Bayfield Holiday Rentals, Wisconsin: Private House Rentals

A rocky beach with a clear view of the sea, a partly cloudy sky, and dense greenery on the right.

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Our top choices for Bayfield hotels

A balcony with wicker furniture, a small table, and a view of a marina with boats and cars.

A bathroom with a white door, a sink with a mirror, and a framed picture on the wall.

A room with a sofa, two rocking chairs, a bed with a headboard, a TV, and a lamp.

A covered outdoor area with a wooden deck, potted plants, and a brick wall.

1. Harbor's Edge Motel

Bayfield

Grace

3.126.231 ₫

3.563.893 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A modern bedroom with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.

A living room with a black leather sofa, a wooden chair, a small table with two stools, a floor lamp, and a large mirror.

A motel with a simple, single-story structure, a parking lot, and a signboard.

A compact kitchenette with a microwave, coffee maker, sink, and dishwasher.

2. Lakeside Motel

Ashland

Patti

1.948.050 ₫

2.182.076 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.

A wooden staircase leading to a bright room with large windows and a view of a parking lot.

A hotel room with a large bed, a chair, a lamp, and a view of the water through the windows.

A modern building with large windows and outdoor seating.

3. Blue Wave Inn

Ashland

Dawn

3.483.113 ₫

3.901.087 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A marina filled with various boats at sunset.

A row of colorful Adirondack chairs and tables by a lakeside, with a clear view of the water and distant shoreline.

An aerial view of a hotel with a parking lot, a marina with boats, and a body of water in the background.

An aerial view of a marina with boats docked, a parking lot, and buildings with a large parking area.

4. The Washburn Inn - On the Lake

Washburn

Michael

2.123.375 ₫

2.378.180 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A modern living room with a stone wall, a fireplace, leather sofas, and glass coffee tables.

A hotel room with a large bed, a sofa, a desk, and a framed picture on the wall.

A Cobblestone Inn & Suites building with a brick facade, a covered entrance, and a parking lot.

A modern restaurant with a bar area, seating, and a large window offering a view of the street.

5. Cobblestone Inn & Suites - Ashland

Ashland

jolene

3.716.879 ₫

4.162.904 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A large white building with a green roof, a covered entrance, and a view of the water.

A grand lobby with a central staircase, wooden columns, and a chandelier.

A bar area with a long counter, multiple taps, and bar stools.

A restaurant with wooden tables and chairs, a kitchen area, and a clock on the wall.

6. Hotel Chequamegon, BW Signature Collection

Ashland

DOROTHY

4.649.606 ₫

5.207.787 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A multi-level indoor pool area with stone walls and wooden railings.

A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.

A room with a round table, chairs, a flat-screen TV, and large windows offering a view of a body of water and trees.

A wooden deck with a table and chairs overlooking a calm body of water.

7. Quality Inn Ashland - Lake Superior

Ashland

Tammy

4.393.502 ₫

4.920.722 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A room with two patterned armchairs, a small table with a lamp, and a mirror on the wall.

A living room with a green sofa, a brown leather armchair, a wooden coffee table, and a window with a view of trees.

A bedroom with a large bed, two bedside lamps, a chair, and a window with curtains.

A large, two-story house with a steeply pitched roof, stone foundation, and a prominent front porch.

8. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

Carrie

5.125.449 ₫

5.740.502 ₫ total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with a table and chairs, overlooking a body of water at sunset.

An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.

A beach with turquoise chairs and a pile of logs.

A hotel room with two beds, a TV, a desk, and a chair.

9. AmericInn by Wyndham Ashland

Ashland

Jonathan

4.129.866 ₫

4.625.710 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A framed photograph of a turbulent sea on a wall, a bedside lamp, and a pillow on a bed.

A living room with a sofa, a coffee table, a TV, and a cabinet.

A pool area with wooden walls, a pool, and several chairs.

A motel with a brick facade, a covered entrance, and a row of chairs outside.

10. Super 8 by Wyndham Ashland

Ashland

Ann

3.376.620 ₫

3.781.814 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A room with a wooden deck visible through a glass door, a wooden table, and two black chairs.

A room with a wooden floor, a round table with chairs, a potted plant, and a bed with a white headboard.

A modern kitchen with a white countertop, black bar stools, a wooden ceiling, and a window with a towel rack.

A cozy room with wicker furniture, a small table with a lamp, and a view through large windows.

11. Outbounder

Bayfield

Helen

4.285.710 ₫

4.885.969 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

A beach with a sandy shore, trees, and a body of water.

A two-story house with a wooden deck and a staircase leading to the entrance.

A dining area with a white table, chairs, and a chandelier. There is a sign on the wall that reads "Welcome to THE LAKE HOUSE."

12. Mission Springs Resort

Ashland

Brian r

3.840.074 ₫

4.051.278 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A rooftop terrace with wicker furniture, a view of the sea, and a brick building in the background.

A sauna room with wooden benches and a large window.

A dining area with a wooden ceiling, wicker furniture, and a central floral arrangement.

