Pet-friendly vacation rentals in Bayfield County

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Top-rated pet-friendly home rentals in Bayfield County

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Guest favorite

The cabin's striking exterior features large cedar beams and expansive windows, blending seamlessly into the natural surroundings. A screened-in patio offers a view of the woods and lake, while a gas grill is positioned nearby for outdoor dining.

Cabin in Herbster

4.97 out of 5 average rating, 145 reviews

Cedar Ridge | Hand-Crafted Cabin with Lake Views

This newly built cabin will take your breath away. You’ll find the perfect blend of Northwoods rustic charm and creature comforts in this 3 bdrm cabin nestled in the woods overlooking Lake Superior’s Bark Bay. You’ll fall in love with all the care & attention its owners have put into every detail. From the stunning cedar beams that provide the backdrop to the incredible lake views to the hand-crafted interior woodwork and the beautiful kitchen, you will see how unique and special this cabin is.

Guest favorite

Home in Herbster

4.97 out of 5 average rating, 403 reviews

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!

Guest favorite

A modern home with a striking blue exterior is surrounded by autumn foliage. Large windows dominate the front, reflecting the landscape. Two light green chairs are positioned near a fire pit in the yard, inviting relaxation and outdoor gatherings.

Guesthouse in Cornucopia

4.91 out of 5 average rating, 322 reviews

Sky Fire | Lake Superior Waterfront Retreat

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.

Top guest favorite

The cabin exterior features logs and a screened porch, offering shaded seating. A wooden deck wraps around, and steps lead up to the entrance. A propane grill is visible, and greenery surrounds the space, providing a secluded atmosphere.

Cabin in Bayfield

4.98 out of 5 average rating, 332 reviews

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.

Guest favorite

A rustic cottage is surrounded by colorful autumn foliage, showcasing its wooden exterior and A-framed roof. A large porch with steps provides entry, and a pathway leads through the grassy yard, where scattered leaves complement the natural setting.

Cabin in Port Wing

4.82 out of 5 average rating, 104 reviews

Cozy South Shore cottage near Lake Superior

Enjoy the splendor of Lake Superior at our cozy, rustic cottage near Port Wing, WI. Situated halfway between Duluth/Superior and Bayfield, it's the perfect location to visit all your favorite South Shore locations. There's no need to choose between privacy & the difficulties of accessing remote properties. Our cottage is located within 68 acres of private, wooded wilderness. Yet since we're next to the Wisconsin Lake Superior Scenic Byway (Hwy 13), it's easy to get wherever you want to go!

Guest favorite

A living area features a navy blue sofa paired with a rustic wooden coffee table. A television is mounted on the wall, and light streams in through a sliding glass door leading to a balcony. A dining area with a small table is also visible.

Condo in Bayfield

4.8 out of 5 average rating, 293 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen air matress. Full kitchen, balcony, AC, CableTV, Strong WiFi, fire pit wood povided. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Bikes provided. 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.

Guest favorite

The entryway features a welcome mat with the phrase 'Wipe Your Paws,' leading into a bright interior. Sunlight illuminates the open-plan living area, showcasing modern furnishings and a view into the kitchen with light wood cabinetry.

Home in Gordon

4.96 out of 5 average rating, 103 reviews

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

Guest favorite

A cozy bedroom features a metal bed frame with a soft blanket. Two bedside tables with lamps are placed symmetrically on each side. Colorful artwork is displayed on the walls, adding character. Natural light brightens the space, enhancing the calming atmosphere.

Apartment in Bayfield

4.94 out of 5 average rating, 127 reviews

Lake Superior Getaway. Hillside Suites Unit #2.

Your inland coastal getaway in beautiful Bayfield, WI. Keep it simple at this peaceful and centrally-located place. Cottage apartment tucked into the hillside with wonderful views of Lake Superior and Madeline Island. Walking distance to restaurants, parks, hiking trails, ferry, and marina. We allow 1 dog up to 60 lbs. Dogs are not allowed to be left unattended in room (even if kenneled). Please read house rules section if bringing a pet for other guidelines.

Top guest favorite

The exterior of the cottage features a green wooden facade with large windows allowing natural light to fill the interior. An orange door creates a welcoming entrance, complemented by two chairs on the front porch. Surrounding trees add to the natural ambiance.

Cottage in Herbster

4.99 out of 5 average rating, 206 reviews

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!

Top guest favorite

A Scandinavian-style cabin is elevated among autumn trees, showcasing a welcoming, rustic exterior. Two Adirondack chairs are positioned around a fire pit, which is surrounded by a circle of smooth rocks. The forest setting adds a serene backdrop to this outdoor gathering space.

Cabin in Bayfield

4.97 out of 5 average rating, 132 reviews

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.

Superhost

The log cabin features a striking architectural design with a steep gabled roof and large windows allowing for natural light. A wraparound balcony extends from the upper level, and a mix of stone accents complements the rustic wood exterior, surrounded by lush greenery.

Cabin in Two Harbors

4.82 out of 5 average rating, 128 reviews

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!

Guest favorite

A charming two-story cabin features blue siding and a welcoming front porch, surrounded by greenery. A small garden area is visible, with a few potted plants enhancing the entrance. Large windows invite natural light, and a single-car garage is present on the side.

Home in Mason

4.94 out of 5 average rating, 276 reviews

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.