Condo vacation rentals in Ashland County

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Popular amenities for Ashland County condo rentals

Weekly condo rentals

Guest favorite

Condo in Bessemer

4.85 out of 5 average rating, 20 reviews

Unit #5 Lumberjack- Trailside Black River Basin

ErinRating, 5 stars1 month ago
This is the BEST place to stay for a group! Nothing beats a ski in / ski out! The place is perfect, includes lots of important kitchen items for cooking, tons of storage for clothes and gear, great parking, and a hot tub and sauna on site! We love it!! Worth every penny!

Condo in Bessemer Township

4.67 out of 5 average rating, 15 reviews

Ski In Ski Out at Bunkhouse at Blackjack Unit 4

JacquelineRating, 5 stars1 month ago
Our family had a wonderful stay at Bunkhouse. The location is perfect for ski in/out. The unit is very clean with a well equipped kitchen. The host is very responsive and offers helpful tips for local attractions and activities. We look forward to our next visit.
Guest favorite

Condo in Bayfield

4.95 out of 5 average rating, 44 reviews

Bayfield on the Lake - Waterfront Condo Downtown

SusannahRating, 5 stars3 months ago
We go up to Bayfield for a long weekend every fall and always stay at Bayfield on the Lake. This was our first time renting this unit, but we had a great time with great accommodations as usual. There was more than enough space for our family of 4 and the key code access was super convenient. Matthew was super proactive with all communication, so I never had to reach out with questions or concerns. The only negative all weekend was either not seeing or knowing ahead of time that coffee isn’t provided, but that was easily resolved with a quick trip to the grocery store. My husband was also somewhat disappointed by the small 4-5 pot coffeemaker, but that was a minor inconvenience. Overall, it was another fantastic weekend in Bayfield!

Condo in Ironwood

4.88 out of 5 average rating, 41 reviews

Rustic luxury in the NorthWoods III

MichaelRating, 5 stars4 months ago
We came to the Upper Peninsula for fall colors. The location (at the base of a ski hill) was right on the route for one of the best color drives in the area and close to the Copper Peak ski jump that offers rides to the top to see the surrounding countryside. The charging station for our Tesla was super close at the main lodge. Eric's place was super clean, quiet and comfortable. We liked having the pinball machine for some extra fun.
Superhost

Condo in Bessemer

4.5 out of 5 average rating, 10 reviews

Unit #1 Lumberjack- Trailside Black River Basin

ScottRating, 5 stars11 months ago
Calley is a really great host. This place is clean and comfortable with two full bedrooms and bathrooms. It’s super convenient to Black River. True ski in / ski out. Easy drive to Jackson Creek and other local areas. These are some of the best accommodations in the area with a great host. Highly recommend! We will be back.

Pet-friendly condo rentals

Guest favorite

Condo in Ironwood

4.92 out of 5 average rating, 102 reviews

The Green Room

KelliRating, 5 stars1 month ago
Our first time in the green room but we’ve stayed in the others several times. Amenities were good, and place was clean as always. We appreciate the location and cozy feel in all the Village on Aurora rooms.
Superhost

Condo in Ironwood Township

5 out of 5 average rating, 3 reviews

Lupindorf #8

CalebRating, 5 stars3 weeks ago
We loved this place, very close to big Powderhorn, snow river and ironwood. The price was great considering how expensive lift tickets have gotten. A hot tub out back would make this place perfect!
Guest favorite

Condo in Bessemer

4.84 out of 5 average rating, 43 reviews

Lupindorf #5 Condo at Powderhorn Mountain

TylerRating, 5 stars1 month ago
We stay in the Ironwood area a few times a year and have experienced a handful of different rentals. This one was fantastic! Simple keypad entry, extremely clean, updated amenities, and everything else we hope for. The building seems to be in the process of being fully refreshed, and they did a great job on this unit. We won’t hesitate to book it again!
Guest favorite

Condo in Bayfield

4.92 out of 5 average rating, 51 reviews

Cozy Boatworks #202 Condo Pet friendly. Elevator.

CurtRating, 5 stars3 months ago
Cozy and comfortable condo a few blocks from every thing in Bayfield. Very clean everywhere, and a comfortable bed. Easy walk to the ferry, restaurants, and local hiking trails. Many cool shops and restaurants to explore. Beautiful views and colors in mid-October. Amanda was very helpful and responsive in fixing a TV connection problem. Would definitely recommend!
Guest favorite

Condo in Ironwood

4.97 out of 5 average rating, 29 reviews

Cozy home away from home #2 Schnickelfritz

JoniRating, 5 stars3 weeks ago
Had another great trip to Powderhorn and best condo experience at Schnicklefritz. We love staying here for comfort, safety and fun. Thanks again Theresa for sharing your accommodation. Hope to See ya next year!! Joni n BJ

Condo in Bessemer

4.76 out of 5 average rating, 38 reviews

Powdermill Inn

Cho LongRating, 5 stars1 month ago
Clear Trail Properties was responsive, pleasant, and the host was helpful. The Bessemer condo was at a beautiful location, perfect for skiing at a few ski resorts in the area (Snowriver 15 minutes away and Big Powderhorn 3 minutes). The condo was well stocked with all the needed amenities in the kitchen, bathroom, and entertainment to make our family vacation very comfortable. We really enjoyed our stay!
Guest favorite

Condo in Ironwood

4.95 out of 5 average rating, 107 reviews

The Yellow Room

JessicaRating, 5 stars1 month ago
My family and I would definitely stay here again! It was super clean and cozy! The host was super responsive and helpful🙂. Highly recommend!

Condo in Bessemer

4.71 out of 5 average rating, 7 reviews

Room 228 Hike/Nature/Waterfalls/Powdermill Inn

JosephRating, 5 stars3 weeks ago
The place worked well for our visit to the area. Great price compared to other similar lodging. Jay was very responsive to questions and the area is perfect for outdoor recreation.

Condo rentals with a pool

Condo in Upson

4.9 out of 5 average rating, 20 reviews

Whitecap Mountain: Mountain Meadows #4 Nitecap

JennyRating, 5 stars29 months ago
We had a wonderful time at Gary’s place! We spent the weekend riding atv and this condo has amazing location to get to the trails with lots of extra parking close by. Gary’s place had lots of space with a great view of the lake! Very nice condo!
Superhost

Condo in Bayfield

4.73 out of 5 average rating, 150 reviews

Superior Hideaway

EmilyRating, 5 stars2 weeks ago
Staying at Sarah‘s place was comfortable and easy!
Superhost

Condo in Bayfield

4.79 out of 5 average rating, 346 reviews

One Minute Walk to Lake Superior. Brookside #11

EmilyRating, 5 stars1 month ago
The place was clean and neat! There isn't a lot of space but for 2 people it was comfortable. The kitchen is also small and offers basic needs so just plan ahead if you want to cook anything specific. Otherwise this place was quiet nice and it is close to Bayfield! We would definitely stay again!
Guest favorite

Condo in Bayfield

4.81 out of 5 average rating, 147 reviews

One Minute Walk to Lake Superior. Brookside #10

KaitlinRating, 5 stars3 weeks ago
Excellent winter stay in Bayfield. We were here for 3 of the coldest days this winter, and the space was snug and warm. Bed was comfortable. Space was clean and well set up. Jon was an excellent communicator and made it easy to know what to expect and what to do. The space was perfect for a couple.

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