
Pet-friendly holiday rentals in Bayfield
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Top-rated pet-friendly home rentals in Bayfield
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Popular amenities for Bayfield pet-friendly home rentals
Pet-friendly house rentals

The Woodland Retreat - Your NorthShore Sanctuary
We were looking for a place to stay while working on the fires here. It was perfect for what we needed close in town, easy to find and just big enough to fit 3 of us. everything was clean and organized. The host were nice, responsive and very helpful. Would recommend staying here again

Bright & Renovated- Only 6 mi from Duluth!
Great find! as described and really cute. easy to navigate and very close to Duluth. thank you for a great stay!!

Retreat to The Woods- 10 miles from downtown
We stayed here for a bachelorette weekend and it couldn’t have been more perfect! The place was so cute and cozy and was exceptionally clean! You’re close to great food and fun while also being one with nature! Jeremy and Sandra were great hosts and super helpful! Would absolutely recommend this place. Thank you!!

4 beds, up to 7, full kitchen, living rm, driveway
Stayed over during the memorial long weekend with my two malamutes. We had a great time there. The house is clean and cozy. The location is very convenient to small parks and big state parks. Dogs enjoyed them all.

Lakewalk House | Minutes from Downtown Duluth
We had a great time. Check in and checkout was very easy. Everything was nice and clean. Very friendly and responsive staff. Would highly recommended staying at an Heirloom Vacation's property.

The Black Spruce (No Cleaning Fee! Access Trails!)
Amanda’s house is a perfect getaway. It is the best stocked rental that I have stayed in with the most well thought out amenities. Beautiful screened in porch and fun games to play in the yard. Very close to many cute towns, Lake Superior, nice beaches, restaurants, parks, trails and the Brule River. My family had a great time fly fishing, kayaking, hiking and splashing in Lake Superior and the Brule River. We made wonderful meals in the awesomely equipped kitchen. So much room for everybody - 8 adults and 3 children! Highly recommend for a relaxing get away.

Iver's Place
We loved our stay at Iver’s Place! Great location for a North Shore getaway. Would definitely stay here again in the future.

Cozy Bungalow for Adventurers: Nature in the City
Comfortable, clean, stocked house was quite cozy. Bathroom was squished. Many amenities made you feel like home. Nice yard! Our pets loved it! Will be back. Highly recommend!
Pet-friendly home rentals with a pool

Dubbeltält - Hillside Glamping Tent
very cute and cozy we only stayed one night but had a lovely fire and met some very nice people at cocktail hour w very good drinks (apple cider w fireball)

Pet-Friendly Canal Park Condo|Near Lakewalk| Pool
Such an amazing weekend! The condo has great character with exposed brick and beams. The space worked great for our family. Canal park has so much to offer and we enjoyed it all, in between basketball games (tournament). Very dog friendly condo and area. It was great having the dog accessories available to use and fun to have our dog with for the weekend! We would stay here again!!

Magical Handcrafted Cabinilicious in Magazines
Beautiful place and location. We loved the cabin’s kitschy personality. Yes the stairs are steep but we were anticipating that based on other reviews. It worked out fine for us. We had small dogs with us that were carried up and down the stairs when went to bed in the evening. Couple small things would have made the stay a little more comfortable. A few board games for rainy days. A couple basic cooking items like oil, sugar and garlic powder. The pillows are pretty beat up and could use replacing. All of these things are pretty easily overlooked though for the location alone. Woodsy and magical and so close to Big Bay Town Park. We thoroughly enjoyed our long weekend in this beautifully crafted cabin.

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
Plenty of space and a good location for ski in/ski out

Waterfront Two Harbors Retreat -Pool/Hot Tub (2BR)
Really enjoyed it! Well run and everything seems brand new. Will return. Thank you!

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed
We had a great weekend in Bayfield. Really appreciate you letting pets stay as they are also part of the family. Thank you!!

Stunning Waterfront View! -Condo
Everything was great, would recommend it. Only advise would be to bring a sound machine if traveling with little kids because the noise travels from the conveniently located pool area and even though the walls of the condo

Kung talt - Glamping Tent
beautiful location, amazing amenities, super friendly and helpful crew, they led us borrow tones of boared games, stayed late to wait on us, printed maps and gave us recommendation. we have the best vacations ever and have been telling everyone to go there
Private, pet-friendly home rentals

Cozy South Shore cottage near Lake Superior
The Stargazer was a private cozy cabin on private land with all the comforts needed and outdoor space to feel the woods. The cabins decor and thoughtful loft are artistic and inviting with a little bit of something to interest all. We enjoyed the variety of warblers, and birds enjoying the trees newrby and the hummingbirds buzzing by the front porch. We didn't see the bear on property but it left evidence of it's visit with paw prints on the front porch. There are some short trails on the property that we enjoyed after exploring nearby areas. The cabin is perfectly located with short drive to visit Bayfield and the apostle islands, Copper Falls state park and the opposite direction up coastal 13 towards Deluth/Superior to see waterfalls at Patterson and Amnicon state parks. When the fire hazard was low we enjoyed little fire in fire pit for smores, and when it was high an artificial log inside on old wood stove. The soaking tub was amazing after hiking all day.

Hobby Haven
We loved our stay at Sandra’s place. It is even so much cuter and cozier in person! We were so comfortable and felt at home. It had everything we needed for a lovely weekend away. We hiked and explored during the days and relaxed at night. The sunsets. at the beach just down the street were amazing. The general store down the street is adorable, I would highly recommend. Sandra’s attention to detail did not go unnoticed. We are looking forward to a return in the future!

Private Beach Haven with All of the Comforts
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!

Cozy Boatworks #202 Condo Pet friendly. Elevator.
Cozy and comfortable condo a few blocks from every thing in Bayfield. Very clean everywhere, and a comfortable bed. Easy walk to the ferry, restaurants, and local hiking trails. Many cool shops and restaurants to explore. Beautiful views and colors in mid-October. Amanda was very helpful and responsive in fixing a TV connection problem. Would definitely recommend!

Adventure Homebase
This home is a true beauty! The owner has created a lovely oasis with a keen sense of style. Everything was so homey and comfortable. We especially loved cooking in the well-appointed kitchen - top notch! The upstairs great room made us feel like we were in a light and bright treehouse despite being in the woods. It was hard to believe we were just minutes from downtown Ashland. Thank you, thank you for sharing such an amazing home with us (and will you come decorate our house, pretty please?)!!

The Corny Pad, walking distance to Corny Beach.
We were so happy about our stay at the Corny Pad! Esme’s place was pristine, dog friendly, and in the heart of Cornucopia — Wisconsin’s cutest small town! It was the best way to see the apostle islands, and we were so happy with our experience and stay.

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

The Robin's Nest
Perfect location if looking to stay in Bayfield area. Everything need a very short walk and very quiet street.
Quick stats about holiday rentals that are pet-friendly in Bayfield
Total rentals
10 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
490 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Manypenny Bistro, Apostle Islands Cruises and The Bayfield Inn
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