Herbster Vacation Rentals from CA $251: Short-Term Rentals for 2026

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Our top choices for Herbster vacation rentals

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

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

Bayfield

scott d.

CA $318 total

includes taxes & fees

Nov 5 - Nov 6

A modern cabin with a sloped roof, large windows, and a deck area with seating and potted plants.

2. The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

Bayfield

elizabeth

CA $358 total

includes taxes & fees

Nov 16 - Nov 17

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

3. Mission Springs Resort

Ashland

Van

CA $301 total

includes taxes & fees

Nov 5 - Nov 6

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

4. South Apartment on Main Street

Ashland

Mark

CA $248 total

includes taxes & fees

Nov 9 - Nov 10

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

5. North Apartment with Lake Superior Views

Ashland

Heather Ann M.

CA $305 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Washburn

ben H.

CA $460 total

includes taxes & fees

Nov 29 - Nov 30

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

7. Lower Flat @ Steeple Hill Flats, Bayfield

Bayfield

Lori

CA $326 total

includes taxes & fees

Nov 5 - Nov 6

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.

CA $384 total

includes taxes & fees

Nov 5 - Nov 6

A cozy living room with a sofa, a coffee table, a fireplace, and a fan.

9. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn

vicki A

CA $611 total

includes taxes & fees

Nov 5 - Nov 6

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

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

Bayfield

Michelle N.

CA $520 total

includes taxes & fees

Nov 5 - Nov 6

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

11. Woodland Chalet @ Brickyard Creek, Bayfield

Bayfield

Reed C.

CA $579 total

includes taxes & fees

Nov 5 - Nov 6

A modern kitchen with a central island, wooden stools, a stainless steel refrigerator, and a ceiling fan.

12. 2BR Lake Superior Stay | Hot Tub + Walk Downtown

Ashland

CA $604 total

includes taxes & fees

Nov 9 - Nov 10

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

13. Apostle Pines #4 @ Apostle Highlands Golf Course

Bayfield

Anonymous traveller

CA $683 total

includes taxes & fees

Nov 5 - Nov 6

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

14. Northwoods Chalet @ Brickyard Creek, Bayfield

Bayfield

Susan S.

CA $611 total

includes taxes & fees

Nov 5 - Nov 6

A waterfront property with a covered patio, a brick building, and a view of the sea.

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

CA $622 total

includes taxes & fees

Nov 5 - Nov 6

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

16. Carriage House - Chequamegon Bay, Bayfield

Bayfield

Janet H.

CA $683 total

includes taxes & fees

Nov 5 - Nov 6

A sandy beach with a large tree and dense greenery.

17. Bayfield Fruit Loop Retreat - Main Cottage

Bayfield

Ramalakshmi

A hotel room with a large bed, a sitting area with a view, and a bathtub.

18. Main @ Hendrickson House

Bayfield

Steven A.

CA $752 total

includes taxes & fees

Nov 5 - Nov 6

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.

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

Bayfield

Brian

CA $808 total

includes taxes & fees

Nov 5 - Nov 6

A two-story house with a balcony, large windows, and a covered porch area.

20. Upper Flat @ Steeple Hill Flats, Bayfield

Bayfield

Josh F.

CA $398 total

includes taxes & fees

Nov 9 - Nov 10

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Top Herbster Hotel Reviews

Lakeside Motel

10/10 Excellent

"The room was a great price for everything you get. Staff were friendly and helpful. Water and snack bars were provided and replaced each day for bko added charge. Room was clean and everything working and in good condition."

Super 8 by Wyndham Ashland

10/10 Excellent

"We were surprised at how much we enjoyed staying there. It wasn’t just a hotel room. It was a “home base” where we could decompress peacefully in a comfortable room from the adventures we had through the day! The staff were amazing. This will definitely be the place we stay when we come to Ashland! (We’ve stayed at other places in Ashland but this one we’ll come back to!)"

St. James Social

10/10 Excellent

"This place is magical! The rooms are very nice and super clean. The location is right in the middle of everything so you can walk to shops, restaurants or the boat cruises. There is a great little coffee/tea bar for guests and the daily continental breakfast was lovely. The restaurant is soooo good. We loved everything about our stay there."

Lake Superior Beach Haven with Large LakeHouse

10/10 Excellent

"We stayed here with 2 other families, and had a wonderful time! The space is tastefully decorated, the beds comfortable, and there were many games for the kids (ages 6-10). There is an incredible sandy beach just across the harbor, and we enjoyed swimming from the rocky shore that was a very short distance from the house. The host was very responsive and helpful. We recommend this place!"

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Herbster vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Herbster vacation rentals we have selected for you start as low as CA $251 per night. Entering your travel dates in the search wizard 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.

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.

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Check prices for these dates

Our top choices for Herbster vacation rentals

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

2. The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

3. Mission Springs Resort

4. South Apartment on Main Street

5. North Apartment with Lake Superior Views

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

7. Lower Flat @ Steeple Hill Flats, Bayfield

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

9. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

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

11. Woodland Chalet @ Brickyard Creek, Bayfield

12. 2BR Lake Superior Stay | Hot Tub + Walk Downtown

13. Apostle Pines #4 @ Apostle Highlands Golf Course

14. Northwoods Chalet @ Brickyard Creek, Bayfield

15. Downtown Bayfield Lodging in Historic Building

16. Carriage House - Chequamegon Bay, Bayfield

17. Bayfield Fruit Loop Retreat - Main Cottage

18. Main @ Hendrickson House

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

20. Upper Flat @ Steeple Hill Flats, Bayfield

Find vacation rentals that suit your style

Top Herbster Hotel Reviews

Lakeside Motel

Blue Wave Inn

Halloween Weekend Open! Off-season Weekend Openings, 2027 Summer Open!

Mission Springs Resort

Super 8 by Wyndham Ashland

St. James Social

Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

Tiny Cabin on Lake Superior | Herbster Bark Point

Lake Superior Beach Haven with Large LakeHouse

Find out more about Herbster

Frequently asked questions

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