
Condo vacation rentals in Ashland County
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Top-rated condo rentals in Ashland County
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Unit #5 Lumberjack- Trailside Black River Basin
I've stayed at Calley's places many times. You can beat the ski-in/ski-out location. She has made some nice upgrades to the units over the years and always does a great job with the communication. Her property manager is a great guy and is very responsive if issues arise. You can't go wrong staying here.

Unit #2 Lumberjack- Trailside Black River Basin
I've stayed at Calley's places at Black River Basin many times. It is so fun to be right on the slopes. This unit has some recent upgrades that were nice too. Calley and her property manager are very helpful and flexible.

Bayfield on the Lake - Waterfront Condo Downtown
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!

Rustic luxury in the NorthWoods III
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.

Unit #1 Lumberjack- Trailside Black River Basin
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.

Downtown "Blue Room" at Villages on Aurora
Our family of 5 loved staying in this place. It felt right at home immediately. Very warm and cozy and so inviting. We were all so comfortable! We will definitely stay here again!
Pet-friendly condo rentals

Ski In & Ski Out
This is a great place to stay for enjoying the skiing/snowboarding at Snow River resort. We went out the back door and were right on one of the slopes. The hosts have set the condo up very well and are very responsive to any questions we had. The unit is tastefully decorated and set up with all the amenities you will need for your stay. I can't say enough good things about our stay here. We will definitely be booking again for future trips to the area.

Lupinedorf #9
Overall good experience. Getting in and out was easy. Little bummed that the fireplace didn’t work/was decorative, but otherwise was great. Would rent again.

Downtown "Green Room" at Villages on Aurora
Love this place for its spacious layout, just right amenities, and its proximity to a great coffee shop!

Snowbound Bliss at Powderhorn Mountain
This is our second time with Your North Vacation and it felt like at home, once again. The place was spotless and cozy. We loved the location right in front of Big Powderhorn and 15 min away of Snowriver. They had stuff for our dog and some other details that we loved! Would not stop recommending Your North Vacation for your vacations in the UP! Host was super responsive as I had some issues with my email during our check-in.

Charming Ski Chalet at Powderhorn Mountain
We found and booked this condo with only a few days notice to spend some time playing in the snow. The condo was clean, comfortable and as described in the photos and had everything we needed and more. We appreciated the fireplace! While we had brought our own coffee supplies, it was nice to see the coffee bar so well stocked. The beds were a firm foam type, initially we thought they may be too firm, but once you settle in, they were comfortable. We had a great time skiing and snowshoeing in the area and condo #5 was relaxing place to unwind. There were new fluffy towels in the bathroom along with shower soap, shampoo and conditioner as well as hand soap- also appreciated. Thanks for a great stay.

Cozy Boatworks #202 Condo Pet friendly. Elevator.
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!

Powdermill Inn
Great location from ski lodge. Nice place for the money. Only downside is not being able to control the heat. Otherwise, we loved it and will be back. Took our dogs so that was a huge bonus for us.

Downtown "Yellow Room" at Villages on Aurora
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 rentals with a pool

One Minute Walk to Lake Superior. Brookside #3
Great location just outside of downtown Bayfield. Quiet and peaceful. The unit was clean and plenty of amenities (plus extra). Perfect 1 bedroom.

One Minute Walk to Lake Superior. Brookside #11
Jon's place was great! We were there for an Apostle Islands ice fishing weekend and the condo was everything we could have asked for. Jon was very responsive, and available for communication during the long weekend. We will definitely stay there again!

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed
The location is close to Bayfield in a nice quiet easy to find location. The condo is beautifully furnished with anything would need. We enjoyed our stay while visiting our family that lives in the area. We look forward to staying here again. The hosts do an amazing job communicating and making you feel right at home.

Superior Hideaway
Wonderful place to stay! Kitchen was nice and it was a solid place to sleep! Nice and close to bayfield/ski hill

Whitecap Mountain: Mountain Meadows #4 Nitecap
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!

One Minute Walk to Lake Superior. Brookside #10
I was in town for a long weekend and this place was perfect for me: a short drive to restaurants and activities in Bayfield and Washburn, and an easy drive to Ashland. The unit itself was comfortable. The sofa, TV and electric fireplace made it a good place to hang out and read or watch TV when I wasn't out hiking or snowshoeing. The small kitchen area was convenient for making coffee and storing leftovers to reheat later. I'd definitely stay here again if I'm back up this way next winter.
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