Vacation rentals with outdoor seating in Madeline Island

We had a great stay at this Airbnb in Two Harbors! The host was incredibly responsive and accommodating, which made everything smooth from booking to check-in. The space was perfect for our group — clean, comfortable, and just what we needed for the night. Highly recommend for anyone looking for a solid spot to stay in the area. Would definitely book again!

Our 2nd time staying-just keeps getting better and better! So nice to have an incredible place to come home to. Jerri has such an eye for interior design and left no stone unturned as far as providing everything you could possibly need or want. Of course as soon as we came through the door we headed right towards the home made treats! An interior designer who is also an elite baker?! Unheard of. The Bakery Bungalow and Bakery Bunkhouse will exceed all of your expectations and the location is PERFECT. Convenient to stores and restaurants and equally convenient location for sight seeing and hiking. We thank Jerri and Gary for taking our adventures to another level. We will be back again and again. Shhhh don't tell anyone about this place, its just too wonderful. P.S. Don't miss dinner at the Iron Nugget.

We enjoyed the cute house so much. Very clean, nice beds, it had many thoughtful items for us such as extra kitchen items and blankets, tea and coffee, salt and pepper. Great location by the lake. We were there in early November and had great weather but still too chilly to use patio or grill. It would be great to be there in different weather to use outside stuff. Lots to do and easy to get around. Great stay all the way around. Highly recommend!

Our stay was great! Chelsea and Joel are super friendly and actively communicated with us throughout our stay. The place was very welcoming and comfortable for our group! Highly recommend staying in Two Harbors, nice and close to lots of sights. Hope to be back soon!!

The place was comfy cozy and peaceful. The Northern lights were incredible right from the deck!

The house was cozy and clean and the perfect space for our family and kids to stay while visiting grandparents nearby. Would definitely stay here again!

Convenient location, sweet simple and clean home. Appreciated the great communication and well stocked kitchen, big tv, convenient check in. No complaints. Thanks very much!

Had a great stay! Place was clean and well labeled. There were nice hikes 10 minutes away.

Suzie’s condo was clean. We felt right at home and comfortable. The condo was beautifully decorated. It was close to a lot of restaurants and in walking distance. We would definitely stay at her place again.

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!!

Great place to stay! Everything is exactly how it looked in the pictures. Everything you’ll want to get to is within a 20 minute drive! Very helpful hosts!!

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!

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

Unfortunately, I was not able to stay at this place, but I did walk in and I had to end my trip early. I actually just arrived at the airbnb and I unfortunately received a phone call that made me have to return home because of a family emergency. I did walk around and this place was a great cozy place that I would have loved to stay with. I let Karla know immediately and she was more than willing to work with me. She was fantastic to work with and I cannot thank her enough. She is a great host and I hope to be back soon!

Great little place in Two Harbors, right within walking distance to Castle Danger and other attractions. Very cozy and convenient.

The location was perfect for our trip and the space provided everything we needed.

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.

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!

We go up to Bayfield for a long weekend every fall and always stay at Bayfield on the Lake. This was our first time renting this unit, but we had a great time with great accommodations as usual. There was more than enough space for our family of 4 and the key code access was super convenient. Matthew was super proactive with all communication, so I never had to reach out with questions or concerns. The only negative all weekend was either not seeing or knowing ahead of time that coffee isn’t provided, but that was easily resolved with a quick trip to the grocery store. My husband was also somewhat disappointed by the small 4-5 pot coffeemaker, but that was a minor inconvenience. Overall, it was another fantastic weekend in Bayfield!

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!).

Michelle was fantastic, and you can’t beat the view from her condo! Large windows look over Lake Superior and the wood burning fire place really makes it the perfect place to snuggle up on the couch. Two Harbors has lots of little restaurants and shops, and the lighthouse and water break are a must. All around perfect experience with no complaints at all

Beautiful location with a great view of the lake and cliffs! Loved the wood burning fireplace.

The view was great. Home was comfy. Thanks again!

Spacious, clean, and well-stocked. Would stay here again.