Kid-friendly holiday rentals in Ashland County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Ashland County kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Ashland
4.87 out of 5 average rating, 235 reviews

Entire- Cozy Chequamegon Home

SashaRating, 5 stars3 months ago
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!
Top Guest favourite
Home in Ashland
5 out of 5 average rating, 22 reviews

A Cozy Getaway in Ashland

TracyRating, 5 stars1 week ago
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!
Guest favourite
Home in Hurley
4.93 out of 5 average rating, 15 reviews

Poplar Place

SergeyRating, 5 stars5 months ago
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.
Superhost
Home in Ironwood
4.76 out of 5 average rating, 110 reviews

Hemlock House

ScottRating, 5 stars1 month ago
Wes is working hard on a house with lots of potential. Bed was comfortable and house decorated from your childhood memories.
Guest favourite
Home in Ironwood
4.98 out of 5 average rating, 127 reviews

Trail Riders Haven-Heated Garage-1 Block ATV Trail

BradRating, 5 stars4 days ago
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.
Top Guest favourite
Home in Ironwood
4.99 out of 5 average rating, 214 reviews

Free Breakfast | Close to Waterfalls | Fast Wi-Fi

JasonRating, 5 stars4 weeks ago
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!
Top Guest favourite
Home in Ironwood
4.98 out of 5 average rating, 179 reviews

On the Trail-Cedar Sauna & Close to Ski & Trails

SarinaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Bayfield
5 out of 5 average rating, 30 reviews

King Beds • Fire Pit • EV • Groups/Family & More

JillRating, 5 stars2 weeks ago
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

Superhost
Apartment in Bayfield
4.8 out of 5 average rating, 10 reviews

Residence (Bay West)

CaitlinRating, 5 stars21 months ago
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.
Guest favourite
Apartment in Bayfield
4.91 out of 5 average rating, 138 reviews

Chez DelMain -Upstairs apartment

AzucenaRating, 5 stars1 week ago
Thank you Paul, we enjoyed our stay while we rested to continue our road trip.
Guest favourite
Apartment in Bayfield
4.93 out of 5 average rating, 106 reviews

Lake Superior Getaway. Hillside Suites Unit #2.

JulieRating, 5 stars1 week ago
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 😀)
Top Guest favourite
Apartment in Glidden
4.93 out of 5 average rating, 59 reviews

Harry's Hangar Apartment ** Glidden, WI.

JenniferRating, 5 stars4 months ago
Great place to stay. Nice and cozy and clean. Great location made it easy to get to the trails.
Guest favourite
Apartment in Hurley
4.89 out of 5 average rating, 47 reviews

Hurley: location for all hobbies, holidays, events

MirandaRating, 5 stars4 months ago
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!
Superhost
Apartment in Bayfield
4.87 out of 5 average rating, 76 reviews

Annex No. 2 DePerrys | On Lake Superior Shoreline

JenniferRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Ironwood
4.88 out of 5 average rating, 24 reviews

3BR w/ trailer parking; 500ft to trail & fire pit

JustinRating, 5 stars3 months ago
Great place to stay. Everything as described. Would definitely stay again.
Top Guest favourite
Apartment in Ironwood
4.94 out of 5 average rating, 16 reviews

Blue Moon - Relax in Upgraded Comfort

RayRating, 5 stars1 month ago
Great cozy place to stay. Diane was very responsive and flexible when we needed to check in early

Child-Friendly Holiday Condos

Superhost
Condo in Bayfield
4.89 out of 5 average rating, 36 reviews

Chic and Modern Beach Front Condo with Lake Views

TimothyRating, 5 stars2 weeks ago
We had an amazing stay. We would definitely stay here again if we were in the area.
Superhost
Condo in La Pointe
4.98 out of 5 average rating, 106 reviews

#1 Lakeside

MelvinRating, 5 stars8 months ago
Excellent condo beautiful surroundings great weather very good trip
Superhost
Condo in Bayfield
4.92 out of 5 average rating, 113 reviews

Beachfront Condo -Stunning Views & Convenience All

MelissaRating, 5 stars4 days ago
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!
Superhost
Condo in Wakefield
4.97 out of 5 average rating, 187 reviews

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

AaronRating, 5 stars2 months ago
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!
Superhost
Condo in Wakefield
4.94 out of 5 average rating, 18 reviews

Ski In & Ski Out

GarrettRating, 5 stars2 months ago
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
Superhost
Condo in Bayfield
4.95 out of 5 average rating, 94 reviews

Lakeview Condo: Downtown Bayfield, Beach, Deck

MicheleRating, 5 stars1 month ago
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.
Superhost
Condo in Bayfield
4.98 out of 5 average rating, 131 reviews

Captain's Cabin

MattRating, 5 stars1 day ago
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!
Superhost
Condo in Bessemer
4.76 out of 5 average rating, 51 reviews

Ski Lodge Condo across from Big Powderhorn Resort

McAdamRating, 5 stars3 months ago
Great place to stay and ski!

Destinations to explore