A modern bedroom with a large bed, a wooden chair, a small table, and a hanging light fixture.

13. St. James Social

Bayfield

Michelle

9.206.173 ₫

10.495.038 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A bar with a view of a lake and boats, large windows, and hanging light fixtures.

Outdoor wicker lounge chairs and a table in front of a building with red and blue exterior walls and multiple windows.

A view from a room with a door leading to a deck overlooking a body of water and a forested area.

A spacious lobby with a stone fireplace, comfortable seating, and a patterned floor.

14. Legendary Waters Resort & Casino

Bayfield

Michael

A modern bedroom with a wooden bed, a TV mounted on the wall, and a seating area with a sofa and chairs.

A modern living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall.

A row of white cabins with wooden railings and a grassy lawn.

A wooden deck with a hanging chair, two white chairs, and a potted plant.

15. Seagull Bay Motel

Bayfield

Melissa

4.558.437 ₫

5.196.878 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A cozy loft-style room with a dining area, a kitchen, and a staircase.

A compact kitchen with a sink, a coffee maker, a microwave, and a dishwasher.

A brown leather sofa with a striped pillow and a tall, textured floor lamp.

A bedroom with a bed, a nightstand, a wooden ceiling, a kitchenette, and a window with curtains.

16. The Mill House

Bayfield

Christopher

6.331.163 ₫

7.217.656 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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Stay near popular Bayfield attractions

A rocky cliff with a cave entrance and clear turquoise water.

Apostle Islands Mainland Sea Caves

9.4/10 (171 reviews)

Sculpted by Lake Superior's waves, these sandstone caves reveal intricate arches and chambers along the shoreline. Explore by kayak or witness their transformation into ice caves during winter freezes.

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A rocky cliff with a forested area and kayakers on the water.

Meyers Beach

9.6/10 (16 reviews)

Meyers Beach offers access to Lake Superior's stunning sea caves, a paradise for kayakers and nature lovers. Launch your adventure from the sandy shores or hike the Lakeshore Trail for dramatic views from above.

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Legendary Waters Casino

7.6/10 (82 reviews)

Perched on Lake Superior's shore, this casino resort offers panoramic Apostle Islands views alongside gaming thrills. Enjoy table games and slots, then retreat to waterfront accommodation with marina access.

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Mount Ashwabay Ski and Recreation Area

8.6/10 (34 reviews)

Family-friendly ski area featuring 12 runs with stunning Lake Superior and Apostle Islands views. Enjoy alpine skiing and cross-country trails from a rustic chalet with local snacks.

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Apostle Highlands Golf Course

8.0/10 (11 reviews)

Perched 500 feet above Bayfield, this 18-hole course offers panoramic views of Lake Superior and the Apostle Islands. Wind through wooded fairways and navigate water hazards while enjoying vistas from 13 different holes.

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Bayfield Heritage Museum

8.8/10 (22 reviews)

This intimate museum showcases Bayfield's maritime and logging heritage alongside Ojibwe tribal history. Browse historical photographs and artefacts while accessing archival resources for personal genealogical research.

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Big Top Chautauqua

Nestled at Mt. Ashwabay's base, this 900-seat canvas tent hosts 60+ summer concerts and events. Enjoy intimate performances by the Blue Canvas Orchestra or national artists while savouring local BBQ and drinks.

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Christ Episcopal Church

8.0/10 (3 reviews)

After visiting Christ Episcopal Church, make a plan to see the other sights and activities in Bayfield. Stroll along this family-friendly area's lakeside or simply enjoy its cafes.

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Learn more about Bayfield

Hop aboard an Apostle Islands cruise to explore sea caves and lighthouses dotting Lake Superior's pristine waters. Stroll through charming gardens, then catch the ferry to Madeline Island for a day of beach-hopping and local history.

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A frozen cliff with icicles and snow-covered trees.

Top Bayfield Hotel Reviews

Harbor's Edge Motel

10/10 Excellent

"Clean room and peaceful area. Also within walking distance to many businesses and the marina. Highly recommend for a stay in Bayfield."

St. James Social

10/10 Excellent

"The check-in was odd. Thought there would be a desk. Also restaurant wasn’t open when we were there. Nice rooftop, lovely room. Very clean. They did provide beverages and occasional snacks. Not sure if this was supposed to be everyday. One day was lovely charcuterie and some breakfast things."

Outbounder

10/10 Excellent

"Room was clean, nice and quiet, within walking distance to nearby amenities"

Cobblestone Inn & Suites - Ashland

10/10 Excellent

"Great place to stay. Rooms are nice size, comfortable and clean. Nice breakfast each day."

Seagull Bay Motel

10/10 Excellent

"The room was just about perfect for what we were looking for. Nice kitchenette, bed was comfortable, air conditioning worked well and this was a very nice location for the walk on the path into town. Only 10 minutes and we were in the midst of the restaurants and also the boat tour and ferry to Madeline Island."

More cheap stays in Bayfield