Pet-friendly holiday rentals in Douglas County

Matilda

Escape life, for a moment, to this enchanting vintage home with eclectic vibes. The spacious home has one king room, one queen room, and one full room, all curated in the coziest north woods elegance . Let the wind from lake superior slap you in the face as you sit on the back deck. The home is in a commercial part of town with a two minute walk to lake walk. If you take a right and you are a 10 min bike ride from Canal park . If you take a left your a 10 minute bike ride from Glensheen.

The Gordon Flowage Cabin

This beautiful, quaint cabin nestled in Gordon WI includes all the perks that Northern WI has to offer. Enjoy the views, sounds, and smells of the majestic St. Croix waters. Admire the various types of wildlife and relax on the patio with a fire pit feet away from a hightop table where you’ll sit and enjoy the summer sun or linger by a fire after dark. This property truly offers a unique opportunity to step away from your busy, everyday lifestyle and melt into a blissful vacation oasis.

Arrowhead Garden Retreat

No matter the season, you'll enjoy my early 20th century home in Duluth, five minutes from both the University of Minnesota-Duluth Campus and The College of St. Scholastica. In summer you'll enjoy the private patio surrounded by gardens. On cool fall nights you'll want to gather by the fire-pit. In winter, you'll escape the snow in the warm living room lit by the fire-place. In all seasons, you'll gather in the fully updated white granite kitchen to cook and share stories of your day.

The Cottage: No cleaning fees! Access to trails!

We are an event center but do not have events or weddings during your stay. This cozy one-bedroom cottage is set against the tree line. In the morning, enjoy coffee on the private porch, go snowshoeing, hiking, fishing, or canoeing in and around Brule River State Forest in the afternoon, and watch a few movies in the evening. Are you traveling with a group? Check out our other listing, The Farmhouse at Brule River Barn, a four-bedroom, two-bath home that can accommodate 11 guests.

“The Bunk House” on Lake Amnicon. Pet Friendly!

Only 20 mins from Duluth/ Superior. We are Dog Friendly! We are Covid and social distance perfect. Brand new queen memory foam hideabed with twin bunk above. Firestick tv,wireless internet, attached shower room with electric sauna, outhouse. Attached screen porch looks over the lake, fire pit, dock and swimming beach. Canoe, kayaks, LP & charcoal grills. Charcoal & gas included We follow Airbnb’s guidelines for cleaning and disinfecting. We adhere to AIRBNB’s party ban policy!

Cozy Cabin with Fireplace! River, Trails, Private!

Timber Trails Cabin is a small country home ideal for a relaxing getaway! It is centrally located in the heart of Northern Wisconsin’s recreational opportunities. Enjoy our trails on 60 acres or take a short drive to local lakes, the Brule River, or Lake Superior. Within walking distance is the Poplar Golf Course and Bar/Grill. At the end of the day, you can relax around a fire under the starry sky. If it is chilly outside enjoy the fireplace and some games, books, or movies!

Cozy Cottages with a Superior View Cottage #3

These charming, rustic duplex cottages offer a peaceful retreat just steps from Lake Superior, with beach access right across the street. You’ll feel a world away, yet you're only minutes from all that Duluth has to offer. Enjoy lake views, outdoor seating, and a shared fire pit. Inside, unwind on a high-quality mattress in a space that’s simple, welcoming, and full of character. Pet-friendly and the perfect North Shore base to relax or explore.

The 5 West Bungalow

Relax and kick back in this 2 bed/1 bath, pet friendly home Conveniently centered amongst everything Duluth has to offer! Jake and I are fully committed to providing you the Home away from Home. No management company here, NO CLEANING FEES, we do it all by ourselves. Communication, laundry, cleaning and maintenance - our reviews show we take pride in the place. Now if we could only figure out how to provide the perfect weather!!!

Park Point Retreat | Steps from Beach & Canal Park

Welcome to Bayview Cottage, your year-round lakeside getaway nestled on Duluth’s iconic Park Point. This charming, 5-star-rated home sits on five spacious city lots with Superior Bay in the backyard and Lake Superior just steps away. It’s the perfect blend of rustic Northwoods charm and modern comfort—ideal for families, couples, and groups looking to unwind, explore, and make lasting memories.