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

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Our top choices for Ashland County holiday rentals

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

1. 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
The price is £143
includes taxes & fees
9 Nov - 10 Nov
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.

2. 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.
The price is £190
includes taxes & fees
20 Oct - 21 Oct
North Apartment with Lake Superior Views
A cabin with a porch and outdoor seating area, surrounded by a gravel driveway and a wooden fence.

3. Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4

Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
Mellen
10.0 out of 10, Exceptional, (50 reviews)
"The cabin was beautiful and perfect for our stay. Would absolutely stay here again!"
United States
Katie E.
The price is £186
includes taxes & fees
14 Oct - 15 Oct
Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
A hot tub in front of a house with a porch and a window.

4. 2BR Lake Superior Stay | Hot Tub + Walk Downtown

2BR Lake Superior Stay | Hot Tub + Walk Downtown
Ashland
The price is £347
includes taxes & fees
9 Nov - 10 Nov
2BR Lake Superior Stay | Hot Tub + Walk Downtown
A living room with a wooden floor, a television mounted on the wall, a desk with a chair, a sofa, and a lamp.

5. Cozy home in Wisconsin's recreational northwoods.

Cozy home in Wisconsin's recreational northwoods.
Butternut
7.6 out of 10, Good, (5 reviews)
"Weather was hot, fishing was difficult at best, we had a good time."
United States
Robert
The price is £178
includes taxes & fees
14 Oct - 15 Oct
Cozy home in Wisconsin's recreational northwoods.
A rustic log cabin with a green roof, a small porch, and a view of a lake.

6. Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
Butternut
10.0 out of 10, Exceptional, (79 reviews)
"Cute and cozy winter rental. Looks like it would be a great summer spot too!"
United States
David M.
The price is £253
includes taxes & fees
17 Oct - 18 Oct
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
A brick building with a door and potted plants in front.

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

Historic Main St w/ Lake View | The Flatwater Loft
Ashland
10.0 out of 10, Exceptional, (4 reviews)
"Awesome location, great communication with host,Flat was newly decorated in 40’s deco. Loved loved the charm of the flat."
United States
Judy D.
The price is £376
includes taxes & fees
2 Nov - 3 Nov
Historic Main St w/ Lake View | The Flatwater Loft
A campsite with a trailer, a tent, and a car.

8. Rustic campground in Butternut

Rustic campground in Butternut
Butternut
The price is £55
includes taxes & fees
14 Oct - 15 Oct
Rustic campground in Butternut
A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

9. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (80 reviews)
"A little older cabin than we thought but quaint. Quiet and clean. I would recommend this"
United States
Brian r
The price is £125
includes taxes & fees
21 Oct - 22 Oct
Mission Springs Resort
A wooden deck with two wicker chairs and a table, overlooking a forest with autumn foliage.

10. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (329 reviews)
"Good staff"
United States
Adam
The price is £183
includes taxes & fees
25 Oct - 26 Oct
Telemark Northwoods Lodging
A flat-screen TV on a wooden TV stand in a living room with a patterned rug.

11. Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI
Ironwood
9.8 out of 10, Exceptional, (91 reviews)
"Bed was nice"
United States
Sarah
The price is £194
includes taxes & fees
14 Oct - 15 Oct
Cozy Home in Ironwood, MI
A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.

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

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
9.8 out of 10, Exceptional, (48 reviews)
"Cute and cozy little place! Perfect for our anniversary weekend getaway!"
United States
Kabao
The price is £193
includes taxes & fees
19 Oct - 20 Oct
Annex No. 1 DePerrys | On Lake Superior Shoreline
A bedroom with two beds, a dresser, a TV, and a door leading to another room.

13. Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove
Drummond
9.0 out of 10, Wonderful, (4 reviews)
"Newly constructed with only 3 units so very quiet."
United States
Cheryl A.
The price is £179
includes taxes & fees
14 Oct - 15 Oct
Lundy's Black Bear - Lemgrove
A bedroom with two beds, a ceiling fan, a wall-mounted clock, and a bathroom visible through an open door.

14. 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.
The price is £181
includes taxes & fees
1 Nov - 2 Nov
Brookside Hide-A-Way #2, Port Superior, Bayfield
A kitchen with a sink, a window, and a countertop.

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

Aurora Loft · Sleeps 8 · Bunk Room · Downtown
Ironwood
10.0 out of 10, Exceptional, (29 reviews)
"Thia is our 3rd time staying here and we will be back again! Perfect place to stay!"
United States
Sheila C.
The price is £161
includes taxes & fees
14 Oct - 15 Oct
Aurora Loft · Sleeps 8 · Bunk Room · Downtown
A kitchen with white cabinets, a microwave, and a patterned rug.

16. Trailhead Loft · Bunk Room · Downtown Ironwood

Trailhead Loft · Bunk Room · Downtown Ironwood
Ironwood
9.6 out of 10, Exceptional, (37 reviews)
"Great stay at a nice clean place."
United States
Philip M.
The price is £162
includes taxes & fees
14 Oct - 15 Oct
Trailhead Loft · Bunk Room · Downtown Ironwood
A view through a window of a grassy yard with a lake, trees, and a small building.

17. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
9.2 out of 10, Wonderful, (24 reviews)
"Very quiet resort , cabin had everything we needed .. we enjoyed fishing and the golfing area. It’s an older cabin but very clean and comfortable beds"
United States
Chris f.
The price is £106
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
A white door with a blue sign that reads 'PORT'.

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
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.
The price is £188
includes taxes & fees
27 Oct - 28 Oct
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.

19. 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, (43 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
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
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 Ashland County Hotel Reviews

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

10/10 Excellent
"Everything was really great."
Arnold 3-night trip
Posted less than an hour ago
Super 8 by Wyndham Ashland

Find out more about Ashland County

Holiday Apartments in Ashland County

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