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

Premium bedding, pillow-top beds, in-room safe, desk

1. Cobblestone Inn & Suites - Ashland

Ashland

Calvin

Rp4.006.236

Rp4.487.127 total

includes taxes & fees

16 Aug - 17 Aug

2. Hotel Chequamegon, BW Signature Collection

Ashland

Carrie

Rp3.927.277

Rp4.398.550 total

includes taxes & fees

25 Aug - 26 Aug

Desk, blackout curtains, iron/ironing board, bed sheets

3. AmericInn by Wyndham Ashland

Ashland

Dianna

Rp4.090.169

Rp4.581.168 total

includes taxes & fees

31 Aug - 1 Sept

Suite, 1 King Bed, Non Smoking, Lake View (Upper Floor) | Desk, iron/ironing board, free WiFi, alarm clocks

4. Quality Inn Ashland - Lake Superior

Ashland

Richard

Rp4.225.020

Rp4.732.093 total

includes taxes & fees

30 Aug - 31 Aug

5. The Washburn Inn - On the Lake

Washburn

Annette

Rp3.214.980

Rp3.600.778 total

includes taxes & fees

1 Sept - 2 Sept

Double Room, Ensuite, Lake View (Private Deck, Non-ADA) | View from property

Economy Double Room, Ensuite (1st Floor, Non-ADA)

Superior Suite, Ensuite (Rm 13A, Floor 2, Non-ADA) | Private kitchen | Ice maker

6. Harbor's Edge Motel

Bayfield

mark

Rp2.739.877

Rp3.123.532 total

includes taxes & fees

18 Aug - 19 Aug

Standard Room, 1 Queen Bed | Desk, laptop workspace, iron/ironing board (on request), rollaway beds

Indoor pool, open 6:00 AM to midnight, pool loungers

Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, iron/ironing board (on request), rollaway beds

7. Super 8 by Wyndham Ashland

Ashland

Diane

Rp3.472.178

Rp3.888.840 total

includes taxes & fees

30 Aug - 31 Aug

Standard Suite, 1 King Bed | Free WiFi, bed sheets

Standard Suite, 1 King Bed | Living area | 42-inch flat-screen TV with cable channels

Standard Suite, 1 King Bed | Private kitchen | Coffee/tea maker, mini-fridge, microwave, paper towels

8. Lakeside Motel

Ashland

Mark

Rp2.286.208

Rp2.560.554 total

includes taxes & fees

25 Aug - 26 Aug

Design Suite, 1 King Bed, Accessible, Non Smoking (Sailor's Retreat #2) | 1 bedroom, premium bedding, down duvets, pillow-top beds

9. Blue Wave Inn

Ashland

Erik

Rp3.198.905

Rp3.582.774 total

includes taxes & fees

25 Aug - 26 Aug

10. Legendary Waters Resort & Casino

Bayfield

Kera

TreeHaus Room | Desk, free WiFi, bed sheets

11. Wild Rice Retreat

Bayfield

Marty

Rp9.950.363

Rp11.144.405 total

includes taxes & fees

16 Aug - 17 Aug

Coffee/tea maker, fridge, microwave, oven

12. Mission Springs Resort

Ashland

Kathleen

Rp4.201.631

Rp4.432.721 total

includes taxes & fees

8 Sept - 9 Sept

King ADA | Laptop workspace, soundproofing, free WiFi, bed sheets

13. St. James Social

Bayfield

Charles

Rp6.351.997

Rp7.241.277 total

includes taxes & fees

2 Sept - 3 Sept

Superior Double Room, Private Bathroom, Lake View (Guest House) | Floor plan

Cottage, Private Bathroom, Lake View | Terrace/patio

Superior Double Room, Private Bathroom, Lake View (Guest House) | Lounge

Cottage, Private Bathroom, Lake View | Lobby

14. Seagull Bay Motel

Bayfield

Melissa

Rp4.435.422

Rp5.056.449 total

includes taxes & fees

23 Aug - 24 Aug

Comfort Double Room, Ensuite, Lake View (Kitchenette ) | Interior

Comfort Triple Room, Private Bathroom, Lake View (Residence) | Interior

Comfort Double Room, Ensuite (Hideaway) | Interior

15. Outbounder

Bayfield

Bailey

Rp2.947.065

Rp3.359.833 total

includes taxes & fees

7 Sept - 8 Sept

Panoramic Suite, Ensuite, Lake View (The Mill House #1) | View from property

Panoramic Suite, Ensuite, City View (The Mill House #4) | Shared kitchen

Panoramic Suite, Ensuite, Lake View (The Mill House #1) | Interior

16. The Mill House

Bayfield

Christopher

Rp5.023.406

Rp5.726.772 total

includes taxes & fees

8 Sept - 9 Sept

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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.

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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.

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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.

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A rocky shoreline with clear water and lush greenery.

Top Herbster Hotel Reviews

Great Water Inn

10/10 Excellent

"Great location in the heart of town. Easy access with coded door locks on building and room entrances. Lots of nice little touches like coffee and tea and small refrigerator in room, brochures for things to do, some games and books, local information on restaurants and and museums, and friendly and accessible renters to answer questions. A great stay!"

Blue Wave Inn

10/10 Excellent

"Hotel was great."

Harbor's Edge Motel

10/10 Excellent

"We were in room 6. Very quiet. Separate from main building. Very clean. Comfortable king bed. Small shower cubicle but adequate. No hand grabs. We brought our own. Location is perfect for ferry or boat tours and also restaurants. Bayfield is not big so you can see all stores easily in a couple hours. Nice hotel. We will use this one again on our next visit"

Lakeside Motel

10/10 Excellent

"I can’t say enough good things. A room in the facilities were flawless and updated. It felt brand new, incredibly clean. Like spotless. Lots of extra touches and details that really stood out. The bed was considerable. Wonderful experience."

Super 8 by Wyndham Ashland

10/10 Excellent

"Check-in was fast and efficient. Our room suited our needs and was very clean. The breakfast offered a lot of choices. We liked the location since it was quiet but still close to the lake and for our day trips into the Bayfield area. Excellent stay- thank you!"

Legendary Waters Resort & Casino

10/10 Excellent

"Beautiful place. Clean and very comfy bed. View of Lake from resort. Nice restaurant also at resort. Swam in pool and hot tub that goes indoors and out..very well maintained motel. Will stay again. 10/10"

Hotel Chequamegon, BW Signature Collection

8/10 Good

"Our one complaint was the loud AC unit. Like a turbo fan. Hard to sleep well."

AmericInn by Wyndham Ashland

10/10 Excellent

"What a view! We had a room looking at the lake and with a patio. Great for our dog as well! Breakfast was good. Hot tub was a plus after a long day. Really enjoyed our stay! Staff was friendly too!"

Outbounder

10/10 Excellent

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