
Places to stay in Madeline Island
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Top-rated places to stay in Madeline Island
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Madeline Island places to stay
Other great vacation rentals in Madeline Island
Superhost

Vacation home in Two Harbors
4.92 out of 5 average rating, 103 reviewsTwist & Shout
AnneRating, 5 stars2 months ago
We loved our stay and hope to return. The place is super cute and comfy—loved all the little touches that were put in place to make us feel comfortable.
Top guest favorite

Home in Port Wing
4.96 out of 5 average rating, 75 reviewsEntire Home Near Lake Superior
SarahRating, 5 stars4 months ago
We felt right at home the moment we walked in! Everything was clean and organized. Our girls enjoyed the little den/play room upstairs. Beds were comfortable, shower was hot. We liked that we could have privacy while our kids had fun watching a movie upstairs. We would recommend this home to anyone!
Guest favorite

Cabin in Herbster
4.93 out of 5 average rating, 135 reviewsWoodland Escape | Charming Cabin Steps to the Lake
LeahRating, 5 stars4 days ago
We know the area well and love it. Like many of the cabins in the area it is older, but it has been updated and is extremely well taken care of, and everything just works. Even if you arrive after sundown finding it and making yourself at home is super easy. Lastly, or firstly, Erin is just amazing. We are so lucky to have found this gem and Erin made it a dream. Highly recommended. If you are visiting especially during busy season we hope you will help us keep the whole area a special place to visit.
Guest favorite

Home in Two Harbors
4.89 out of 5 average rating, 103 reviewsBurlington Bay Getaway
LaurenRating, 5 stars1 week ago
Beautiful and peaceful place made for a great vacation. I would definitely return and also recommend this place to family and friends or anyone looking for a peaceful and lovely getaway to the North Shore!
Guest favorite

Townhouse in Cable
4.93 out of 5 average rating, 154 reviewsCool Condo on Beautiful Lake Owen
TomRating, 5 stars2 months ago
We are skiers and this is a great location to enjoy beautiful views then drive a short distance to the Birkie start to ski. Fireplace and little sauna at the end of the day.
Guest favorite

Home in Bayfield
4.95 out of 5 average rating, 20 reviewsBrickyard Lakeside Retreat
MarthaRating, 5 stars4 months ago
The retreat on the lake was a beautiful place to spend a few days. We were there in the winter, and it was a nice cozy atmosphere to be in. The lake is beautiful, and there are beautiful walking trails in the neighborhood. There is a nice little community beach which would be great in the summer. Ashley was a very helpful and responsive host. Thank you!
Guest favorite

Cottage in Upson
4.95 out of 5 average rating, 63 reviewsStunning 3 bed, 2 bath private lake front cottage.
LauraRating, 5 stars2 months ago
This home’s location could not be better—it is nestled in the trees right on the lake and just steps aways from the ski hill allowing you to ski in and ski out! It was down a winding and hilly road that was easy to find with Marks instructions; I was grateful for the all wheel drive on our vehicle to get us there :) The house itself is also very impressive—it was beautiful, well constructed, clean and well stocked. Mark and his brother were super responsive and very friendly. We had a great stay!
Top guest favorite

Home in Two Harbors
4.95 out of 5 average rating, 99 reviewsIver's Place
JoelRating, 5 stars2 weeks ago
We enjoyed our stay at Iver’s place very much! The house was very clean and we were so impressed with all the little extras. We took full advantage of the sauna, games, and guide books. This would be such an awesome spot in the summer with the wonderful patio and access to the fire pit. Also, it was a big plus that our dog could join us!
Destinations to explore
- Duluth Vacation rentals
- Grand Marais Vacation rentals
- Lutsen Vacation rentals
- Bayfield Vacation rentals
- Two Harbors Vacation rentals
- Hayward Vacation rentals
- Eagle River Vacation rentals
- Minocqua Vacation rentals
- Ironwood Vacation rentals
- Apostle Islands Vacation rentals
- Superior Vacation rentals
- Ely Vacation rentals
- Rentals with a patio Madeline Island
- Rentals with beach access Madeline Island
- Rentals with a washer and dryer Madeline Island
- Pet-friendly rentals Madeline Island
- Rentals with a fire pit Madeline Island
- Rentals with a fireplace Madeline Island
- Rentals with outdoor seating Madeline Island
- Rentals with lake access Madeline Island
- Condo rentals Madeline Island
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