Vacation rentals in Bayfield County

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Top-rated vacation rentals in Bayfield County

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Condo in Bayfield

4.83 out of 5 average rating, 69 reviews

Downtown Bayfield 2 BR Condo fireplace sleeps 6

Perfect for a long weekend get-away or extended stay in Bayfield. Cozy two bedroom condo located right downtown. Boatworks is the only condo in town with an elevator. Walk to all the famous Bayfield restaurants and Saloons. (Most only a 2-3 blocks from condo) . Lake Superior across the street. Explore the City Dock, 2 Marinas, ferry to Madeline Island, local golf coarse, fish charters, sail boating, Apostle Islands National Lake Shore (22 islands). 5 star Orchards surround Bayfield.A must tour.

Guest favorite

A wooden walkway leads through lush greenery to a red cabin positioned near the water's edge. The cabin features a porch with a roof, providing views of the calm lake and the surrounding tree line beneath a clear sky.

Cabin in Two Harbors

4.96 out of 5 average rating, 107 reviews

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.

Guest favorite

The image features a stunning natural rock formation with two large openings revealing a tranquil sunset over calm waters. The rocky surface is adorned with vibrant green moss, reflecting the warm hues of the fading light. The serene environment creates a peaceful atmosphere.

Condo in Bayfield

4.95 out of 5 average rating, 93 reviews

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/dryer

Guest favorite

A wooden structure with a large deck is situated at the water's edge, surrounded by lush green trees. The building features a distinct roof design and large windows reflecting the serenity of the lake. Soft clouds drift in a clear blue sky above.

Loft in Iron River

4.92 out of 5 average rating, 61 reviews

Waterfront Estate|Location|Private Couples Retreat

A warm welcome to the Pike Lake Chain and the Glass Tree house. With so many 5 star reviews, we think the Tree House is most accurately described by our guests. Please, read the reviews of what a wonderful place you have found. ***Inclusive with all stays a terrific, exclusive, luxury, wine and cheese cruise aboard the Lady Joanne. Luxury amenities include plush robes/slippers, morning Caribou coffee and select bath salts, herbs. Fully outfitted fishing boat BTH. Dock Space available.

Top guest favorite

The exterior of the retreat showcases a charming red building complemented by a metal roof. A small porch with seating is visible, with a bicycle leaning against the nearby shed. Lush green grass surrounds the area, providing a serene atmosphere.

Guest suite in Cornucopia

4.98 out of 5 average rating, 160 reviews

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.

Guest favorite

A wooden staircase leads down to a tranquil lake, with clear blue water reflecting the sky. The stone shoreline is lined with smooth pebbles, and lush vegetation frames the scene, providing a serene and inviting atmosphere.

Cottage in Cornucopia

4.98 out of 5 average rating, 143 reviews

Corny Cottage | Escape to the Lake

Looking for the picture-perfect lakefront cottage that makes you feel like you’re getting away from it all, but still convenient to all Lake Superior’s South Shore has to offer? You’ll find this and more at Corny Cottage! This two-bedroom, one-bath lakefront cottage perfectly combines modern style (and amenities!) with the cozy charm that makes this area so authentic. NOTE: During the winter, the three-season porch section of the cottage will very likely be too cold to utilize.

Top guest favorite

Cabin in Herbster

5 out of 5 average rating, 130 reviews

Superior Sunsets @ The West Slope (Steam Shower)

Our 3 bedroom, 2 bath home is located 1 mile out of Cornucopia and 20 miles from Bayfield. Nestled in a lush forest on a sandstone cliff overlooking Lake Superior, this home is a new build featuring a STEAM SHOWER , a fully equipped kitchen and cozy gas fireplace . Deck with grill and stunning sunset views. Large entertainment room w/ 65" Smart T.V. , POOL TABLE & DART BOARD. Outdoor firepit and picnic table. WE PRACTICE ENHANCED SANITIZING MEASURES WITH EVERY TURNOVER.

Guest favorite

A spacious deck is featured, surrounded by lush greenery. A glass-top table and a chair are positioned for dining, while a grill is visible. Wooden railings enclose the area, creating a private outdoor space for relaxation.

Vacation home in Iron River

4.79 out of 5 average rating, 19 reviews

5 bdrm/Snowmobile trails/hunting/Fishing/Touring

Our guests will be close to town for fuel & shopping stores when you stay at our 5-bedroom centrally-located in Iron River, Wisconsin. Our Resort sits on a small hill & overlooks Buskey Bay Lake. You'll be treated to awesome views and connected to endless ATV trails that go through our resort & town. Our Bayfield county Trails are open. We have our own boat launch and docks available for your use. Please enjoy our bar/restaurant on our Resort. Book us today.

Guest favorite

A spacious deck extends from the home, offering panoramic views of the surrounding landscape lined with trees. The railing frames the scene, leading the eye toward the distant horizon where Lake Superior meets the sky.

Home in Bayfield

5 out of 5 average rating, 14 reviews

Private Home| Sauna + Lake Superior & Island Views

-Bayfield Hilltop Haven: Modern & Bright -1.56 Acres w/ Madeline Island Views -Spacious Main & Lower Levels -Private Dead-End Street; Ample Parking -TVs in Every Bedroom -Wood-Burning Fireplace -Fully Equipped Kitchen; Spacious Primary Suite -Near Downtown, Marina & Apostle Islands -Bonus lounge Room W/ IR Sauna, a 65-inch TV, Bean Bags & board games - Fully equipped kitchen - Spacious Primary Bedroom W/ en-suite Bathroom & Deck Access.

Guest favorite

A cabin nestled among tall trees features a wooden deck extending around the front, under the shade of green foliage. Large windows allow natural light to fill the space, while a white vehicle can be seen parked nearby.

Cabin in La Pointe

4.86 out of 5 average rating, 232 reviews

7 Pines La Pointe on Madeline Island

NEED ISLAND SERENITY? Instant Book 7 Pines La Pointe on Madeline Island today! Come see how this 2 bedroom/2 bath cabin offers tranquility and peace in one of the more far away desired destinations in all of the country. Beautiful high peaked windows and glass doors, with a very large deck located in a forest of trees on the picturesque/historic Madeline Island, allow guests the feeling of going back in time.

Top guest favorite

Cottage in Ashland

4.96 out of 5 average rating, 107 reviews

Cozy remodeled cottage in heart of Ashland

Cozy little cottage in quiet neighborhood in Ashland. Only five blocks from Chequamegon Bay. Completely remodeled in 2019. Home features two cozy bedrooms with queen sized beds. All new furniture and appliances. Nice deck with backyard to enjoy your morning coffee or evening meals. Downstairs area with large sectional sofa for kids, teenagers and Dad to get away by themselves!

Guest favorite

A wooden deck is surrounded by lush trees, providing a serene view of the water beyond. Sunlight filters through the foliage, creating dappled light across the deck's surface, inviting guests to relax and enjoy nature.

Townhouse in Cable

4.93 out of 5 average rating, 154 reviews

Cool Condo on Beautiful Lake Owen

3-bedroom 2.5 bath sleeps eight, on Wisconsin's cleanest, most beautiful lake. 2-night minimum stay. Condo includes wood fireplace, flat-screen TV, Blu-Ray/DVD, A/C, small sauna, wraparound deck, private dock, propane grill. Complex has common dock and swim area, small beach, campfire pits, picnic tables, playground and tennis courts (also marked for pickleball).