Herbster Vacation Rentals from $200: Search Short-Term Rentals

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Our top choices for Herbster vacation rentals

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

1. Mission Springs Resort

Ashland

Brian r

$215 nightly

Oct 21 - Oct 22

Total with taxes and fees

A gazebo with a snow-covered ground, a bench, and a railing.

2. N WI,Bayfield/PEAK fall color now/Stunning/Apostle Is. access/fireplace/jacuzzi

Bayfield

Karen W.

$178 nightly

Oct 21 - Oct 22

Total with taxes and fees

A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.

3. Annex No. 1 DePerrys | On Lake Superior Shoreline

Bayfield

Kabao

$233 nightly

Oct 19 - Oct 20

Total with taxes and fees

A backyard with a wooden deck, stepping stones, raised garden beds with flowers, and a chair.

4. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn

Anastasia Hopkins F.

$410 nightly

Oct 18 - Oct 19

Total with taxes and fees

A cabin with a wooden deck and a snow-covered roof, surrounded by snow-laden trees.

5. Bayfield Fruit Loop Retreat -2 Cottages

Bayfield

Tami N.

$659 nightly

Oct 30 - Oct 31

Total with taxes and fees

A beach with a wooden barrier and calm water reflecting sunlight.

6. The Copper Squirrel is a secluded full log cabin on 10 acres.

Bayfield

Tad S.

$260 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and a bar seating area.

7. Up North Oasis - Families & Dogs in the Bayfield Area

Washburn

Susan B.

$319 nightly

Nov 1 - Nov 2

Total with taxes and fees

A bedroom with two beds, a ceiling fan, a wall-mounted clock, and a bathroom visible through an open door.

8. Brookside Hide-A-Way #2, Port Superior, Bayfield

Bayfield

Don L.

$240 nightly

Nov 1 - Nov 2

Total with taxes and fees

A living room with a fireplace, sofas, a TV, and large windows.

9. Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

Bayfield

Marj J.

$315 nightly

Oct 19 - Oct 20

Total with taxes and fees

A round table with a dark tablecloth and a decorative piece on it, surrounded by wooden chairs. A large window offers a view of a body of water and trees.

10. Lake Shore Home with private dock and large deck--1 mile from Bayfield

Bayfield

Brian

$543 nightly

Oct 25 - Oct 26

Total with taxes and fees

A spacious living room with a stone fireplace, a large brown sofa, a television, and a ceiling fan.

11. Apostle Pines #4 @ Apostle Highlands Golf Course

Bayfield

Mark H.

$433 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden deck with a wicker lounge chair and a table, overlooking a forest.

12. Woodland Chalet @ Brickyard Creek, Bayfield

Bayfield

Reed C.

$351 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy living room with a fireplace, leather sofa, and large windows offering a forest view.

13. Northwoods Chalet @ Brickyard Creek, Bayfield

Bayfield

Susan S.

$384 nightly

Nov 1 - Nov 2

Total with taxes and fees

A bedroom with a large window, a bed with a white polka dot bedspread, and a view of a grassy yard and trees.

14. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

Bayfield

scott d.

$216 nightly

Oct 27 - Oct 28

Total with taxes and fees

A two-story building with a storefront, a visible entrance, and a clear sky.

15. Downtown Bayfield Lodging in Historic Building

Bayfield

"Loved the rooms! Enjoyed the views of the lake and the quaint downtown area. It was a very quiet and enjoyable stay. I gave it 4 stars only because the sofa was so hard and uncomfortable. We stayed in 2 nights to watch the Brewers play (YAY!) but it was very difficult to get comfortable on the sofa and no amount of throw pillows could change that. That being said, the bed was a dream and the kitchen well appointed. Would I stay there again? Maybe if the sofa was swapped out."

Susan

$396 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern living room with a blue sofa, wooden dining table, and a view of a parking lot through large windows.

16. North Apartment with Lake Superior Views

Ashland

Heather Ann M.

$232 nightly

Oct 20 - Oct 21

Total with taxes and fees

A spacious living room with a wooden ceiling, large windows, a dining area, and a television.

