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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!

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Walk to Shops & Lake/Hiking, EV Charger, Fire Pit!

Walk to downtown Bayfield, Lake Superior & top hiking trails from our stylish, pet-friendly home. Designed for families and groups, it features luxe beds, a fully stocked chef’s kitchen & cozy gathering spaces. Explore the Apostle Islands by day then unwind by the fireplace. ⭐ “We’ve stayed multiple times—it’s the perfect home-away-from-home in Bayfield!” 🌄 HIGHLIGHTS ✓ Walk to shops, restaurants & Lake Superior ✓ Fully stocked kitchen + EV charger ✓ Pet-friendly w/ fenced yard

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Bayfield Fruit Loop Retreat - Main Cottage

Welcome to the Bayfield Fruitloop Retreat, featuring a beautiful "Main Cottage" nestled in 7 acres of woods in Bayfield, Wisconsin. The property allows you to savor a peaceful & quiet northwoods experience but still minutes from several attractions & historic downtown Bayfield. The property is conveniently located just 5 minutes' drive or 2.5 miles from the center of downtown Bayfield. Located right on country Hwy J, a starting point for a self-guided tour around the city of Bayfield where a

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (CAMBA single track & Mt Ashwabay nordic ski/ hiking trails). Enjoy panoramic views of Lake Superior including, Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton & Michigan) & the Upper Peninsula of Michigan. Come prepared to relax, unwind & explore the wonders of the north woods. Yurt access walk in only & is 3/4 mile uphill.

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The Acorn of Little Sand Bay Dog Friendly

Modern-rustic, Aframe on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, glass stove top, air-fryer 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, wi-fi. Woodstove heats the cabin perfectly as the main heat source. All wood is provided for woodstove and firepit. There is a minisplit heat/ac unit.

Artists Secluded Country Home

Our one of a kind artist's home, has a long view of Lake Superior and short views of woods and meadows. Watch the sunrise over the lake and enjoy this home that is open and filled with natural light. Away form the bustle of towns and crowds, meet Meet Rose, our caretaker, she keeps the grounds beautiful for you. She lives onsite and separate Explore Bayview Beach, just down the road. Arrange sailing, kayaking or ferry to Madeline.island in Bayfield . Eat in, or away, You will love it.

The Onion River Tavern House near Bayfield

Located ten minutes from Bayfield and Washburn, this is a casual, comfortable, and welcoming 2-bedroom located across the highway from Lake Superior and the Apostle Islands. Once a tavern, named for the Onion River that flows nearby, this rental has a spacious kitchen & living area & 3rd bed in the hallway. Easy, plentiful parking. Artesian spring water. Less than a mile from best beach in the region, Mt. Ashwabay ski hill, Big Top Chautauqua & biking & hiking trails. We are pet friendly.

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Lakeview Condo: Downtown Bayfield, Beach, Deck

Experience the charm of Bayfield in our spacious top-floor condo with breathtaking views of Lake Superior.  Perfectly situated, it's an ideal spot for sunrise enthusiasts & offers quick access to downtown. Enjoy the comfort of modern living in a serene lakeside setting. Walk to shops, restaurants, & the island ferry, or relax on the deck overlooking the lake. • 3 bedrooms + loft, sleeps 8 • 2.5 bath, fully stocked kitchen • Deck w/ dining table • Smart TV w/ streaming • Washer/

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Strong Wifi updated in May 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles,sail, fish, kayak, golf, orchards. The pool an restraunt opens July 1st. 5 minutes to Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

Henny Penny-Quiet and Close to Town

This home is located on beautiful Madeline Island, less than a mile from the ferry dock and all La Pointe has to offer—beaches, shops, restaurants/bars, galleries, kayak rentals, marina, golf course and more! Easily bike or walk to town. Enjoy quiet evenings on the deck and added privacy, as the home is not visible from the road. Less than 1 mile from the Madeline Island Marathon start line and the Fourth of July parade and fireworks! 🎆

Island View Retreat

Enjoy a cozy retreat to Bayfield, Wisconsin & the Apostle Islands! Island View Retreat is a cozy apartment overlooking Madeline Island and Long Island. The apartment has a private entrance for guests, 2 bedrooms, full kitchen, full bathroom & comfortable living room area. Island View Retreat is conveniently located 0.5 Miles from the heart of downtown Bayfield. A 10 minute walk to coffee shops, restaurants, city dock and more!

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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.