
Kid-friendly holiday rentals in Ironwood
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Top-rated family-friendly rentals in Ironwood
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Kid-friendly house rentals

Powderhorn Tri-level home
We used Williams place to ski at Big Powderhorn and snowshoe on some of the Wolverine trails. The location was good for us. It was a very short ride to both places. We had 6 adults and 2 children and the place was very roomy for us. The 5 bedrooms and 5 beds were perfect for our sleeping arrangement. We will definitely be back next year for a long weekend trip.

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!

The Lake House
Jason’s house was absolutely beautiful. Literally feet off the lake. Stunning sunsets and sunrises. Super easy and fast communication and helpful with answers. The place is clean and has just about all you need. If you plan on snowmobiling, something to note is the home is about 1 1/2 miles off the trail so you will need to ride the highway and the plows leave very little to no snow on the emergency lanes. But we absolutely loved our stay.

Serenity POW! Indoor Hot Tub ~ Near Big Powderhorn
Great spot and close to everything. The fenced in yard was great for our active pup and the hot tub was terrific! Beds were comfy!

The Saari House on the ABR Ski Trails
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!

Fireplace • Dog Friendly • King Bed • (Powderhorn)
Really cute little neighborhood of vacation homes. Very comfortable & well equipped. There is firewood & marshmallow sticks as well as thoughtful additions like seasoning, aloe for our sunburns & more. They have an awesome handbook with local info as well! Lastly, the host was super helpful and helped find a Mothers Day brunch spot for us 😊 We would definitely stay here again!

The House Next Door, In-Town Two Story House
We loved our stay at Jackie’s place. Great location in Ironwood, close to Lake Superior, waterfalls, and other UP attractions. Great amenities and lots of space for friends & family. You can tell she put a lot of work into making this beautiful older house into a relaxing space. We would love to visit again!

Grandma’s Country Cottage/Sleeps 8/Dog-Friendly
This was so much like my family's homes growing up it was perfect for our group trip to Madeline Island and other surrounding beauty! This was a company trip but excited to book a trip for my wife and our 3 kids!
Family-friendly apartment rentals

Sunny + Quaint Rental in the Heart of Bayfield
We spent a weekend away in Bayfield with another couple and this Airbnb was perfect! We were in walking distance to everything, we were able to enjoy games in the evening and the peacefulness of this quiet neighborhood. Cute little Airbnb and hope to return again.

Sun Dance Apartments unit 3
Great place to stay, private but quick drive into town. Even better than the pictures/description. I would definitely stay here again when we come back to the UP!

Cozy apartment near the Porcupine Mountains
awesome experience! thanks Chris!!

Lovely Downtown 2 Bedroom Apartment!
Luke has been very communicative throughout the whole process. He has maintained contact before, during and after our stay. The apartment is located within walking distance to several local eateries. You're also not far from the Wisconsin border where you will find even more restaurants. Upon arrival, we weren't entirely sure where the apartment was because there was no clear address on the building and we never saw a photo of the outside. It's a very spacious apartment, they have done some great updates to the place. New shower with great water pressure. They upgraded the TV before our visit. The kitchen was stocked with basic needs (dishes, pans, cups, etc.) and our bed was comfortable. Like much of the U.P. it's an older building (built in 1887), but I have no doubt that the owners are going to restore its charm.

Treehouse 2 on Madeline Island
Viv’s place was very homey - I loved all the local art throughout the space. Had everything we needed and was clean. Easy to find even after walking from the ferry without cell service. :) On our way out, we already wanted to plan our next trip back to Madeline Island! With the location, I highly recommend bringing your car (as Viv suggested) or at least your own bikes since the rental place closes early. I’d definitely stay here again but would bring my own pillow. The ones provided were firmer than I’m used to, but my partner had no issues! Thank you, Viv!!

Winterpark 2
Our group had a blast here for a weekend of skiing! It was great to be right on the run. The wood stove was so cozy after long days of skiing. The hosts are very responsive, which was so appreciated. Can’t wait to come back! Thank you!

Chez DelMain -Upstairs apartment
Paul’s place is very unique. It is an apartment in an old house which has been well preserved and taken care of. There is a beautiful view of Lake Superior from every room. Kathy has added sweet touches that make it homey, interesting and artistic. Kathy helped us with the heat and showed us how to access the cupola. You can see for miles. This apartment is accessed by steep stairs as is the rooftop view, so it is not for those with physical challenges. The kitchen is well stocked and is the heart of the apartment and we had a meal with friends. We loved our stay here!

Outer Island Apartment @ The Copper Crown
The Outer Island Apartment was lovely as always. We enjoy coming up here annually for our anniversary and we are delighted each time we stay at Molly's place with a large covered porch, windows that show us the beauty of the great waters of Lake Superior, ease of parking, super comfortable king bed, a walk in shower, super comfy towels and robes, and a sweet kitchen space that allows us to prepare and reheat food, brew coffee, and chill our cold drinks in the frig. The Windseeker group is from our understanding, a woman owned management group and they certainly tend to their role with diligence, quick responses, extra touches, bright smiles, and a kindness that is a joy to experience. We will return, and hope they put us in the weekend for 2025 for us to celebrate our anniversary once again, in a peaceful and restful place. Gratefully, Kathleen & Brian
Family-friendly apartment rentals

Charming 1 Bdrm Condo Steps from the Beach!
We’re in love with Bayfield! We have stayed at the Boatyard condos before. It was obvious that this condo was being renovated. Updated pictures or a mention would have been appreciated. We had no hot water initially, but a text to Erin immediately sent someone to solve that issue. The location is ideal including watching folks take a cold plunge on New Year’s Day! We’ll return soon.

Downtown Bayfield 2 BR Condo fireplace sleeps 6
Great spot, right in the middle of the downtown Bayfield Main Street area. Very walkable and easy to find. Perfect for a family of four.

Beachfront Condo -Stunning Views & Convenience All
Such a great get-away! I toured the ice caves, ate dinner with the locals, and enjoyed watching a pair of foxes play right outside my window. The location is so great because it's private but also close to everything. Thank you Erin!

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!

Sheila's Downtown Condo
Great location and comfortable space! Sleeping could get hot if you run hot at night, but ceiling fans and the window ac in the living room helped a lot. Loved how easy it was to access everything in town by walking. We had a car, but you could easily go without and rent a bike or moped right downstairs if you want to go to the state park for hiking or kayaking (which we highly recommend!).

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!

Captain's Cabin
If I could give this place 10 out of 5 stars I would! This is the second time I have stayed at Kathryn and Bob’s place, and I have thoroughly enjoyed both stays. Kathryn is a tremendously thoughtful hostess, providing everything a guest could need; ensuring a clean, comfortable place; and offering helpful recommendations of things to do and places to explore locally. It is a true delight to stay here!

Ski Lodge Condo across from Big Powderhorn Resort
Great place to stay and ski!
Quick stats about holiday rentals that are kid-friendly in Ironwood
Total rentals
20 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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