
Condo holiday rentals in Madeline Island
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Top-rated condo rentals in Madeline Island
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Popular amenities for Madeline Island condo rentals
Weekly condo rentals

Lupinedorf #9
Overall good experience. Getting in and out was easy. Little bummed that the fireplace didn’t work/was decorative, but otherwise was great. Would rent again.

Room 212 Nature/Hike/Waterfalls/Powdermill Inn
This was a nice place to spend the night. Plenty of space for everyone. The beds were quite firm, but comfortable and the place was clean and conveniently located within half an hour of a number of gorgeous waterfalls. Suited our purposes nicely!

Bayfield on the Lake - Waterfront Condo (#303)
Great location for watching the boats coming and going, proximity to town and people watching. We could walk everywhere. Hence, our exhaustion after a busy Memorial Weekend.sail boat races could be seen and the spinnaker run was beautiful. Thank you for hosting your lovely home.

Rustic luxury in the NorthWoods III
We came to the Upper Peninsula for fall colors. The location (at the base of a ski hill) was right on the route for one of the best color drives in the area and close to the Copper Peak ski jump that offers rides to the top to see the surrounding countryside. The charging station for our Tesla was super close at the main lodge. Eric's place was super clean, quiet and comfortable. We liked having the pinball machine for some extra fun.

Rustic Luxury in the North Woods I
Really wonderful place. So beautifully curated. Just fun, and welcoming. Eric was great at communicating everything. It worked perfectly for our trip through the UP, close to the beautiful Porcupine Mtns and all things Western U.P.

Room 228 Hike/Nature/Waterfalls/Powdermill Inn
The place worked well for our visit to the area. Great price compared to other similar lodging. Jay was very responsive to questions and the area is perfect for outdoor recreation.

Deer Tail Lodge #10 on Lake Delta
Our stay at the cabin was awesome. Everything about the cabin was great. It was very clean and well stocked. We were definitely in the woods and it was very peaceful. We definitely recommend this place to all who enjoy the serenity away from the rat race.

Deer Trail Resort Lakeside 5 on Lake Delta
We had an excellent time here! It's very close to the lake and has a fire pit. The hot water ran out fairly quickly, but the cabin and amenities were well worth the price. The hosts were also extremely communicative which was appreciated!
Pet-friendly condo rentals

Summertime Bliss at Powderhorn Mountain
This is our second time with Your North Vacation and it felt like at home, once again. The place was spotless and cozy. We loved the location right in front of Big Powderhorn and 15 min away of Snowriver. They had stuff for our dog and some other details that we loved! Would not stop recommending Your North Vacation for your vacations in the UP! Host was super responsive as I had some issues with my email during our check-in.

Sky Top Summer Retreat at Powderhorn Mountain
Had a great time here! The unit was super clean and great location next to big powderhorn. The unit was super spacious that was perfect for 2 people and our 2 pups, but could easily accommodate 4 people. The coffee and tea supply was a nice touch😇 My only complaint would be unclear check in instructions. I didn’t receive the email and even that had missing unit numbers, so I wasn’t sure which door was ours. The host was responsive so everything was settled quickly. Would definitely stay here again!

Room 120 - Ski/Nature/Sled/Powdermill Inn
Great spot to stay at! Perfect home base for exploring the UP in the summer.

Powdermill Inn, outdoor enthusiasts!
Great location from ski lodge. Nice place for the money. Only downside is not being able to control the heat. Otherwise, we loved it and will be back. Took our dogs so that was a huge bonus for us.

Downtown "Yellow Room" at Villages on Aurora
Very cute and clean place. Had everything we needed to feel at home including a laundry room where we could wash our kids muddy clothes after playing outside all day. Would recommend!

Boatworks #201. Sleeps 8. Pet Friendly. Elevator
Tania’s home was as described. It is a great location, spacious, clean, and had comfortable beds. The kitchen is well stocked and in great condition. We were able to walk to everything and the balcony has a lovely view. We’d definitely recommend this condo!

Downtown "Blue Room" at Villages on Aurora
Very clean. It was in a great location just two minutes away from where our family lives. Definitely plan on having this be our go to whenever we visit Ironwood.

Downtown "Red Room" at Villages on Aurora
We had a great experience at North Vacation Rentals. The host was helpful and responsive. Apartment was clean and well stocked. This is our second time staying here and would recommend to anyone when visiting Ironwood.
Condo rentals with a pool

Sunrise Suite on Lake Superior | Pool & Hot Tub
Clean and quiet with a nice view. End unit a plus.

One Minute Walk to Lake Superior. Brookside #11
Comfortable, clean second floor condo a short drive from Bayfield with wooded view from kitchen window. Working jacuzzi and adequate cooking supplies. Jon was quick to respond to questions.

Water's Edge! Direct lake access, Newly remodeled
Words can’t even express the amount of gratitude we had for this space. We absolutely took advantage of the entire place. It was magical!. The location, the food, the view, all the people and all intentional things, What a gift!. Thanks for sharing your beautiful place with us. We will be back.

Whitecap Mountain: Mountain Meadows #4 Nitecap
We had a wonderful time at Gary’s place! We spent the weekend riding atv and this condo has amazing location to get to the trails with lots of extra parking close by. Gary’s place had lots of space with a great view of the lake! Very nice condo!

One Minute Walk to Lake Superior. Brookside #10
It was a perfect place for a get-a-away! Clean and comfortable and the option of kitchenware was sufficient for some basic cooking. I would definitely recommend for a single person or a couple, maybe not for a family with multiple children; everything is so close together it would be hard to not wake up the kids or vs-versa.

Waterfront Two Harbors Retreat -Pool/Hot Tub (2BR)
Really enjoyed it! Well run and everything seems brand new. Will return. Thank you!

Sunset Suite on Lake Superior | Pool & Hot Tub
Rochelle and I really enjoyed the unit and the property and found it to be a great home base for a North Shore visit.

Penthouse w/pool & hot tub
This spot is a gem! We spent a beautiful weekend here with my family- and my kids are already asking when we can go back. Amazing views, lots of privacy in this beautiful and comfortable condo. We could have spent all weekend in the very fun pool and wandering the shores of Lake Superior. The location is also amazing jumping off point for exploring. Don’t miss Cedar Coffee in Two Harbors. We also went north to check out split rock and the black beach and south to the new scenic cafe, Duluth grill, and summer adventures and spirit mountain. The condo has three suites which offer nice space for each member of your party. Perfect for our family of five, and would also be great for a few families or a girls trip. The spot was easy to access and Karen was really responsive. I cannot wait to go back!
Destinations to explore
- Rentals with a fireplace Madeline Island
- Pet-friendly rentals Madeline Island
- Rentals with a fire pit Madeline Island
- Rentals with lake access Madeline Island
- Rentals with a washing machine and dryer Madeline Island
- Rentals with beach access Madeline Island
- Rentals with outdoor seating Madeline Island
- Rentals with a patio Madeline Island
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