Pet-friendly holiday rentals in Bayfield County

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.

Waterfront Lake Superior's South Shore, "Sky Fire"

Relax with expansive views of Lake Superior as you bask in the glow of the wood burning fireplace's radiance. Waves echoing off the brownstone cliff upon which this special home is perched, absorb the splendor of bald and eagles soaring only feet away. Minutes from your nest is Meyer's Beach, the common entry point to begin your kayak or hiking excursion to the sea and ice caves of this, the greatest of all lakes. Bike, hiking, motorsports and XC ski trails abound. Rest or play. It's all here.

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

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.

Lake Delta Deer Trail Delight

Deer Trail Cabin 6 is on the shore of Lake Delta in the heart of Delta. Popular day trips include the Hayward lakes area, the Apostle Islands National Lakeshore and Bayfield or exploring the endless trails, waterfalls and wilderness within Bayfield County. This is a furnished two bedroom cabin with full kitchen and bath. Great view of Lake Delta and next to swimming beach. There is direct ATV trail access from your cabin but we ask that you do not ride around the property.

Applegate Cottage - South Shore of Lake Superior

Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within 5 acres of woods, secluded from roads and neighbors. The cabin has an occupancy limit of 2 adults and one dog.

Spectacular Log Home on Majestic Lake Superior

Welcome to your perfect North Shore getaway! This stunning 2600 square-foot log home sits right on the shores of majestic Lake Superior, offering breathtaking views, rustic elegance, and upscale amenities for a truly unique experience. This one-of-a-kind, rustic yet elegant cabin is the ideal North Shore retreat, offering comfort, relaxation, and unparalleled natural beauty!  

Marengo River Cabin

Quiet, simple cabin with modern amenities overlooking the Marengo River on a dead end dirt road. Enjoy a peaceful getaway in the Northwoods. Many nearby hiking trails including Copper Falls State Park, St. Peter’s Dome, Swedish Settlement and more. Adjacent to 400 acres of public land with groomed cross country ski and snowshoe trails.