
Kid-friendly vacation rentals in Ashland County
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Top-rated kid-friendly rentals in Ashland County
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Popular amenities for Ashland County kid-friendly rentals
Kid-friendly house rentals

Travelers Haven: next to downtown and trails
Anna's place was lovely. Ironwood always has a range from very cheap to quite expensive, so finding a middle ground accommodation that was clean, peaceful, and up to date was very much so enjoyed!

Gile Trailside Inn
Chanel’s home was exactly as described, easy to get to, easy in and out and everything one would need. Bars, restaurants and shopping within a few minutes. Access to the ATV trail is within view of the house which is very convenient. Bonus was the use of the garage. Communication was spot on. Would definitely recommend to anyone and would not hesitate staying again.

Blue Ribbon House, perfect in town location
Thank you for giving us the opportunity to stay in your home it was what we needed to accommodate a large family. The neighborhood was quiet, your neighbor Nancy made sure we had everything we needed and even joined us for supper and gave us some history of the area. Thank you once again. We look forward to staying with you in the future.

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!

Henny Penny-Quiet and Close to Town
We felt right at home! The house was comfy and perfect for our weekend getaway! We are already talking about making another trip soon!

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
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 ..

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!
Kid-friendly apartment rentals

Sunny + Quaint Rental in the Heart of Bayfield
This is a totally lovely place! And the hosts are super wonderful. Reserve it now! 😁

4 bed 1.5 bath apartment!
Great place to stay if you are going to be doing activities in the area and everyone wants their own bedroom.

Treehouse 2 on Madeline Island
Viv greeted us in person the evening we arrived. We thoroughly enjoyed our stay, used the charcoal grill each evening, and slept well on the very comfortable mattress.

Chez DelMain -Upstairs apartment
Felt very comfortable in this quiet, lovely neighborhood with great hosts. The hilly streets made me think of San Francisco a bit so we used our car even to go downtown where parking was not a problem. Highly recommend St James Social for Sunday brunch and delicious coffee specialties. Don’t miss the spectacular Dobson Garden across from the Brownstone Trail by the marina. Also, music dockside while enjoying fish & chips at Hoop’s is a must. Madeline Island has a fabulous beach so allow time for this. If you take the Apostle Island cruise, avoid sitting by the water’s edge topside if you want to hear the captain’s narration! Sorry to miss the lighthouse tour. We came too early in the season. So glad we visited Bayfield & surrounding area!

Lake Superior Getaway. Hillside Suites Unit #2.
This was such a great stay - quick walk to the ferry and downtown, yet just those few blocks away where you also feel like you're in some peace and quiet. You could see Lake Superior from the patio and the neighborhood was lovely and safe. The on-site host, Diane, was an absolute gem. She was so kind and gave me great suggestions on places to dine and sites to see. My dog also took to her immediately, so you know she's good people :) The place had everything I needed and was reasonably priced. Would definitely stay here again if I'm in Bayfield.

Bayfield Island View "Fedora" on Lake Superior
Pearl and Jim are great hosts, very easygoing and always helpful. The apartment is the lower unit, exactly as described. From the great window in the main room to the wonderful deck, large bathroom, comfortable bedroom with plenty of closet and drawer space, everything worked well. The garden and lawn that lead down to a small private beach are beautifully landscaped. The apartment was spotless and comfortable.

Hurley, 1 block from Famous Silver Street
Great location right off the snowmobile trail and close to downtown. Nice big parking lot for a snowmobile trailer. House was clean and comfortable. Everything was as described.

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.
Kid-friendly condo rentals

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

Beachfront Condo -Stunning Views & Convenience All
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!

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

Sheila's Downtown Condo
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!

Cozy Boatworks #202 Condo Pet friendly. Elevator.
Cozy and comfortable condo a few blocks from every thing in Bayfield. Very clean everywhere, and a comfortable bed. Easy walk to the ferry, restaurants, and local hiking trails. Many cool shops and restaurants to explore. Beautiful views and colors in mid-October. Amanda was very helpful and responsive in fixing a TV connection problem. Would definitely recommend!

Modern Condo Just Steps from the Lake
We appreciated the location and the pleasant apartment. Good supply of towels, comfortable bed, and anything we wanted in the kitchen and bathroom. Lots of suggestions about things to do and places to eat. Thank you for a lovely stay.

Captain's Cabin
One of the nicest and cleanest Airbnb's we've stayed so far! Kathryn and Tom were super friendly and very responsive! Their place is easily walkable to many restaurants, marina, ferry, cruises, etc. We really loved our stay! Thank you!
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