17. Carriage House - Chequamegon Bay, Bayfield

Bayfield

Janet H.

$433 nightly

Nov 1 - Nov 2

Total with taxes and fees

A room with a table and chairs, large windows, and a view of a building and water.

18. Lower Flat @ Steeple Hill Flats, Bayfield

Bayfield

Lori

$203 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern kitchen with a wooden table and bar stools, a ceiling fan, and pendant lights.

19. South Apartment on Main Street

Ashland

Mark

$169 nightly

Nov 9 - Nov 10

Total with taxes and fees

A brick building with a door and potted plants in front.

20. Historic Main St w/ Lake View | The Flatwater Loft

Ashland

Judy D.

$439 nightly

Nov 1 - Nov 2

Total with taxes and fees

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Top Herbster Hotel Reviews

Lakeside Motel

10/10 Excellent

"Very nice motel!! Friendly service. Beautiful view. Very clean! Only thing I could see that might bother someone? Its right next to a main street. But if you're tired at the end of the day. Shouldn't bother you!"

Hotel Chequamegon, BW Signature Collection

8/10 Good

"It's an old, restored building. The architecture is beautiful, but the rooms are definitely dated. Old, noisy air conditioners, etc. The restaurant was very good, however that was the only place to eat within walking distance other than fast food. The breakfast staff apparently didn't show up on our last day, so all that they had was coffee and toast. While it was nice to say we've stayed there, we won't stay there again."

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."

Find out more about Herbster

Everything you need to know about Herbster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Herbster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Herbster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Herbster vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Herbster. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Herbster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Herbster rentals

At Expedia, we put the best Herbster vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Herbster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Herbster vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Herbster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Herbster?

Yes, we have vacation rentals near well known sights in Herbster, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Herbster?

October 9th Weekend Open! Last Minute Cancellation Discount!: Visitors give good reviews to this Herbster vacation home rental, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Herbster are Orchard Acres | Lake Superior South Shore Retreat and Lake Superior Beach Haven with Large LakeHouse.

How many vacation rentals will I find in Herbster?

Expedia has 14 vacation rentals for your stay in Herbster.

What can I see and do in Herbster?

Lake Superior and Bark Bay Slough State Natural Area are a couple of lovely local spots to get outside and enjoy nature. Flag River State Wildlife Area and Apostle Islands Mainland Sea Caves are a couple of places you'll find in the larger area.

What are vacation rentals like in Herbster?

Vacation rentals are private accommodations you can book for a couple days or more in Herbster. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Room 1

Check prices for these dates

Our top choices for Herbster vacation rentals

1. Mission Springs Resort

2. N WI,Bayfield/PEAK fall color now/Stunning/Apostle Is. access/fireplace/jacuzzi

3. Annex No. 1 DePerrys | On Lake Superior Shoreline

4. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

5. Bayfield Fruit Loop Retreat -2 Cottages

6. The Copper Squirrel is a secluded full log cabin on 10 acres.

7. Up North Oasis - Families & Dogs in the Bayfield Area

8. Brookside Hide-A-Way #2, Port Superior, Bayfield

9. Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

10. Lake Shore Home with private dock and large deck--1 mile from Bayfield

11. Apostle Pines #4 @ Apostle Highlands Golf Course

12. Woodland Chalet @ Brickyard Creek, Bayfield

13. Northwoods Chalet @ Brickyard Creek, Bayfield

14. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

15. Downtown Bayfield Lodging in Historic Building

16. North Apartment with Lake Superior Views

17. Carriage House - Chequamegon Bay, Bayfield

18. Lower Flat @ Steeple Hill Flats, Bayfield

19. South Apartment on Main Street

20. Historic Main St w/ Lake View | The Flatwater Loft

Find vacation rentals that suit your style

Top Herbster Hotel Reviews

Lakeside Motel

Hotel Chequamegon, BW Signature Collection

Blue Wave Inn

October 9th Weekend Open! Last Minute Cancellation Discount!

Quality Inn Ashland - Lake Superior

Outbounder

Super 8 by Wyndham Ashland

Seagull Bay Motel

St. James Social

Find out more about Herbster

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