Holiday rentals with a patio in Bayfield

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.

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 Eclectic Apartment on Broad Street

Perfect for a rejuvenating week or weekend getaway! Rest and relax in this amazing space, 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!

Lake/Dine/Drink - Sleeps 8/Dog-Friendly

Hip Nautic is the perfect combination of boho meets mid-century modern. Kid & dog friendly. Whimsical decisions can be made from the moment you arrive. In the mood to chill? Refreshing coffee/tea bar & front porch will hit the spot! Backyard firepit, & dog runner cable. Attn: Outdoor enthusiasts-walking distance to Lake Superior. Short distance to Ski/snowboard/snowmobile trails, golf, Superior Hiking Trail, State Parks w/waterfalls, mountain biking, rock climbing. Walk to shop/dine/drink.

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!

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 bed on main floor. Smart TV, wifi. Books, games The Woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

Boho Bunkhouse

Take it easy at this unique and tranquil getaway. Set in the north woods, 3 miles north of Iron River on the ATV/Snowmobile trails. *15 minutes from Lake Superior. *50 minutes from Bayfield *50 minutes from Duluth. Relax & read a book, hit the trails, or head to the lake. The South Shore area is filled with activities. Kayaking, fishing, hiking, swimming, waterfalls, ATV-UTV-Dirtbike riding and much more. Visit our local breweries, wineries, museums and nature center.

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

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.

Superior View - Lovely Two Harbors Retreat awaits

Come relax at Superior View! This 1896 charmer located in the heart of historic Two Harbors, Minnesota has been completely renovated and tastefully decorated to reflect all the amenities of today with the elegance and charm of yesteryear. Superior View Retreat is a spacious 5-bedroom 2 bath home conveniently located within short walking distance of all that Two Harbors has to offer.