Family-friendly vacation rentals in Ashland

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.

Great place to stay at. Nothing beats being able to just walk out of you back door and be on the ski hill. Has everything anyone would need plus more.

A great location. In walking distance to a ski lift. The place was clean and it was awesome being able to have a fire in the fire place. Peter checked in with us in person to see if we needed anything. Also, he was very responsive to a couple questions I had prior to arriving. We will be back.

Good spot, nice place for the price. We had a small mix-up with getting back in, but Tim was very responsive and got it handle immediately.

This is a very nice and spacious place in a convenient building whether you are skiing at Black River (which is ski in - ski out) or Jackson Creek Summit which is only 10 minutes away and has easy parking. Calley is super responsive and easy to work with.

Tim’s place was very relaxing for the early weekend getaway! Would def stay with host again!

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.

Really wonderful place. So beautifully curated. Just fun, and welcoming. Eric was great at communicating everything. It worked perfectly for our trip through the UP, close to the beautiful Porcupine Mtns and all things Western U.P.

The apartment was comfortable and clean, would definitely recommend. My two small kids fit on the sofa bed, but it is a very small one!

An absolutely wonderful stay! We spent time around the fire, walking the beach, and loved the gas fires and sauna inside too. Really enjoyed cooking with great pans and utensils , and gathering at the table with a great view inside and out. The wrap around porch is welcoming and the path around the fire pit to the lake spectacular! We will be back!

we absolutely loved the Hygge House and our stay there. Not only was it adorable and beautifully decorated, it was immaculately clean and Kaity and Brett were wonderful to work with-So kind and responsive. We even added on another day to our trip because we were loving it and needing the quiet and rest away from home. The Cable area is our favorite and we will definitely be back to this wonderful place to stay.

The Bunkhouse exceeded our expectations. It was cozy, relaxing, and clean. We enjoyed being right on the lake, walking in the woods, a warm campfire, and the sauna! The internet allowed us to stream a Lynx basketball game, the porch offered quiet reading space, and the pullout sofa afforded restful sleep. Our old dog loved the calm outdoors and “Back 40”. We can’t wait to come back!

Great condo, wonderful location, Jon was amazing at answering any questions, and we love that it’s pet friendly.

Greg’a place was very clean with a lovely view of the river. The heated floors and useable fireplace made the space extra special. Would stay here again.

This place was incredible for us. Our experience reminded me of what Airbnb used to be. Lovable quirks, unique spot, friendly and fun hosts, and an experience you couldn’t get anywhere else. The kitchen was beautiful! Trails right out the door. What else could you want? Thanks for everything!

Adorable home. Well cared for. Very homey and comfortable. Fully stocked kitchen and bathroom. Just like home! We loved it!🥰

Great location just outside of downtown Bayfield. Quiet and peaceful. The unit was clean and plenty of amenities (plus extra). Perfect 1 bedroom.

This is our second time staying with Jon, although this time we stayed in a different unit. Jon is wonderful and easy to work with. He’s got great local recommendations and we love the place for access to Nordic skiing at Mt. Ashwabay. Will be back.

Host had great communication and instructions. Easy to check in and get into room.

The view was great. Home was comfy. Thanks again!