Herbster Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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

PORT 1 bedroom studio with AC just 2.5 miles from Bayfield
Bayfield
10.0 out of 10, Exceptional, (1 review)
"Great location, nice view from bedroom. Easy in and out and good communication. Could use darker shades."
United States
scott d.
$197 nightly
The price is $221
Nov 7 - Nov 8
Total with taxes and fees
PORT 1 bedroom studio with AC just 2.5 miles from Bayfield
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!

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Bayfield
10.0 out of 10, Exceptional, (44 reviews)
"Enjoyed our few nights at this lovely home. So many special touches! Really enjoyed the screened in area and lighting fires and having smores around the fire pit."
United States
elizabeth
$243 nightly
The price is $256
Nov 16 - Nov 17
Total with taxes and fees
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

3. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (82 reviews)
"Clean room, great locations"
United States
Van
$211 nightly
The price is $223
Nov 16 - Nov 17
Total with taxes and fees
Mission Springs Resort
A modern kitchen with a wooden table and bar stools, a ceiling fan, and pendant lights.

4. South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (25 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
$162 nightly
The price is $177
Nov 9 - Nov 10
Total with taxes and fees
South Apartment on Main Street
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

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (46 reviews)
"Great location, clean and comfortable. "
United States
Heather Ann M.
North Apartment with Lake Superior Views
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

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
9.8 out of 10, Exceptional, (14 reviews)
"Nice house, and nice location."
United States
ben H.
$294 nightly
The price is $329
Nov 29 - Nov 30
Total with taxes and fees
Up North Oasis - Families & Dogs in the Bayfield Area
A room with a table and chairs, large windows, and a view of a building and water.

7. Lower Flat @ Steeple Hill Flats, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield
Bayfield
9.2 out of 10, Wonderful, (26 reviews)
"Nice and cozy with a great view. The outside spaces could use some tidying up and paint, but once inside the place was awesome."
United States
Lori
$197 nightly
The price is $226
Nov 7 - Nov 8
Total with taxes and fees
Lower Flat @ Steeple Hill Flats, Bayfield
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

Brookside Hide-A-Way #2, Port Superior, Bayfield
Bayfield
9.8 out of 10, Exceptional, (42 reviews)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
$236 nightly
The price is $267
Nov 8 - Nov 9
Total with taxes and fees
Brookside Hide-A-Way #2, Port Superior, Bayfield
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

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
8.8 out of 10, Excellent, (45 reviews)
"Great location"
United States
vicki A
$390 nightly
The price is $437
Nov 8 - Nov 9
Total with taxes and fees
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
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

Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
Bayfield
10.0 out of 10, Exceptional, (23 reviews)
"Location and the host are incredible!"
United States
Michelle N.
$326 nightly
The price is $372
Nov 8 - Nov 9
Total with taxes and fees
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
A wooden deck with a wicker lounge chair and a table, overlooking a forest.

11. Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield
Bayfield
9.8 out of 10, Exceptional, (67 reviews)
"Very clean and cozy cabin near Bayfield and Meyers beach"
United States
Reed C.
$367 nightly
The price is $414
Nov 9 - Nov 10
Total with taxes and fees
Woodland Chalet @ Brickyard Creek, Bayfield
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

2BR Lake Superior Stay | Hot Tub + Walk Downtown
Ashland
$374 nightly
The price is $419
Nov 8 - Nov 9
Total with taxes and fees
2BR Lake Superior Stay | Hot Tub + Walk Downtown
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

Apostle Pines #4 @ Apostle Highlands Golf Course
Bayfield
9.8 out of 10, Exceptional, (22 reviews)
"Awesome place! Views of the golf course was amazing!"
United States
Anonymous traveler
$422 nightly
The price is $476
Nov 8 - Nov 9
Total with taxes and fees
Apostle Pines #4 @ Apostle Highlands Golf Course
A cozy living room with a fireplace, leather sofa, and large windows offering a forest view.

14. Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield
Bayfield
10.0 out of 10, Exceptional, (84 reviews)
"Beautiful place!"
United States
Susan S.
$369 nightly
The price is $417
Nov 15 - Nov 16
Total with taxes and fees
Northwoods Chalet @ Brickyard Creek, Bayfield
A waterfront property with a covered patio, a brick building, and a view of the sea.

15. Downtown Bayfield Lodging in Historic Building

Downtown Bayfield Lodging in Historic Building
Bayfield
9.2 out of 10, Wonderful, (5 reviews)
"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."
United States
Susan
$387 nightly
The price is $445
Nov 8 - Nov 9
Total with taxes and fees
Downtown Bayfield Lodging in Historic Building
A spacious living room with a wooden ceiling, large windows, a dining area, and a television.

16. Carriage House - Chequamegon Bay, Bayfield

Carriage House - Chequamegon Bay, Bayfield
Bayfield
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Nice and clean."
United States
Janet H.
$422 nightly
The price is $476
Nov 8 - Nov 9
Total with taxes and fees
Carriage House - Chequamegon Bay, Bayfield
A deck with a fire feature, outdoor seating, and string lights.

17. Bayfield Fruit Loop Retreat - Main Cottage

Bayfield Fruit Loop Retreat - Main Cottage
Bayfield
10.0 out of 10, Exceptional, (61 reviews)
"Our stay was awesome!"
United States
Ramalakshmi
Bayfield Fruit Loop Retreat - Main Cottage
A hotel room with a large bed, a sitting area with a view, and a bathtub.

18. Main @ Hendrickson House

Main @ Hendrickson House
Bayfield
10.0 out of 10, Exceptional, (3 reviews)
"The house was perfect for us. Very clean and had everything we needed to enjoy a relaxing 2 day getaway. I would definitely stay here again!!"
United States
Steven A.
$455 nightly
The price is $523
Nov 8 - Nov 9
Total with taxes and fees
Main @ Hendrickson House
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

Lake Shore Home with private dock and large deck--1 mile from Bayfield
Bayfield
10.0 out of 10, Exceptional, (124 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
$516 nightly
The price is $578
Nov 21 - Nov 22
Total with taxes and fees
Lake Shore Home with private dock and large deck--1 mile from Bayfield
A two-story house with a balcony, large windows, and a covered porch area.

20. Upper Flat @ Steeple Hill Flats, Bayfield

Upper Flat @ Steeple Hill Flats, Bayfield
Bayfield
8.6 out of 10, Excellent, (18 reviews)
"Great views of Superior and comfortable stay"
United States
Josh F.
$242 nightly
The price is $278
Nov 9 - Nov 10
Total with taxes and fees
Upper Flat @ Steeple Hill Flats, Bayfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Herbster Hotel Reviews

A modern living room with a stone wall, a fireplace, leather sofas, and glass coffee tables.
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
Ashland

10/10 Excellent

Lovely hotel with view of Lake Superior. Rooms were good sized and the beds were comfortable. Breakfast was good too. Would definitely stay here again.
United States
Harriette
Reviewed September 27, 2021
Cobblestone Inn & Suites - Ashland

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 $169 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.

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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