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 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 bar area with a leather couch, wicker chairs, and a bar counter.

1. St. James Social

Bayfield

Michelle

8.333.952 ₫

9.500.706 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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.

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

2. Seagull Bay Motel

Bayfield

Dave

4.880.831 ₫

5.564.147 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A marina filled with various boats at sunset.

A grassy outdoor area with white chairs arranged in rows, a small arbor, and a bench.

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 marina with boats docked, a parking lot, and buildings with a large parking area.

3. The Washburn Inn - On the Lake

Washburn

Amy

3.596.347 ₫

4.028.167 ₫ 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 bar area with a wooden counter, bar stools, a television, and a sign indicating breakfast is available for 40.

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

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

4. Cobblestone Inn & Suites - Ashland

Ashland

Joshua

4.168.140 ₫

4.668.524 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

A traditional living room with leather furniture, a fireplace, and a bookshelf.

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

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

5. Hotel Chequamegon, BW Signature Collection

Ashland

Brian

3.308.639 ₫

3.705.675 ₫ total

includes taxes & fees

13 Nov - 14 Nov

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

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

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

A spacious living room with a wooden staircase, a green sofa, and a lamp on a side table.

6. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

3.976.421 ₫

4.453.591 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A modern kitchen with dark wood cabinets, a large stove, and a microwave.

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

7. Quality Inn Ashland - Lake Superior

Ashland

Lexi

3.316.401 ₫

3.714.369 ₫ total

includes taxes & fees

16 Nov - 17 Nov

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

A hotel room with a leather sofa, a small cabinet with a television, and a patterned floor.

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

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

8. Super 8 by Wyndham Ashland

Ashland

Arnold

3.329.855 ₫

3.729.593 ₫ total

includes taxes & fees

16 Nov - 17 Nov

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

A dining area with multiple tables and chairs, large windows offering a view of the sea, and a carpeted floor.

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

A beach with turquoise chairs and a pile of logs.

9. AmericInn by Wyndham Ashland

Ashland

Jonathan

3.239.214 ₫

3.628.127 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a sofa, a desk with a chair, a television, and a ceiling fan.

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

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

A compact kitchenette with a coffee maker, microwave, and a small refrigerator.

10. Lakeside Motel

Ashland

Cheryl

1.940.475 ₫

2.173.591 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 restaurant with a large round window overlooking the sea, wooden tables and chairs, and a staircase leading to an upper level.

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

11. Blue Wave Inn

Ashland

Dawn

2.305.284 ₫

2.582.125 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A living room with a sofa, wooden flooring, a chandelier, and a large window with a view.

12. Outbounder

Bayfield

Helen

4.269.045 ₫

4.866.970 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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."

A wooden staircase surrounded by trees with autumn leaves.

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

13. Mission Springs Resort

Ashland

Brian r

4.505.072 ₫

4.752.852 ₫ 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 waterfront hotel with multiple buildings, a dock, and a speedboat on the water.

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

14. Legendary Waters Resort & Casino

Bayfield

Michael

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

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

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

A room with a bed, a sofa, a small table, a chair, a TV, and a window with curtains.

15. The Mill House

Bayfield

Christopher

6.306.544 ₫

7.189.589 ₫ 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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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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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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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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Eckels Pottery and Fine Craft Gallery

You can spend time browsing the exhibits at Eckels Pottery and Fine Craft Gallery during your travels in Bayfield. Wander the lakeside and gardens in this family-friendly area.

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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

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"The staff were very helpful and kind! My two friends and I stayed here for the Whistlestop race and it was a great location. Just about a 10 minute walk from the finish line and where the buses pick you up to bring you to the starting line. Also, great views of the lake! Wonderful place, I highly recommend."

Quality Inn Ashland - Lake Superior

10/10 Excellent

"The pool and sauna were clean and the water was very warm"

Outbounder

10/10 Excellent

"I had a good experience with the staff and appreciated the Bun̈ coffee machine. The room was warm and clean."

Blue Wave Inn

10/10 Excellent

"The room was clean and very well maintained. The furniture was very nice and cozy with lots of seating. The view of Lake Superior was amazing on the balcony and from the side window. Since we had a cool, windy evening the fireplace was very cozy. The complimentary coffee at The Sandbar Cafe was a nice added touch. We will definitely try to come back again."

Super 8 by Wyndham Ashland

10/10 Excellent

"Everything was really great."

Seagull Bay Motel

10/10 Excellent

"Beautiful location within easy 5-10 minute walking distance to downtown Bayfield shops, restaurants, and the ferry to Madeline Island. We were there for peak fall leaves color. The view of the lake, the island, the small marina, the trees, and the sunrise from the cozy furniture on the deck outside our door was amazing. It is a motel, so there is the potential for noise from the vehicles that park outside the rooms, but it was a non-issue. Our stay was peaceful, pleasant, and perfect."

St. James Social

8/10 Good

"Light switches were strange. Could not turn on bathroom without turning on ceiling lights bright. All the on line connections seemed too much and confusing. Restaurant wascgreat"

Second Wind Country Inn

10/10 Excellent

"Quiet, bucolic countryside views of"