Herbster Holiday Rentals, Wisconsin: Private House Rentals

A harbor with boats, a lighthouse, and houses on a hillside.

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Our top choices for Herbster hotels

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

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

1. Cobblestone Inn & Suites - Ashland

Ashland

Caleb

4.167.013 ₫

4.667.261 ₫ 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 bar area with a long counter, multiple taps, and bar stools.

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

2. Hotel Chequamegon, BW Signature Collection

Ashland

Brian

3.305.186 ₫

3.701.809 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A marina filled with various boats at sunset.

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

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.

3. The Washburn Inn - On the Lake

Washburn

Amy

3.592.594 ₫

4.023.964 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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 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.

4. Quality Inn Ashland - Lake Superior

Ashland

Lexi

3.626.931 ₫

4.062.163 ₫ 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 motel with a brick facade, a covered entrance, and a row of chairs outside.

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.

5. Super 8 by Wyndham Ashland

Ashland

John

3.352.234 ₫

3.754.450 ₫ total

includes taxes & fees

31 Oct - 1 Nov

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

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.

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

6. Lakeside Motel

Ashland

Cheryl

1.939.950 ₫

2.173.003 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A beach with turquoise chairs and a pile of logs.

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

A hotel room with a large window, a sofa, a desk with a computer, a television, and a bathroom with a mirror and sink.

7. AmericInn by Wyndham Ashland

Ashland

Jonathan

3.233.335 ₫

3.621.542 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

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.

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

8. Blue Wave Inn

Ashland

Jonah

2.304.661 ₫

2.581.427 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a chair, a wooden floor, a radiator, a window with curtains, a lamp, a painting, and a robe hanging on the door.

A cozy living room with a fireplace, leather sofas, and a table with a glass of wine and a fruit platter.

A wooden deck with two Adirondack chairs and a small stool, surrounded by a white railing.

A two-story house with a prominent gabled roof, a front porch, and a well-lit entrance.

9. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

3.972.349 ₫

4.449.030 ₫ total

includes taxes & fees

6 Nov - 7 Nov

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

10. Seagull Bay Motel

Bayfield

Dave

4.406.743 ₫

5.023.687 ₫ total

includes taxes & fees

24 Oct - 25 Oct

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

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.

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

11. St. James Social

Bayfield

Michelle

7.867.040 ₫

8.968.425 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A wooden staircase surrounded by trees with autumn leaves.

12. Mission Springs Resort

Ashland

Brian r

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

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

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

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

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

14. Outbounder

Bayfield

Helen

5.039.970 ₫

5.745.824 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a brown leather sofa, a round coffee table, and two armchairs.

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

A house with a wooden deck, a garage, and a garden area.

A two-story house with a balcony, surrounded by a garden with various plants and flowers.

15. The Mill House

Bayfield

Christopher

6.623.038 ₫

7.550.134 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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Stay near popular Herbster attractions

Bark Bay Slough State Natural Area

This pristine 646-acre wetland sanctuary along Lake Superior shelters rare plants and diverse birdlife. Paddle through the coastal lagoon and explore the pine-forested barrier spit for an intimate wilderness experience.

See properties

Flag River State Wildlife Area

This pristine wildlife area showcases diverse ecosystems where Lake Superior meets boreal forests and wetlands. Observe steelhead runs while exploring trails rich with migratory birds.

See properties

Learn more about Herbster

Nestled along Lake Superior's pristine shoreline, this quiet hamlet invites visitors to explore the rugged beauty of Apostle Islands Mainland Sea Caves. Kayak through the crystal waters of Bark Bay Slough State Natural Area or hike Flag River's wildlife trails for an authentic northwoods experience.

See all hotels in Herbster

Top Herbster Hotel Reviews

Cobblestone Inn & Suites - Ashland

8/10 Good

"Great location, parking can be a bit tight, very clean facilities, check in staff did not let us know what amenities were available and forgot to mention the included breakfast available on the first floor. They did provide us with complementary toothpaste when we forgot ours which was very helpful. Overall we enjoyed our stay and loved the Ashland area."

Quality Inn Ashland - Lake Superior

8/10 Good

"Food was good, location good, pool and hot tube clean. Our fridge smelt like rotten food, but other than looking rustic...so not always a bad thing...it was comfy and quiet...not run down."

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"Classic feel. Huge rooms. Nice bar."

Lakeside Motel

10/10 Excellent

"Cost was great value for accommodations! Loud next to highway during the day but was quiet at night. Bed was very firm, but I slept good."

The Washburn Inn - On the Lake

10/10 Excellent

"Clean, helpful staff and close to the water"

Outbounder

10/10 Excellent

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

More cheap stays in Herbster

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W Ashland WI

3.352.234 ₫

3.754.450 ₫ total

31 Oct - 1 Nov

includes taxes & fees

The Washburn Inn - On the Lake

123 Harbor View Drive Washburn WI

3.592.594 ₫

4.023.964 ₫ total

26 Oct - 27 Oct

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Quality Inn Ashland - Lake Superior

30600 Us Highway 2 Ashland WI

3.626.931 ₫

4.062.163 ₫ total

16 Nov - 17 Nov

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Cobblestone Inn & Suites - Ashland

818 Main Street W. Ashland WI

4.167.013 ₫

4.667.261 ₫ total

11 Nov - 12 Nov

includes taxes & fees

9.4/10 Exceptional! (862 reviews)

Seagull Bay Motel

325 South 7th Street Bayfield WI

4.406.743 ₫

5.023.687 ₫ total

24 Oct - 25 Oct

includes taxes & fees

Harbor's Edge Motel

33 North Front Street Bayfield WI

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Hotels in Herbster with star rating

Frequently asked questions

What's the weather like in Herbster?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Herbster are March, April, January and December, with each month seeing an average of 34 cm of snowfall.

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Book Hotels in Herbster on Expedia.com

Find hotels in Herbster, WI from 2.173.003 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Herbster

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Herbster hotels

1. Cobblestone Inn & Suites - Ashland

2. Hotel Chequamegon, BW Signature Collection

3. The Washburn Inn - On the Lake

4. Quality Inn Ashland - Lake Superior

5. Super 8 by Wyndham Ashland

6. Lakeside Motel

7. AmericInn by Wyndham Ashland

8. Blue Wave Inn

9. Pinehurst Inn - Luxury Bayfield Hotel

10. Seagull Bay Motel

11. St. James Social

12. Mission Springs Resort

13. Legendary Waters Resort & Casino

14. Outbounder

15. The Mill House

Stay near popular Herbster attractions

Bark Bay Slough State Natural Area

Flag River State Wildlife Area

Learn more about Herbster

Top Herbster Hotel Reviews

Cobblestone Inn & Suites - Ashland

Quality Inn Ashland - Lake Superior

Hotel Chequamegon, BW Signature Collection

Lakeside Motel

The Washburn Inn - On the Lake

Outbounder

More cheap stays in Herbster

Super 8 by Wyndham Ashland

The Washburn Inn - On the Lake

Quality Inn Ashland - Lake Superior

Cobblestone Inn & Suites - Ashland

Seagull Bay Motel

Harbor's Edge Motel

Hotels in Herbster with star rating

Frequently asked questions

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