
Places to stay in Ashland County
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Top-rated places to stay in Ashland County
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Popular amenities for Ashland County places to stay
Pet-friendly places to stay in Ashland County

Swiss Hut 1 &2 *New Listing*
We had a great time !!! The Swiss hut 1 and 2 provided us our needs after a long day of exploring the area. Cozy and warm . Great place to gather with friends and family. Thank you and hope we can come back in the near future.

TINY Home - BIG Adventures - Hike/Bike/Ride
This was our second stay at Randy’s place and I hope to come back again next winter. Great location, super well setup for our snowboarding trip, cross country trip. Thank you Randy for even cleaning the snow for us after the storm and for the flexible check in / check out times !

Up North Oasis | Families & Dogs in Bayfield Area
The hosts were responsive and accommodating. I was able to check in early and bring my pups! I had everything I needed for the dogs including an extra crate, bowls, beds, toys, and poop bags. Thanks again!

Treehouse 2 on Madeline Island
Viv’s place was very homey - I loved all the local art throughout the space. Had everything we needed and was clean. Easy to find even after walking from the ferry without cell service. :) On our way out, we already wanted to plan our next trip back to Madeline Island! With the location, I highly recommend bringing your car (as Viv suggested) or at least your own bikes since the rental place closes early. I’d definitely stay here again but would bring my own pillow. The ones provided were firmer than I’m used to, but my partner had no issues! Thank you, Viv!!

Cheerful 2 bedroom home away from home
great stay! warm clean and cozy! thank you ! well be back :))

Cozy home away from home #4 Schnickelfritz
We had a blast! Ski weekend for a family of three. Could not be closer to Big Powerhorn so the location was perfect. We really appreciated the wood burning fireplace (wood provided!), dog-friendly vibe and the game room downstairs. The sauna was also perfect after a day on the slopes. We'll be back!

LOOSE MOOSE LODGE at Big Powderhorn Mountain
Our family was lucky enough to spend a weekend at the Loose Moose Lodge. The cabin was wonderful and Jill was an even better host. We cannot wait to spend more weekends at the Loose Moose Lodge! Everything was great. Jill is an awesome host.

Cheerful 4-bedroom home with a hot tub
Great spot near the snowmobile trails. Jim was extremely accommodating of my family during our trip. We had a great time staying here and will definitely be back!
Other great vacation rentals in Ashland County

White Wings Cottage
Quiet place with very easy walkable access to town and the area. Beautiful view of Lake Superior! Super clean place. Comfortable bed for a great sleep.

Oui Ski Inn: Snowy Summit
We loved our stay here! Just a quick walk over to the base of Big Powderhorn, and very comfortable.

Mountain Top Chalet ~ A/C & Close to Rec Trails!
Absolutely amazing. Best stocked air bnb I’ve ever been too. Right on the top Of the mountain. Core memories were made here. We are coming back again

Brickyard Lakeside Retreat
The retreat on the lake was a beautiful place to spend a few days. We were there in the winter, and it was a nice cozy atmosphere to be in. The lake is beautiful, and there are beautiful walking trails in the neighborhood. There is a nice little community beach which would be great in the summer. Ashley was a very helpful and responsive host. Thank you!

Stunning 3 bed, 2 bath private lake front cottage.
This home’s location could not be better—it is nestled in the trees right on the lake and just steps aways from the ski hill allowing you to ski in and ski out! It was down a winding and hilly road that was easy to find with Marks instructions; I was grateful for the all wheel drive on our vehicle to get us there :) The house itself is also very impressive—it was beautiful, well constructed, clean and well stocked. Mark and his brother were super responsive and very friendly. We had a great stay!

Explore Bayfield-Apostle Islands-BigTop-Northwoods
The Driftwood Cottage and even better than described. Sheryl was so helpful and provided tips and recommendations for us. She even surprised us with it being ready for us early (even though WE weren’t there yet). It was so welcoming and cozy. Decor was lovely, matched the local vibe. Had lots of resources and reading materials available. We should have brought the whole family and just “locked in” as they have so much to do there between games, cooking and eating spaces, large yard. We mostly used it as our home base for day trips. But could have easily stayed a week comfortably!! Thank you so much … we would definitely stay again. :)

Beautiful Northwoods Cabin on Grand Portage Lake
Excellent stay again this year - love The Pine Cone and the property. Cabin had everything we needed. we live the fact that there is an aluminum boat included and we just bring a trolling motor and battery for the lake fishing. Beautifully quiet and great place for morning and evening walks - saw deer and great pine needles smell. Will stay again next summer.

Sunrise Morning Townhome w/Sauna at Big Powderhorn
Great space - just as advertised. Feels like "stepping back in time" a little - but in the best ways. The small sauna was a great treat at the end of a long day of skiing! Will stay again
Destinations to explore
- Rentals with outdoor seating Ashland County
- Pet-friendly rentals Ashland County
- Rentals with a washer and dryer Ashland County
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