The property sits on 5 acres of wooded land scattered with seasonal wildflowers. The property has plenty of room to park snowmobile/ATV trailers. The trails are close by.