
Kid-friendly holiday rentals in Ashland County
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Top-rated kid-friendly rentals in Ashland County
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Ashland County kid-friendly rentals
Child-friendly house rentals

Entire- Cozy Chequamegon Home
We really enjoyed our stay! The beds were comfortable, we watched a DVD she had, there were lots of interesting books, we could walk to downtown, and the kitchen had everything we needed to make our meals there. We felt right at home!

A Cozy Getaway in Ashland
This is a great little house within easy driving distance to the many nearby state parks. Very clean, with nice little extras thrown in. Very easy check in and check out. The kitchen was well stocked. Beds were comfortable. Towels were so thick and soft I really wanted to take them all home with me - but I resisted. I will say, if you are someone that likes having a topsheet on your bed - you will need to bring one. Not everyone likes the same night temperature setting and it was either have the top quilt on or nothing. I would happily book again next time I am in N. Wisconsin. Thanks for a great stay!

Poplar Place
We stayed for a week and had a great time! The house was clean, well maintained, with a fully equipped kitchen. Holly was very helpful and responded to all our texts right away. Location is very convinient, with some great restaurants within a walking distance.

Hemlock House
Wes is working hard on a house with lots of potential. Bed was comfortable and house decorated from your childhood memories.

Trail Riders Haven-Heated Garage-1 Block ATV Trail
Biker Bunkhouse Great spot for four weary bikers. The house and garage were a perfect place for us to hang our hats and park our bikes. Good variety of places to eat - the Pines Cafe was great. Lori took good care of us and was a fantastic host.

Free Breakfast | Close to Waterfalls | Fast Wi-Fi
This home was everything you can ask for and more. All the amenities, including stuff you didnt know you would need were readily available for use. beautiful open and spacious back yard. Plenty of parking. Very clean and set up perfectly for adequate use of the space. Couldn't have asked for a better experience. If in the area again, will 100% stay in this exact home again!

On the Trail-Cedar Sauna & Close to Ski & Trails
We loved our stay! Michelle was a very responsive, friendly & even let us check out a little late. Loved having a sauna in the basement, of course it takes a little time to heat up, as expected. Bed was comfy, kitchen had everything we needed and loved having coffee and some creamer provided! I didnt think it was gonna be as much of a neighborhood as it was, but I never saw a neighbor. Our dog loved the big back yard and having fires. Bikes were nice to have as well. It was about an hour in a half drive to Bayfield, where we hopped on the ferry to Madeline Island/Apostle Islands. HIGHLY recommend. Great hiking in every direction within 30 mins of the airbnb tho. really enjoyed our stay and hope to return someday. Michelle was truly one of the easiest, friendly and most accommodating hosts I've ever dealt with. Thank You!

King Beds • Fire Pit • EV • Groups/Family & More
Beautiful house was perfect for our family. The home was completely updated, clean, and had everything we needed. Adam & Casey were responsive and easy to work with. The area is beautiful with so many activity options. We didn’t get to see everything on our list in a weekend, so we will have to go back, and we would definitely stay here again.
Kid-Friendly apartment rentals

Residence (Bay West)
This is a great space for a group! The pictures don't clearly show how spacious it is. Plenty of room to make meals, lounge, relax in the sun room, etc. It's right off a hiking trail and has beautiful views. Very close to town and walking distance to a delicious little bakery.

Chez DelMain -Upstairs apartment
Thank you Paul, we enjoyed our stay while we rested to continue our road trip.

Lake Superior Getaway. Hillside Suites Unit #2.
Diane was a lovely host. The apartment was super cozy and had everything we needed to feel right at home. We were extremely comfortable there and would definitely book again. Thanks for everything! It was nice to meet Blayne also (even though we didn’t know it was you 😀)

Harry's Hangar Apartment ** Glidden, WI.
Great place to stay. Nice and cozy and clean. Great location made it easy to get to the trails.

Hurley: location for all hobbies, holidays, events
Perfect location. Plenty of parking for our snowmobile trailer. We enjoyed being able to ride our sleds straight from the property to the trail. Convenient location to restaurants/entertainment. We had a little confusion figuring out what unit was ours but the host was helpful and responsive. My only complaint is the bed frames were more wobbly than we are used to. Otherwise our stay was wonderful. We would stay again!

Annex No. 2 DePerrys | On Lake Superior Shoreline
Such a peaceful stay. It felt like being in a tree house. Lake views from the bedroom and forest views from the living room. Would stay here again for sure. You could hear the people in adjoining apartment shutting cabinets and talking (I’m sure they could hear us) but still 100% peaceful.

3BR w/ trailer parking; 500ft to trail & fire pit
Great place to stay. Everything as described. Would definitely stay again.

Blue Moon - Relax in Upgraded Comfort
Great cozy place to stay. Diane was very responsive and flexible when we needed to check in early
Child-Friendly Holiday Condos

Chic and Modern Beach Front Condo with Lake Views
We had an amazing stay. We would definitely stay here again if we were in the area.

#1 Lakeside
Excellent condo beautiful surroundings great weather very good trip

Beachfront Condo -Stunning Views & Convenience All
We stayed two nights, mid-week, and found Erin’s place perfect for our needs. The views of the lake cannot be beat, we walked to dinner each night (and back for ice cream once!) and the area is charming. The unit is exactly as described. It was comfortable, well maintained and had everything we needed. Highly recommend and we will definitely stay again!

Cozy & Clean 2B/2B Condo w/ Jetted Tub!
This was a great place to stay for our end of the season ski trip. A close 2-minute walk to the chalet. There is a lift even closer, but it wasn't running, presumably because our stay was the last weekend of the ski season. The condo was clean, tidy, and had everything we needed. Beds were comfortable and cozy. Myron was super helpful and responded to messages within minutes. Being April, it wasn't cold enough to warrant using the hot tub, but it looked great. He offered to let us check out later since the cleaning crew wasn't arriving right at 11:00. Much appreciated! So much nicer to change in his condo rather than the chalet before our drive home. Looking forward to booking this condo again for our annual Michigan ski trip next winter!

Ski In & Ski Out
We stayed during a snowstorm that dumped a foot of snow and Wendy made it really easy to add an extra night to the stay

Lakeview Condo: Downtown Bayfield, Beach, Deck
Great location just a block off Main Street. Brian responded quickly when we had a problem using the door code to get in. Good recommendations for the area and the place worked perfectly for our group of six.

Captain's Cabin
We loved staying at Kathryn’s property and it could not have been more charming! The place was perfectly described, had great room for just the two of us, and was in the epicenter of the town! Perfect location and walking distance to really everything in Bayfield! 10/10 would recommend and will be reserving this spot again when we travel back!

Ski Lodge Condo across from Big Powderhorn Resort
Great place to stay and ski!
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