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Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

The Eclectic Apartment on Broad Street

Your jumping off point to all things Apostle Islands National Lakeshore. Rest and relax , one block from the public sauna and pool, where you will wake up to sunrises over Lake Superior and end your day on the deck with a glass of wine or a good book. The bedroom and living room have amazing natural lighting. Local coffee and a full kitchen, as well as laundry, free parking, Roku TV and a custom tile shower offer all of the comforts of home. The perfect romantic getaway, or a retreat for one!

Twist & Shout

No matter what your age you will never forget the experience of staying at the North Shores only RETRO Vacation Rental! Vinyl records, retro popcorn machine, 3 large screen TV's, electric fireplace, unique decor, makes this truly a special retreat. This special getaway will not disappoint. Walking distance to several restaurants,gift shops and of course ice cream. Six blocks from Minnesota famous Castle Danger Brewery, 1000ft ore boats,or take a walk on the unforgettable breakwall and breathe!

Fox+FernCottage- Cozy family friendly downtown TH

Fox+Fern Cottage is your cozy home away from home. Our Cottage is walkable to nearly everything in Two Harbors. We are a mile walk to the lake and less than that to Castle Danger Brewery. Fantastic base to explore the North Shore (see reviews). Our yard is a quiet oasis with outdoor seating and swings galore. A/C units installed early JulyRarely will you needwith the cool lake breezes that flow through the shaded house. There's room to pitch a tent on the patio rubber mulch too . Permit #23-05

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, all appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wifi. Books, games Woodstove heats the cabin perfectly in the colder months. All wood provided. There is a minisplit heat/ac unit.

Adorable Northwoods cabin

Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Driftwood/Trails End Lodging/Entire Home

Set in the Northwoods small-town of Iron River. *15 mins to Lake Superior *50 mins to Bayfield *50 mins to Duluth Spend time hiking, boating, kayaking, fishing, canoeing, bicycling, swimming and more. Iron River/Bayfield county is famous for its ATV/UTV and Snowmobile trails. Located at the heart of the trail system, with easy access to the corridor, and a large parking area for trucks and trailers. Walking distance from most shops, restaurants and the local brewery and winery.

South Shore A-Frame | Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern A-frame on 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!

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 acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.

Brickyard Lakeside Retreat

Welcome to the perfect north woods getaway! Nestled in the boreal forest on the shore of Lake Superior, this home offers gorgeous lake views and spacious accommodations just a few miles from charming downtown Bayfield! Located in Brickyard Creek, an environmental residential community dedicated to stewardship, preservation and restoration along the creek and greater Lake Superior watershed.

Highland Hideaway

Quiet lake (canoe & kayak only). Fishing available. Close to numerous lakes with boat access. Adjacent to extensive ATV/snowmobile trail system. Restaurant/Bars nearby. If you enjoy shopping & sightseeing, Hayward is less than 30 min. away. 30 minutes or less drive to numerous golf courses. After your fun filled day, relax by the fire overlooking the lake.