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 stars2 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 stars5 days 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!
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, 126 reviews

Trail Riders Haven-Heated Garage-1 Block ATV Trail

JaquelynRating, 5 stars3 weeks ago
Had a great time during my stay . The home was clean , plenty of room . Drive way is narrow if you have a big truck fyi , but the garage was perfect to park our atv in ..
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 stars3 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 Hurley
4.98 out of 5 average rating, 141 reviews

Cheerful, Charming Retreat

AimeeRating, 5 stars3 weeks ago
I absolutely loved this place very clean and bright. Beautiful decorations and set up super cute. I left my ear buds there and Susan called and texted and mailed them back to me. They where very responsive and helpful. The house is Right near the trails and walking distance to very good restaurants and bars. I will be back here in the winter so I can try some snowmobiling. I love this place the owners are great and I will be back
Top Guest favourite
Home in Ironwood
4.96 out of 5 average rating, 112 reviews

The Saari House on the ABR Ski Trails

SallyRating, 5 stars3 months ago
My group has been cross-country skiing at ABR for more than 20 years. We like to rent a house on the trails. This was our first time at Saari House. The second week in March was late in the season for skiing, but we skied in the mornings and snowshoed in the afternoons. Being right off the Blueberry Bluffs trails was nice. The house is charming, with lots of natural light. There is a well-equipped kitchen and a dining room table that seats 6. There is just one bathroom but that was fine for our group of four women. One bedroom is on the main floor, off the cozy living room. The second floor has the second bedroom, plus an extra room with a pull-out couch. It was nice to have plenty of large towels, and a washer/dryer in the bathroom. There is a small wooden deck around the front of the house. You enter through a mud room with plenty of room to store your boots and hang clothes. We look forward to a visit here next winter!

Kid-Friendly apartment rentals

Guest favourite
Apartment in La Pointe
4.93 out of 5 average rating, 122 reviews

Treehouse 2 on Madeline Island

MariaRating, 5 stars3 weeks ago
Lovely, large space with four, outdoor decks - so nice to be able to step outside from any space in the treehouse. The location is not far from town but also very quiet and peaceful. The space is lovely and very well-appointed; we especially enjoyed the kitchen. Vic was super friendly and gave us great recommendations as to what to see the next day. The island is gorgeous and there is wildlife viewing if lucky! Highly recommended.
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 stars6 days 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 stars6 days 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.

Child-Friendly Holiday Condos

Guest favourite
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
4.8 out of 5 average rating, 40 reviews

Charming 1 Bdrm Condo Steps from the Beach!

JoanRating, 5 stars2 weeks ago
This is a great little condo! There's a great view of the lake, and it's within walking distance to everything this sweet, tiny town has to offer! The space is cozy and has everything you might need for a stay. I especially appreciated that there are coat hooks and storage for clothes and luggage.
Guest favourite
Condo in Bayfield
4.92 out of 5 average rating, 112 reviews

Beachfront Condo -Stunning Views & Convenience All

MarisaRating, 5 stars2 weeks ago
Great little condo in a fantastic location! We loved the lake view and how close it was to many amenities. Would definitely stay here again!
Guest favourite
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!
Guest favourite
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
Guest favourite
Condo in La Pointe
4.85 out of 5 average rating, 118 reviews

Sheila's Downtown Condo

SharonRating, 5 stars3 weeks ago
The apartment was actually nicer in person than we had anticipated from the pictures. The location was very convenient and within walking distance of almost everything in LaPointe. The member of our group who had lived in New Orleans especially appreciated the Cajun seasoning left in the cupboard!
Guest favourite
Condo in Ironwood
4.92 out of 5 average rating, 104 reviews

Downtown "Green Room" at Villages on Aurora

SherylRating, 5 stars3 months ago
Love this place for its spacious layout, just right amenities, and its proximity to a great coffee shop!
Top Guest favourite
Condo in Bayfield
4.98 out of 5 average rating, 128 reviews

Captain's Cabin

PatriciaRating, 5 stars4 days ago
Kathryn is a top notch, excellent hostess! She always responded quickly to any questions and communicated early check in to us so we could plan accordingly. It was wonderful to have received such warm, personal, inviting hospitality as we did with Kathryn! The Airbnb was BEAUTIFUL, so clean, comfortable, and welcoming. It was so great to have all we needed in the kitchen to make meals with such an organized & well stocked kitchen. We totally felt at home there and would have loved to stay longer! We look forward to returning in the future. This was above 5 star experience for us! We GREATLY APPRECIATE the warm and inviting, awesome hospitality and accommodations! Thank you Kathryn :)

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