Pet-friendly holiday rentals in Bayfield County

4.98 out of 5 average rating, 133 reviews

Cabin in Herbster

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.

4.97 out of 5 average rating, 391 reviews

Home in Herbster

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 house in Cornucopia

4.91 out of 5 average rating, 314 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.

4.81 out of 5 average rating, 284 reviews

Apartment in Bayfield

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.

4.75 out of 5 average rating, 198 reviews

Cabin in Iron River

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.

4.98 out of 5 average rating, 158 reviews

Chalet in Bayfield

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin in the woods with beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

4.96 out of 5 average rating, 190 reviews

Cabin in Cable

Parking, Walk to Town, King Bed - The Cable Cabin

Locally owned and managed. Our cabin is tucked behind pines right on Highway 63 in Cable. Full off street, private parking w/ room for trailers and toys, plus full locked gear room in basement. Easy walking distance to everything in Cable. It can sleep 5-6, but makes a great space for 2-4. 3 mi from the Birkie start, 2.5 mi from the North End Cabin. ATV & Snowmobile right from the driveway. Full furnace for heat and central air conditioning for those hot summer days!

4.94 out of 5 average rating, 108 reviews

Flat in Bayfield

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.

4.99 out of 5 average rating, 191 reviews

Cottage in Herbster

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!

4.96 out of 5 average rating, 114 reviews

Cabin in Bayfield

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.

4.81 out of 5 average rating, 122 reviews

Cabin in Two Harbors

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!

4.94 out of 5 average rating, 271 reviews

Home in Mason

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.

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Popular amenities for Bayfield County pet-friendly home rentals

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Pet-friendly house rentals

4.87 out of 5 average rating, 63 reviews

Home in Herbster

Private Beach Haven with All of the Comforts

TerriRating, 5 stars5 months ago

We arrived at the house in sub zero temperatures and were very happy to be inside the house with the wonderful radiant heated floors. Warm and cozy! Comfortable beds and warm blankets made for restful nights. The view of the bay is beautiful. Moon rising over the horizon reflected on the ice . We heard Great Horned Owls hooting in the distance. Next visit we hope to come in the summer or fall to walk around more and see the lake. Thanks again!

5 out of 5 average rating, 50 reviews

Home in Iron River

Guest House

JessicaRating, 5 stars1 week ago

Wonderful place to stay while up in the North Woods, only 30 minutes to Ashland and 50 to Bay Field. Iron River had restaurants that were actually pretty good and I am overall very happy with the stay. Perfect place for the four of us.

4.96 out of 5 average rating, 73 reviews

Home in Solon Springs

Secluded lake cabin in Barnes on 38 acres

EmilyRating, 5 stars2 months ago

Staying at Jeff and Susan’s was as easy as it gets— smooth check-in, beautiful location with wildlife out the back door (deer routinely passing through the yard), timely responses to questions, and minimal checkout process. Plenty of spices and cookware to feel like a home away from home. Home was very clean and watching the sunset over the lake from the living room never got old. Will certainly be staying here again!

4.95 out of 5 average rating, 42 reviews

Home in Ashland

Adventure Homebase

ClaireRating, 5 stars2 days ago

Stayed here with my family for a trip to Ashland/Bayfield. The house was comfortable and inviting. Loved the kitchen. It was a great place to relax after touring the area. Host’s beach recommendation was perfect! We would certainly stay here again!

4.93 out of 5 average rating, 29 reviews

Home in Cornucopia

The Corny Pad, close to the Beach, June Openings!

JenniferRating, 5 stars1 day ago

Great location to experience all the area has to offer: kayaking, hiking, food and fun

5 out of 5 average rating, 30 reviews

Home in Bayfield

King Beds • Fire Pit • EV • Groups/Family & More

JillRating, 5 stars2 weeks ago

Beautiful house was perfect for our family. The home was completely updated, clean, and had everything we needed. Adam & Casey were responsive and easy to work with. The area is beautiful with so many activity options. We didn’t get to see everything on our list in a weekend, so we will have to go back, and we would definitely stay here again.

5 out of 5 average rating, 12 reviews

Home in Bayfield

Hale House, Historic Gem

AveryRating, 5 stars1 month ago

We absolutely loved staying at the Hale House for our joint bachelor/bachelorette weekend. There was plenty of space for a large group to spread out in the house comfortably. Each and every nook and cranny was thoughtfully and beautifully decorated. Lindsay had plenty of toiletries stocked for our group which was so helpful. The house is just a few minutes walk into town and to the ferry, so our group was easily able to access and enjoy everything the area had to offer. Absolutely gorgeous home and surrounding area. My favorite part of the weekend was riding the ferry to Madeleine Island and hanging out at Tom’s Bar. We would love to stay at the Hale House again someday!

4.8 out of 5 average rating, 50 reviews

Home in Bayfield

The Robin's Nest

MathewRating, 5 stars3 days ago

Location was incredible, short walk to everything you could want to do in Bayfield.

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Private, pet-friendly home rentals

4.9 out of 5 average rating, 49 reviews

Home in Iron River

Home away from home.

AnnRating, 5 stars4 months ago

This is our second time staying here- once again an overall great experience. Cash is a helpful and communicative host. This place was perfect for ice fishing/snowshoeing and family time.

4.98 out of 5 average rating, 46 reviews

Cabin in Barnes

Pontoon + EV + Swim/Kayak/Fish on the Lake

ToddRating, 5 stars2 weeks ago

Upper Eau Claire Lake is a special place to our family and this cabin made our stay. The games, children’s books, pontoon, and beach were hits with our children. Thanks for allowing us to enjoy your place.

5 out of 5 average rating, 18 reviews

Flat in La Pointe

Suite Three at La Pointe Lodging

EvaRating, 5 stars9 months ago

Loved staying in Suite 3, very clean, comfortable and the front porch was wonderful! Perfect location, walking distance to everything in the immediate town area of LaPoint. I realize my stay was during a bit of the off-season, but it was very quiet and peaceful during the evening and for sleeping. Highly recommend. I would definitely stay here again.

4.76 out of 5 average rating, 21 reviews

Home in Washburn

Up North Oasis | Families & Dogs in Bayfield Area

LisaRating, 5 stars1 week ago

The place is great. Clean, and lots of little touches to make it feel like home. It’s only a few blocks from the main strip with a coffee place, a couple bars and pubs, and a grocery store. We found two beautiful places to hike within 5-12 minutes driving. Perfect location for a home base while exploring the peninsula and kayaking etc.

4.86 out of 5 average rating, 65 reviews

Home in Ashland

Hidden Vines - Walkable To Murals - Dog-Friendly

IanRating, 5 stars2 months ago

Perfect stay! Cute, clean and cozy home!

5 out of 5 average rating, 39 reviews

Cabin in Ashland

Relaxing cabin with fireplace on Lake Superior

CassidyRating, 5 stars2 months ago

Cottage 5 was perfect for a cozy and quiet getaway. Very spacious and clean, also had pretty much everything you would need. Plus the ice cream gift, was a great treat! Thank you!!

4.89 out of 5 average rating, 9 reviews

Cabin in Iron River

Pontoon Rental • Lakefront Stay with Bonfire

CurtisRating, 5 stars1 month ago

The stay was lovely. We were able to drive to other locations about an hour away to explore the area up north. The cabin itself was very nice and clean. We were able play and fish in the lake. It was a really great stay to refresh and recharge!