La Pointe Holiday Rentals, Wisconsin: Private House Rentals

A coastal landscape with rocky terrain, a lighthouse, and the ocean.

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Our top choices for La Pointe hotels

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

A compact kitchen with a sink, microwave, and coffee maker. There is a wooden chair and a small table.

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

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

1. Harbor's Edge Motel

Bayfield

Grace

Rp2.154.805

Rp2.456.471 total

includes taxes & fees

5 Oct - 6 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.

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

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

2. The Washburn Inn - On the Lake

Washburn

Michael

Rp1.463.570

Rp1.639.199 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 modern restaurant with a bar area, seating, and a large window offering a view of the street.

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.

3. Cobblestone Inn & Suites - Ashland

Ashland

jolene

Rp2.561.919

Rp2.869.349 total

includes taxes & fees

20 Oct - 21 Oct

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 coffee maker, microwave, and a small refrigerator.

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

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

4. Lakeside Motel

Ashland

Patti

Rp1.342.725

Rp1.504.031 total

includes taxes & fees

12 Oct - 13 Oct

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

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

5. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

Carrie

Rp3.684.616

Rp4.126.770 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

6. Hotel Chequamegon, BW Signature Collection

Ashland

DOROTHY

Rp3.204.816

Rp3.589.395 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 modern kitchen with dark wood cabinets, a large stove, and a microwave.

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

7. Quality Inn Ashland - Lake Superior

Ashland

Tammy

Rp3.028.292

Rp3.391.687 total

includes taxes & fees

26 Oct - 27 Oct

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.

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

8. AmericInn by Wyndham Ashland

Ashland

Jonathan

Rp2.846.577

Rp3.188.345 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern building with large windows and outdoor seating.

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

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

9. Blue Wave Inn

Ashland

Dawn

Rp2.400.792

Rp2.688.886 total

includes taxes & fees

22 Oct - 23 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 hotel room with a leather sofa, a small cabinet with a television, and a patterned floor.

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

10. Super 8 by Wyndham Ashland

Ashland

Ann

Rp2.327.390

Rp2.606.676 total

includes taxes & fees

26 Oct - 27 Oct

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 wooden staircase with white railings leading to a lofted area. A bench with cushions is placed against the wall below the staircase.

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

11. Seagull Bay Motel

Bayfield

Melissa

Rp2.779.441

Rp3.168.652 total

includes taxes & fees

28 Sept - 29 Sept

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

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

A modern kitchen with white cabinetry, stainless steel appliances, and a patterned rug.

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

Rp2.646.833

Rp2.792.408 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 bar area with a leather couch, wicker chairs, and a bar counter.

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

A sauna room with wooden benches and a large window.

13. St. James Social

Bayfield

Michelle

Rp6.345.503

Rp7.233.875 total

includes taxes & fees

21 Oct - 22 Oct

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

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.

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

14. Legendary Waters Resort & Casino

Bayfield

Michael

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

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.

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

15. Outbounder

Bayfield

Helen

Rp2.953.995

Rp3.367.733 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

16. The Mill House

Bayfield

Christopher

Rp4.363.856

Rp4.974.886 total

includes taxes & fees

20 Oct - 21 Oct

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Stay near popular La Pointe attractions

Big Bay State Park

9.2/10 (9 reviews)

Dramatic sandstone bluffs meet pristine Lake Superior beaches at this Madeline Island sanctuary. Explore seven miles of forest trails or paddle the protected lagoon for an intimate wilderness experience.

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Madeline Island Museum

9.0/10 (17 reviews)

Housed in the 1835 American Fur Company Building, this museum chronicles Madeline Island's Native American and fur trade history. Explore maritime artefacts while staff illuminate the island's cultural significance.

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Learn more about La Pointe

This tiny island village offers kayaking adventures along Lake Superior's shoreline and access to Madeline Island's beautiful beaches. Catch the ferry to Big Bay State Park for hiking trails or join locals at Tom's Burned Down Café for live music and island stories.

See all hotels in La Pointe

A close-up of a crystal formation with intricate branching structures.

Top La Pointe Hotel Reviews

Lakeside Motel

10/10 Excellent

"Very great and friendly staff. Nice location."

The Washburn Inn - On the Lake

10/10 Excellent

"Great location, clean rooms"

Harbor's Edge Motel

10/10 Excellent

"Perfect spot for a stay in Bayfield. Nice room. Walking distance to everything. Ferry is right across the street. I’d stay here again in a heartbeat."

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."

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"Very nice hotel, staff was very helpful and the sunset view was amazing."

Super 8 by Wyndham Ashland

10/10 Excellent

"It was ok"

Outbounder

10/10 Excellent

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

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."