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

Holiday Rentals in Ashland County

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Our top choices for Ashland County holiday rentals

A paved path along a lakeside park with a playground and a building in the background.

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 €162
includes taxes & fees
15 Nov - 16 Nov
South Apartment on Main Street
A residential area with houses, a fire pit, and outdoor seating.

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

2BR Lake Superior Stay | Hot Tub + Walk Downtown
Ashland
The price is €393
includes taxes & fees
19 Nov - 20 Nov
2BR Lake Superior Stay | Hot Tub + Walk Downtown
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, (56 reviews)
"Everything was amazing! Will be back"
United States
Kimberly
The price is €214
includes taxes & fees
17 Nov - 18 Nov
Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
A covered patio area with a table and chairs, a doormat, and a small garden area.

4. Cozy 1-bedroom condo located on the lake close to downtown.

Cozy 1-bedroom condo located on the lake close to downtown.
La Pointe
The price is €195
includes taxes & fees
24 Nov - 25 Nov
Cozy 1-bedroom condo located on the lake close to downtown.
Outdoor seating with Adirondack chairs and a fire pit by a lake.

5. 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, (82 reviews)
"Cute and cozy winter rental. Looks like it would be a great summer spot too!"
United States
David M.
The price is €311
includes taxes & fees
15 Dec - 16 Dec
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
A residential property with a large evergreen tree, a house with a visible front porch, and a small garden area.

6. 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 €194
includes taxes & fees
15 Nov - 16 Nov
Cozy home in Wisconsin's recreational northwoods.
A portable camping setup with a grill, a bottle of Corona Lightwave beer, and a gas canister on a white table in a forested area.

7. Rustic campground in Butternut

Rustic campground in Butternut
Butternut
The price is €62
includes taxes & fees
15 Dec - 16 Dec
Rustic campground in Butternut
A brick building with a door and potted plants in front.

8. 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, (6 reviews)
"We absolutely loved our stay. Everything about the set up (check-in/out, amenities, house logistics) were extremely clear. Communication with the hosts was easy and they were quick to respond when we had a question. The location and decoration of the space was perfect. We all agreed it was the perfect balance of a well-curated space while still feeling really homey!We can’t recommend this place enough and we will definitely be back next time we’re in Ashland!"
United States
Christina N.
The price is €411
includes taxes & fees
30 Nov - 1 Dec
Historic Main St w/ Lake View | The Flatwater Loft
A camping area with a table and chairs, surrounded by tall trees and a lake.

9. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (331 reviews)
"Clean, quiet…easy check in. Great communication pre check-in. Beautiful setting/area. Will be back…"
United States
Thomas
The price is €89
includes taxes & fees
15 Nov - 16 Nov
Telemark Northwoods Lodging
A beach with a sandy shore, trees, and a body of water.

10. 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
The price is €195
includes taxes & fees
16 Nov - 17 Nov
Mission Springs Resort
A compact living space with a kitchenette, a television, a ceiling fan, and a wooden cabinet.

11. Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint

Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint
Bayfield
10.0 out of 10, Exceptional, (2 reviews)
"The condo was very clean and everything you would need was there. Lisa was very responsive to any questions we had, and was very helpful. We would definitely recommend it to others."
United States
Carol
The price is €161
includes taxes & fees
15 Nov - 16 Nov
Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint
A wooden deck with white railings, surrounded by a wooden fence and trees.

12. Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI
Ironwood
9.8 out of 10, Exceptional, (95 reviews)
"Bed was nice"
United States
Sarah
The price is €185
includes taxes & fees
18 Nov - 19 Nov
Cozy Home in Ironwood, MI
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 €202
includes taxes & fees
15 Dec - 16 Dec
Lundy's Black Bear - Lemgrove
A hotel room with a bed, a desk, a chair, a TV, and a window with a view of trees and water.

14. 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 €213
includes taxes & fees
15 Nov - 16 Nov
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.

15. 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, (46 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 price is €236
includes taxes & fees
16 Nov - 17 Nov
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
A living room with a sectional sofa, a coffee table, a floor lamp, and a window with blinds.

16. Hurley: location for all hobbies, holidays, events

Hurley: location for all hobbies, holidays, events
Hurley
9.4 out of 10, Exceptional, (38 reviews)
"Great location, great host will stay again"
United States
Brian B.
The price is €180
includes taxes & fees
23 Nov - 24 Nov
Hurley: location for all hobbies, holidays, events
A building with a green roof and an American flag, surrounded by trees with yellow leaves.

17. Vintage home located in Ironwood Michigan

Vintage home located in Ironwood Michigan
Ironwood
8.4 out of 10, Very good, (36 reviews)
"The host was very communicative, which made our stay great. The house was clean and was exactly what we needed for our visit to the UP. "
United States
Lauren B.
The price is €194
includes taxes & fees
18 Nov - 19 Nov
Vintage home located in Ironwood Michigan
A living room with a wooden coffee table, a black sofa, a brown armchair, and a patterned rug.

18. Hurley, 1 block from Famous Silver Street

Hurley, 1 block from Famous Silver Street
Hurley
9.2 out of 10, Wonderful, (29 reviews)
"It was a quick stay."
United States
William S.
The price is €184
includes taxes & fees
15 Nov - 16 Nov
Hurley, 1 block from Famous Silver Street
A person sitting at a wooden table by a window with a view of a sunset over water, a painting on the wall, and a lamp on the table.

19. Wildflower Loft · King + Desk · Downtown

Wildflower Loft · King + Desk · Downtown
Ironwood
9.8 out of 10, Exceptional, (42 reviews)
"We had a very nice stay. We enjoyed staying in the green apartment again. We have stayed here many times. It's so comfortable and clean, and close to everything (family, coffee shop, brewery and restaurants)!"
United States
Elizabeth D.
The price is €190
includes taxes & fees
16 Nov - 17 Nov
Wildflower Loft · King + Desk · Downtown
A beach with a wooden barrier and calm water reflecting sunlight.

20. 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, (48 reviews)
"Great place to relax and close enough to Bayfield, a fun and charming seaport."
United States
Tad S.
The price is €228
includes taxes & fees
19 Nov - 20 Nov
The Copper Squirrel is a secluded full log cabin on 10 acres.
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

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

10/10 Excellent
"The room and the staff were so excellent! I was extremely pleased to find so many accessible "grab bars" in the tub/shower, and the shower head/water flow was terrific! Because there is remodeling happening at the hotel, I couldn't give a full 5-Star for those areas - lots of traffic in the hall and doors left open on the rooms being improved - however, my stay was wonderful and I will definitely be booking my next stay with the Hurley, WI Days Inn!"
Anne 3-night trip
Posted 1 day ago
Days Inn by Wyndham Hurley

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Holiday Homes in Ashland County

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