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

Herbster Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Herbster vacation rentals

Property grounds

1. Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield
9.8 out of 10, Exceptional, (257 reviews)
"Wonderful clean and well appointed place!"
United States
Kinda S.
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Flat-screen TV, DVD player

2. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (77 reviews)
"A little older cabin than we thought but quaint. Quiet and clean. I would recommend this"
United States
Brian r
$235 nightly
The price is $248
Sep 7 - Sep 8
Total with taxes and fees
Mission Springs Resort
Dining

3. Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.0 out of 10, Wonderful, (6 reviews)
$303 nightly
The price is $339
Sep 7 - Sep 8
Total with taxes and fees
Cozy 1-bedroom studio in serene Bayfield with AC
Smart TV

4. 1 block from Lake Superior. 1 bed/1 bath condo, perfect for couples & families.

1 block from Lake Superior. 1 bed/1 bath condo, perfect for couples & families.
Bayfield
9.2 out of 10, Wonderful, (10 reviews)
"Great communication, clean accommodations near Bayfield. We enjoyed after stay over Madeline Island marathon weekend. Thank you"
United States
Brad A.
$206 nightly
The price is $231
Sep 25 - Sep 26
Total with taxes and fees
1 block from Lake Superior. 1 bed/1 bath condo, perfect for couples & families.
Terrace/patio

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

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
9.8 out of 10, Exceptional, (44 reviews)
"Cute and cozy little place! Perfect for our anniversary weekend getaway!"
United States
Kabao
$261 nightly
The price is $278
Sep 7 - Sep 8
Total with taxes and fees
Annex No. 1 DePerrys | On Lake Superior Shoreline
Beach nearby

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

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (42 reviews)
"Gorgeous cabin in the Northwoods, with all the comforts of home. We loved the screened porch for the warm afternoons and appreciated the wood stove for cozy nights."
United States
Crystal B.
$326 nightly
The price is $344
Sep 2 - Sep 3
Total with taxes and fees
The Copper Squirrel is a secluded full log cabin on 10 acres.
Exterior

7. 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, (40 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
$332 nightly
The price is $350
Sep 16 - Sep 17
Total with taxes and fees
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Property grounds

8. All season cottage overlooking the private beach on Lake Superior

All season cottage overlooking the private beach on Lake Superior
Washburn
10.0 out of 10, Exceptional, (20 reviews)
"Clean, quiet, beautiful private beach! "
United States
Abby K.
$308 nightly
The price is $345
Sep 2 - Sep 3
Total with taxes and fees
All season cottage overlooking the private beach on Lake Superior
Property grounds

9. Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
La Pointe
10.0 out of 10, Exceptional, (10 reviews)
"Very friendly and responsive owners. Very comfortable stay!"
United States
Grace A.
$150 nightly
The price is $170
Sep 20 - Sep 21
Total with taxes and fees
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
Property grounds

10. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
9.0 out of 10, Wonderful, (39 reviews)
"We had a great time! Beautiful home with easy access to all the South Shore has to offer. "
United States
Anastasia Hopkins F.
$470 nightly
The price is $527
Sep 2 - Sep 3
Total with taxes and fees
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Microwave, oven, stovetop, dishwasher

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

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (10 reviews)
"We had a lovely stay and the accommodations were just what we needed. We are planning to stay here again. "
United States
Joan Q.
$357 nightly
The price is $400
Sep 8 - Sep 9
Total with taxes and fees
Up North Oasis - Families & Dogs in the Bayfield Area
TV

12. South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (24 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
$200 nightly
The price is $220
Sep 13 - Sep 14
Total with taxes and fees
South Apartment on Main Street
Exterior

13. The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (64 reviews)
"Great central location in downtown Bayfield. Very clean. Perfect for our family of four’s long weekend in Bayfield."
United States
Andrew
$333 nightly
The price is $380
Sep 2 - Sep 3
Total with taxes and fees
The Little Bodin
TV

14. 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.
$252 nightly
The price is $278
Sep 9 - Sep 10
Total with taxes and fees
North Apartment with Lake Superior Views
1 bedroom, WiFi, bed sheets

15. Avenue Side Room at The Copper Trout.

Avenue Side Room at The Copper Trout.
Bayfield
9.6 out of 10, Exceptional, (92 reviews)
"The room was awesome - all that we needed. Right in town so very walkable. We would definitely stay here again when we are in the area."
United States
Brendon
$256 nightly
The price is $292
Sep 2 - Sep 3
Total with taxes and fees
Avenue Side Room at The Copper Trout.
Smart TV, books

16. Bayfield Island View `Fedora` on Lake Superior

Bayfield Island View `Fedora` on Lake Superior
Bayfield
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay on the water. Id stay here again!!"
United States
kris p.
$438 nightly
The price is $483
Sep 3 - Sep 4
Total with taxes and fees
Bayfield Island View `Fedora` on Lake Superior
Dining

17. 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, (120 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
$686 nightly
The price is $768
Sep 17 - Sep 18
Total with taxes and fees
Lake Shore Home with private dock and large deck--1 mile from Bayfield
1 bedroom, WiFi, bed sheets

18. 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
$308 nightly
The price is $345
Sep 2 - Sep 3
Total with taxes and fees
PORT 1 bedroom studio with AC just 2.5 miles from Bayfield
On the beach

19. # 1 Lakeside

# 1 Lakeside
La Pointe
10.0 out of 10, Exceptional, (143 reviews)
"Beautiful view of the lake from the patio and from the living room. Very comfortable and clean. Lovely place to stay."
United States
Greg L.
$438 nightly
The price is $497
Sep 2 - Sep 3
Total with taxes and fees
# 1 Lakeside
TV

20. 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, (17 reviews)
"The property is very conveniently located. Easy walk to downtown Bayfield and just 2 blocks from the Madeleine Island ferry dock. The condo is a flat which provides windows on all sides and sunlight all day long, along with a nice view of the lake directly to the east. The condo is also very nicely furnished and the kitchen is fully stocked with everything you would need to cook full meals if you wish to bring your own food. We’re already looking forward to our next trip!"
United States
Shawn W.
$429 nightly
The price is $489
Sep 27 - Sep 28
Total with taxes and fees
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of 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

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"Everything was great!"
Mitchell 3-night trip
Posted 4 hours ago
Hotel Chequamegon, BW Signature Collection

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 $248 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.

Explore a world of travel with Expedia

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?

Labor Day Weekend Open! Lake Superior Direct!: 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. Our travelers also rate Lake Superior Beach Haven with Large LakeHouse as a favorite home for rent in Herbster.

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 Meyers Beach 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.