Ashland County, WI Condos for Rent

A cluster of mushrooms growing on a moss-covered log in a forest.

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Top Cities in Ashland County

A sandy beach with a wooden structure extending into the water.

Our top choices for Ashland County condo rentals

A wooden deck with two wicker chairs and a table, overlooking a forest with autumn foliage.

1. Telemark Northwoods Lodging

Cable

Adam

$241 nightly

Oct 25 - Oct 26

Total with taxes and fees

A building with a balcony, a sign indicating pets must be on a leash, and a green trash bin.

2. Bayfield- Charming Condo, No Cleaning Fees, Gateway to Apostles Islands

Bayfield

Ann

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

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

Bayfield

Craig B.

$315 nightly

Oct 25 - Oct 26

Total with taxes and fees

A covered outdoor seating area with a table, chairs, and a potted plant.

4. Bayfield- Charming Condo, No Cleaning Fees, Gateway to Apostles Islands

Bayfield

Cindy S.

A natural rock formation with a forested area above it, surrounded by water.

5. Bayfield- Charming Condo, No Cleaning Fees, Jumping Off Point to Apostles

Bayfield

Vicki T.

A two-story cabin with a covered porch and a snow-covered yard.

6. Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

Bayfield

Emily Y.

A marina with multiple boats docked, surrounded by residential buildings with balconies and large windows.

7. Bright Bayfield Condo | Walkable Lake Views

Bayfield

Brian B.

A living room with a fireplace, a red sofa, a coffee table, a ceiling fan, and a kitchen in the background.

8. Harborside Condo | Bayfield Lake Superior

Bayfield

Steve M.

A modern living room with a white sofa, a wooden coffee table, a kitchen island, and a ceiling fan.

9. Upper level, one bedroom, one bath condo, with Lake Superior views.

La Pointe

Alexis P.

A living room with a sofa, armchair, ottoman, fireplace, television, and a ceiling fan.

10. 3BR Condo | Bayfield Lake Views

Bayfield

Laurie M.

A kitchen with a sink, a window, and a countertop.

11. Aurora Loft · Sleeps 8 · Bunk Room · Downtown

Ironwood

Sheila C.

$213 nightly

Oct 26 - Oct 27

Total with taxes and fees

A covered outdoor area with a view of a body of water and a dock. There is a chair and a table, and a sign that reads "Bayfield".

12. Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

La Pointe

Patricia E.

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to an upper level.

13. Top-Floor Condo | Lake Views | Walk Downtown

Bayfield

David

A marina with multiple boats and a row of white buildings with balconies.

14. Classic Bayfield Condo | Lake Superior Views

Bayfield

Connie

A modern kitchen with wooden cabinets, a central island, and pendant lighting.

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

$407 nightly

Nov 1 - Nov 2

Total with taxes and fees

A living room with a wooden floor, a sofa, a TV, a desk, and a window with curtains.

16. 1 block from Lake Superior. 1 bed/1 bath condo, perfect for couples & families.

Bayfield

Christopher P.

17. 1BR Condo | Bayfield Lake View

Bayfield

"This was perfect for our 4th of July trip to Bayfield. It was right on the lake. Loved sitting on the deck watching the lake. Location was excellent. Walking distance to all the shops, restaurants, and marina. Towels were very soft and bed was comfortable. Erin was available if we needed her but everything was great that we didn’t need to reach out! She also has a wine store in Herbster that we visited! Great wine selection. Overall we had such a good time. Will definitely recommend to friends!"

Kristen T.

A kitchen with white cabinets, a marble countertop, and a hanging light fixture.

18. Mapleleaf Loft · 2 Queens · Downtown Ironwood

Ironwood

Philip M.

$211 nightly

Oct 25 - Oct 26

Total with taxes and fees

A kitchen with white cabinets, a microwave, and a patterned rug.

19. Trailhead Loft · Bunk Room · Downtown Ironwood

Ironwood

Philip M.

$213 nightly

Oct 26 - Oct 27

Total with taxes and fees

20. Bayfield Beachfront Condo | Walk to Everything

Bayfield

Joan M.

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Top Ashland County Hotel Reviews

Cobblestone Inn & Suites - Ashland

8/10 Good

"Great location, parking can be a bit tight, very clean facilities, check in staff did not let us know what amenities were available and forgot to mention the included breakfast available on the first floor. They did provide us with complementary toothpaste when we forgot ours which was very helpful. Overall we enjoyed our stay and loved the Ashland area."