Pet-friendly holiday rentals in Bayfield

Stunning Bark Point Home on Superior's South Shore

One of a kind, open/loft-concept (see pics: it really is open) artisan-crafted lake home on Superior's south shore: paddle in summer/ice hike in winter. Breathtaking sunsets. 300+ feet of private shoreline or short walk to public beach. Great kitchen. Up to 8 people and most dogs welcome - PET FEE: pets are an extra $25 (there is a place to leave this next to the house manual on the kitchen counter) Scenic huge patio with built-in fire pit (BYO firewood) We hope you love it as much as we do!

Unique Lake Superior Guest Vacation Space

Two story Lake Superior rental, attached to main home, but with private entrance and living space. Second level sleeps up to 5 with 2 queen beds + futon. Main floor has kitchen, bathroom, and laundry. Speak to host first before booking if bringing children 2-12. Perfect place to begin biking, hiking, water activities, or your drive up the scenic North Shore. Owners live on property with friendly indoor dogs. The home is very inviting and extremely clean. No smoking anywhere on property.

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.

Start Line Inn on Bike & XC Trails Powered by Sun

Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

HipNautic/Walk Shop-Dine-Drink-Lake/Dog-Friendly

Hip Nautic is the perfect combination of boho meets mid-century modern. Kid & dog friendly. Whimsical decisions can be made from the moment you arrive. In the mood to chill? Refreshing coffee/tea bar & front porch will hit the spot! Backyard firepit, & dog runner cable. Attn: Outdoor enthusiasts-walking distance to Lake Superior. Short distance to Ski/snowboard/snowmobile trails, golf, Superior Hiking Trail, State Parks w/waterfalls, mountain biking, rock climbing. Walk to shop/dine/drink.

Burlwood Cottage on Lake Superior

Enjoy a North Shore escape right on Lake Superior in our charming 1300SF waterfront cottage! Privacy abounds with over 7.5-acres featuring a charming creek, winding path through towering trees, and over 200' of shoreline all to yourself. Built in 1955, the cottage has been meticulously renovated, inside and out, to highlight original features and the exceptional surroundings. Hunt for shed antlers, enjoy a backyard fire, venture out for seasonal activities, or stay in and enjoy the views!

Cozy Parkplace Cabin

Quaint cozy one room cabin. Old trapper's and fisherman's cabin with rustic themed decor but recently updated with modern conveniences. Custom made solid pine platform bed with new top quality mattress for your comfort. Kitchen fully stocked with pots pans dishes silverware and utensils. Coffee pot with filters. Microwave and gas range including oven. Cooking oil salt and pepper stocked on shelf. Gas grill on deck. Bonfire ring with seating in side yard. Firewood on-site.

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!

Beauty & Serenity on the Lake at Bark Point Perch!

Seeking an escape that offers you beauty, serenity, privacy and yet is convenient enough to all the activities the South Shore has to offer? Look no further than Bark Point Perch! This two-bedroom, one-bath home is (ahem) perched on the lakefront side of one of the most desirable locations of Lake Superior’s South Shore is this adorable cabin, which perfectly mixes modern style (and conveniences) with the rustic charm that makes this area so authentic.