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Holiday Rentals in Ashland County

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Our top choices for Ashland County holiday rentals

Property grounds
Rustic campground in Butternut

Camping in Butternut

Rustic campground in Butternut
1.0 star property
The price is €62
includes taxes & fees
31 Dec - 1 Jan 2026
Rustic campground in Butternut
Exterior
Cozy home in Wisconsin's recreational northwoods.

Holiday Home in Butternut

Cozy home in Wisconsin's recreational northwoods.
3.0 star property
8.0 out of 10, Very good, (4)
"Property was located just down the road from the snowmobiling trail and was easy and quick in/out access"
United States
Jake C.
The price is €181
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy home in Wisconsin's recreational northwoods.
Interior
North Apartment with Lake Superior Views

Apartment in Ashland

North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, (42)
"We loved our stay! It was a beautiful place and so comfortable."
United States
Jennifer S.
The price is €171
includes taxes & fees
4 Jan - 5 Jan 2026
North Apartment with Lake Superior Views
Property grounds
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Cabin in Butternut

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
10.0 out of 10, Exceptional, (75)
"Amazing property right on the lake.100% worth staying there"
United States
Adam M.
The price is €294
includes taxes & fees
2 Jan - 3 Jan 2026
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
Interior
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Cabin in Mellen

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
10.0 out of 10, Exceptional, (17)
"Super clean, super comfortable, perfect peaceful location."
United States
Chris C.
The price is €227
includes taxes & fees
4 Jan - 5 Jan 2026
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio
Telemark Northwoods Lodging

Condo in Cable

Telemark Northwoods Lodging
3.5 star property
9.0 out of 10, Wonderful, (316)
"Colors of the trees were beautiful, staff helpful, trails plentiful and walkable."
United States
Kenneth
The price is €287
includes taxes & fees
4 Jan - 5 Jan 2026
Telemark Northwoods Lodging
Fridge, microwave, oven, stovetop
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

Holiday Home in Ojibwa

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
2.0 star property
10.0 out of 10, Exceptional, (13)
"Very cozy, perfect for a family. Had everything we needed. "
United States
Erica C.
The price is €172
includes taxes & fees
2 Jan - 3 Jan 2026
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Fridge, microwave, oven, stovetop
Mercer House on Major Snowmobile and ATV Trail

Holiday Home in Mercer

Mercer House on Major Snowmobile and ATV Trail
2.0 star property
10.0 out of 10, Exceptional, (3)
"The townhouse nicely remodeled and the perfect set up for our weekend trip. The coffee shop next door was also wonderful!"
United States
laura g.
The price is €396
includes taxes & fees
29 Jan - 30 Jan 2026
Mercer House on Major Snowmobile and ATV Trail
Terrace/patio
Cozy Home in Ironwood, MI

Holiday Home in Ironwood

Cozy Home in Ironwood, MI
10.0 out of 10, Exceptional, (68)
"Beautiful private and convenient "
United States
Brenda K.
The price is €192
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Home in Ironwood, MI
Iron/ironing board, free WiFi, bed sheets, wheelchair access
Lundy's Black Bear - Lemgrove

Cabin in Drummond

Lundy's Black Bear - Lemgrove
2.0 star property
The price is €173
includes taxes & fees
30 Jan - 31 Jan 2026
Lundy's Black Bear - Lemgrove
Exterior
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Chalet in Upson

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
2.0 star property
10.0 out of 10, Exceptional, (1)
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "
United States
Stacy H.
The price is €1,514
includes taxes & fees
2 Jan - 3 Jan 2026
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Smart TV, fireplace, books
Modern Cabin with Classic Northwoods Experience...Close to Trails

Cabin in Hayward

Modern Cabin with Classic Northwoods Experience...Close to Trails
10.0 out of 10, Exceptional, (35)
"Absolutely stunning views, abundant wildlife, and peaceful. Would definitely recommend to anyone trying to escape! "
United States
Lily T.
The price is €316
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Cabin with Classic Northwoods Experience...Close to Trails
Exterior
The Copper Squirrel is a secluded full log cabin on 10 acres.

Cabin in Bayfield

The Copper Squirrel is a secluded full log cabin on 10 acres.
10.0 out of 10, Exceptional, (27)
"Perfect little cabin. So easy to kick back and relax and with local attractions being just 15-20 min away the location was perfect. Clean cabin, very responsive and kind host. Would 100% recommend to anyone looking to explore the beautiful Bayfield area."
United States
Lance K.
The price is €208
includes taxes & fees
18 Jan - 19 Jan 2026
The Copper Squirrel is a secluded full log cabin on 10 acres.
Exterior
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

Holiday Home in Ironwood

Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!
10.0 out of 10, Exceptional, (24)
"Our first stay was really awesome! Lots of room to gather!"
United States
Deanna S.
The price is €273
includes taxes & fees
13 Jan - 14 Jan 2026
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!
Property grounds
New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio

Apartment in Ironwood

New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio
10.0 out of 10, Exceptional, (46)
"This was an amazing place to stay! The hot tub and rooftop patio were AMAZING. We had an amazing time and the apartment was super clean and had everything we needed. We hope to come again!"
United States
Natalie L.
The price is €304
includes taxes & fees
3 Jan - 4 Jan 2026
New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio
1 bedroom, WiFi, bed sheets
Lake Side Room at The Copper Trout.

Apartment in Bayfield

Lake Side Room at The Copper Trout.
9.2 out of 10, Wonderful, (100)
"Great location and exactly what we needed for our two night stay in Bayfield. Everything in town was walkable from the VRBO as well. Would stay again!"
United States
Alexander L.
The price is €200
includes taxes & fees
31 Dec - 1 Jan 2026
Lake Side Room at The Copper Trout.
Smart TV
Hurley: location for all hobbies, holidays, events

Apartment in Hurley

Hurley: location for all hobbies, holidays, events
9.6 out of 10, Exceptional, (25)
"enjoyed our time, would recommend this place!"
United States
dave r.
The price is €177
includes taxes & fees
31 Dec - 1 Jan 2026
Hurley: location for all hobbies, holidays, events
Fridge, microwave, oven, stovetop
Lake Shore Home with private dock and large deck--1 mile from Bayfield

Holiday Home in Bayfield

Lake Shore Home with private dock and large deck--1 mile from Bayfield
10.0 out of 10, Exceptional, (111)
"Beautiful views, great location and proximity to Bayfield. Loved our stay. Will be back in the fall! "
United States
Monica O.
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Interior
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

Cabin in Hayward

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
8.8 out of 10, Excellent, (8)
"Quiet resort. I really enjoyed spending time with my family and just getting away for a week."
United States
Shelli H.
The price is €120
includes taxes & fees
4 Jan - 5 Jan 2026
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Smart TV, fireplace
Apostle Pines #4 @ Apostle Highlands Golf Course

Holiday Home in Bayfield

Apostle Pines #4 @ Apostle Highlands Golf Course
9.6 out of 10, Exceptional, (15)
"Very clean, relaxing and beautiful location! "
United States
Garry H.
The price is €405
includes taxes & fees
4 Jan - 5 Jan 2026
Apostle Pines #4 @ Apostle Highlands Golf Course
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

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

10/10 Excellent
"everything was fantastic, just like always."
Kenneth 1-night trip
Posted 4 days ago
Quality Inn Ashland - Lake Superior

Find out more about Ashland County

Holiday Homes in Ashland County

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