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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.

Charming private cabin on Superior

Where to go for that peaceful retreat? Look no further than our humble gîte! Sip coffee on the porch, feel the breeze and hear the wind among the trees. Adventures by day: hike, fish or day trip to Grand Marais! The bike trail puts much in reach, jog to Gooseberry, bike to Split Rock, or stroll to Thompson Beach. In the evening the full kitchen is a dream for a foodie, or head fifteen minutes to a brewery. Before bed put up your feet, play a game, read a book, or doze by the fireplace’s heat.

Secluded Tiny Home w Nature Trail To Lake Superior

Enjoy a serene getaway in our private tiny home, nestled into the tree on the edge of town. This cozy 400 sq ft retreat features a fully equipped kitchen and a charming outdoor patio with a pergola. Clean lines plus an airy open floor plan make for a space that feels cozy and luxurious at the same time. Located just a 3-minute drive from Lake Superior, you can also take a short walk along the nature trail to reach the beach. Ideal for a peaceful and private escape. Reserve Little Blue today!

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, new 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-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

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.

Glamping Cabin at Whitecap Kayak Learning Center

Your own personal cottage in the forest at Whitecap Kayak Learning Center, a base camp for local kayak guiding and instruction. During the kayak season, our guides stay here. In the off season, we can share it with new friends. You will find a cozy and warm spot in the forest. Expect a small walk to the bathrooms, showers, and running water. You can snowshoe around the property, ski at many local trails or Mt Ashwabay, and enjoy life in the beautiful Washburn and Bayfield area

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!

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

A+ Amenities~ Fire Pit~ 2 Kings~ Pets~ EV Charger

Walkable ✔ Pet & Family Friendly ✔ 3 Living Rooms ✔ ★ "Beautiful, well decorated & well appointed home!" ☞ Private backyard w/ fire pit + seating ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (3 cars) ☞ Onsite washer + dryer ☞ Indoor gas fireplace ☞ EV charger (level 2) ☞ 48” Smart TVs (3) ☞ 75 Mbps wifi 2 mins → DT Bayfield (cafes, dining, shopping) 3 mins → Lake Superior + Apple Hill Orchard

Wonderstate Bayfield Sunny 2-bedroom Apartment

Sunny and charming second-floor, two-bedroom apartment just steps away from Lake Superior above the Wonderstate Coffee cafe. The perfect home base for all your adventures while exploring the Apostle Islands National Lakeshore, this apartment is conveniently located in the bustling downtown of the picturesque town of Bayfield, WI. Enjoy freshly ground Wonderstate Coffee to brew yourself during your stay.

Historic Hawkes Apartment

Newly remodeled apartment in downtown Washburn. Minutes to Bayfield, beaches and adventure. Fully furnished/full kitchen, sleeps 4 (queen bed and full futon available), as well as many amenities including keypad entry, laundry, gas fireplace, excellent internet, patio, gas bbq, smart TV, the list goes on. Great location for all of your outdoor interests, including 2 blocks up from the marina.