Holiday rentals in Port Wing

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!

The Bee's Balm

You'll find us tucked in the quiet woods of northern WI near the Brule River. We're remote enough to experience star-filled skies & fireflies, but not far from many premier attractions. Your space is a self-contained apartment on the lower level of our 2.5 story home. It features a private entry, queen-sized bed, kitchenette, lower level private deck, access our beautiful grounds & more! We're a family of artists who love to travel & to introduce others to our beautiful part of the world.

Wade Inn Iron River

The Wade Inn Iron River is a great place to relax and enjoy the quiet beauty of nature and be less than a half mile from town! Very peaceful setting on a quiet wooded lot with lots of shade trees and outdoor table and chairs with a Grill!! Iron River is also a great location, close to National Forests, the World famous Brule river, and Lake Superior all within a fifteen minute drive!! Bayfield and the Apostle Islands are also not too much further, and are great easy day trips to enjoy.

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.

Come love the south shore of Lake Superior

The Cornucopia Sweet Retreat is a unique open concept living space above Corny Coffee in Cornucopia, Wisconsin. We are just steps from Lake Superior and the Cornucopia beach shops. Lost Creek Adventures is across the street and offers guided kayak tours to the sea caves, and Ehlers grocery store has wonderful deli sandwiches and salads. We are located 20 minutes from Bayfield, Wisconsin and the ferry to Madeline Island. The Cornucopia Sweet Retreat is a no smoking / no pet space.

★ Mid Century Modern!★7 miles to Canal Park★

LICENSE- FACILITY ID #TBES-AW7P46, Approved - Douglas County Health Inspection. This retro house will host your Twin Ports experience. Kitchen amenities provided are cookware, dishes, glasses, silverware, coffee, tea, granola bars, and filtered water. Kitchen appliances include dishwasher, oven, stove, refrigerator, microwave, coffee pot, and toaster. Bathroom linen, toilet paper, shampoo, conditioner, body wash, and hand soap are all provided. Parking off the street - 2 spots.

South Shore A-Frame: Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

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!

Cabin in the Pines

We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. As you head north to Lake Superior surrounded by the silence of the forest, you can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. Our cabin is very quiet. We are on 3 acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.