Pet-friendly holiday rentals in Douglas County

Cozy Bungalow for Adventurers: Nature in the City

Take it easy at this unique and tranquil getaway. Nestled back in a quiet Superior neighborhood, this quaint, two bedroom bungalow with a large secluded yard, deck, and fire pit is between 5-15 minute drive away from pretty much anywhere you’d like to be: Lake Superior, waterfalls, biking trails, hiking trails, ATV trails, cross country & down-hill skiing, breweries, live music events, restaurants, shopping, Canal Park, Barkers Island, Wisconsin Point, Bikes, kayaks, lawn games. ID #ALED-CRFKS8

Walkability · Outdoor spaces · Access

Cozy, Safe Area, Near Hiking & MTB, Dogs Welcome!

Cozy, clean apartment, safe area, dog friendly ($25 additional fee per dog). 1 bedroom w/king bed and 1 cot and couch available for 2 additional guests. Close to Lake Superior, Lester park (MTB biking, hiking, paddling, ski trails with lights till 10 PM), 5.5 miles to Bentleyville (biggest holiday attraction in MN), 2 blocks to lake walk, great for biking, running, walking & rollerblading. Pizza, coffee shop, park & gym all within 2-4 blocks in a beautiful, family friendly area neighborhood.

Outdoor spaces · Walkability · Getting around

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, a 5 min walk to the river, or 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!

Walkability · Pets · Comfort

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.

Pets · Walkability · Layout

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.

Walkability · Pets · Value

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.

Outdoor spaces · Pets · Location

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

Pets · Walkability · Comfort

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

Wake up to the peaceful sounds of Lake Amnicon and enjoy coffee as the sun rises over the water. Spend your days kayaking, fishing, exploring the shoreline, or simply unwinding in the fresh Northwoods air. End each evening in the sauna before gathering around the fire beneath a sky full of stars. Whether you're escaping with family, friends, or your furry companion, The Bunk House is the perfect lakeside retreat to relax, reconnect, and create unforgettable memories.

Pets · Walkability · View

Sunset Sands on Lake Nebagamon

🌅 Welcome to Sunset Sands on Lake Nebagamon Sunset Sands sits feet from Lake Nebagamon with private shore access, canoes, kayaks, and paddleboards in the months of June to October. Warm up by the wood-burning fireplace inside or gather around the outdoor fire pit under the stars. The outdoor fire pit is only accessible from May-November. Summer is for the lake. Fall brings the colors. Winter is fireplace season. A four-season escape built for slowing down.

Pets · Outdoor spaces · Value

*EV Friendly*Pets Welcome * Canal Park 5 mins

Road construction won’t be an issue when you book this listing-adjacent to the Bong Bridge. Cleanliness and accommodation is priority. Fire pit with patio and a variety of seating arrangements. Off street parking. Conveniently located next to Duluth, Municipal Forest, Dog Park and Millennium Trail Head. And just minutes from the parks, trails and beaches, Canal Park, Bayfront Park, Park Point Beach, WI Point Beach, Hawks Ridge, Munger Trail, Ely's Peak.

Walkability · Outdoor spaces · Wifi

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!!!

Outdoor spaces · Walkability · Heating

The Cottage: No cleaning fees! Access to trails!

This charming one-bedroom cottage sits peacefully by the tree line, inviting you to start your mornings with coffee on the private porch. Spend afternoons exploring snowshoeing, hiking, fishing, or canoeing in Brule River State Forest. In the evenings, unwind with movies in your cozy retreat. For larger groups, consider renting The Farmhouse at Brule River Barn, a spacious four-bedroom, two-bath home sleeping 11.

Walkability · Outdoor spaces · Cleanliness