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Holiday Homes in Madeline Island

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Featured Holiday Homes in Madeline Island and around

Lake Shore Home with private dock and large deck--1 mile from Bayfield

10.0 out of 10, Exceptional, (108)
"The home and location were perfect for our friends weekend! Views of Lake Superior are seen from every room. We enjoyed the comfortable beds and appreciated the host’s attention to detail. Monica was very easy to communicate with and would love to return for another stay!"
The price is €533
includes taxes & fees
28 Oct - 29 Oct
Lake Shore Home with private dock and large deck--1 mile from Bayfield

SUMMER SPECIALS Beautiful lake front, beach and pool table

9.8 out of 10, Exceptional, (17)
"We had a great stay. Lots of room, beautiful views, a very clean updated home"
SUMMER SPECIALS Beautiful lake front, beach and pool table

Harbor Hill House Bayfield, WI

2.0 star property
9.0 out of 10, Wonderful, (2)
"The view was awesome!"
Harbor Hill House Bayfield, WI

Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

10.0 out of 10, Exceptional, (54)
"Had a great weekend stay, the house was very clean and well kept. The owners have done an excellent job fixing it up. The owners do a great job with communication as well. I'd highly recommend staying here. "
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!

9.8 out of 10, Exceptional, (79)
"We loved our stay at Lori and Craig’s home in the woods. The house is wonderful and felt like a home from the moment we entered. There was plenty of space for the five of us. The house was sparkling clean and had everything we needed. The beds were super comfortable, the towels plush and cozy. We loved watching and listening to birds on the screened-in porch and eating breakfast and playing games on the big table. Unfortunately, our stay was short but we are hoping to return one day….."
4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!

Private Beach and Endless Water

8.8 out of 10, Excellent, (45)
"Very little traffic and very quiet beach. It was early in the year before tourist season but very quiet neighborhood. Would definitely stay here again. House was very clean. "
Private Beach and Endless Water

Luxurious Lake Superior Estate with Outdoor Hot Tub

10.0 out of 10, Exceptional, (55)
"Our group had 2 families; 4 adults and 5 kids. We all had a wonderful time. Lots of space both indoors and out. The kiddos loved the bunk room. Beautiful view of the lake and easy access to Bayfield. We hope to return someday. "
Luxurious Lake Superior Estate with Outdoor Hot Tub

Charming 2-Bedroom Pet-Friendly Home Walkable to Downtown, Murals & Coffeehouse

9.0 out of 10, Wonderful, (8)
"We enjoyed every minute of our stay in this comfortable, well-appointed and spotlessly clean house. Highly recommend!"
The price is €359
includes taxes & fees
28 Sept - 29 Sept
Charming 2-Bedroom Pet-Friendly Home Walkable to Downtown, Murals & Coffeehouse

Spacious home with EV charging station two miles from Big Bay Town Park.

10.0 out of 10, Exceptional, (6)
"We had a great time staying at the property! Great amenities and lots of character. Super responsive host when we had trouble checking in!"
Spacious home with EV charging station two miles from Big Bay Town Park.

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

9.8 out of 10, Exceptional, (6)
Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.

10.0 out of 10, Exceptional, (53)
"The owners of this Airbnb thought of everything for our stay in Bayfield. This is nicely appointed and it had everything we could possibly need or want. Right down to a gift certificate to the local coffee shop and homemade dog biscuits for our pup. It’s located just a short five minutes from downtown Bayfield in a really nice quiet location. Loved every moment of our stay!"
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.

Motisi's Sandy Beach

10.0 out of 10, Exceptional, (72)
"Sweet cottage in a great location with the best shoreline. The rooms were comfortable with all essentials included and easy check in and check out. The beach provided so much fun for our family and the kids even enjoyed swimming in May! "
Motisi's Sandy Beach

Guest House on Owners Lakefront Property

10.0 out of 10, Exceptional, (86)
"The seclusion of the property and the private beach were incredible. The privacy, waterfront, and island views made this a great choice for our family vacation."
Guest House on Owners Lakefront Property

Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

9.6 out of 10, Exceptional, (27)
"Myself and my family stayed here for a family vacation. Home was very clean in a quiet neighborhood that was nearby a few nice restaurants and cafés. Owner was communicative and a pleasure to work with. "
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

Home with a beautiful view of Lake Superior and Madeline Island

10.0 out of 10, Exceptional, (72)
"Pet Friendly a plus! Loved the local fish market right around the corner. The most delicious pumpkin bars from the grocery store in Bayfield"
Home with a beautiful view of Lake Superior and Madeline Island

Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

10.0 out of 10, Exceptional, (39)
"This place was very nice, it had everything we needed for a long weekend. "
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home

10.0 out of 10, Exceptional, (130)
"This was our 2nd stay at this property. We were able to enjoy the beach and the beautiful deck. The property is very well stocked with everything we needed! We all loved the outdoor shower…even the 4 year old boys were excited to shower! We hope to be back again! "
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home

Family & Pet-Friendly, Walk to Lake, Fire Pit

10.0 out of 10, Exceptional, (1)
"My sisters and I (all in our 50's) took our 1st ever sisters trip to hike parks with waterfalls. We drove 5 to 7 hours to stay at this beautiful property. It was peaceful, comfortable, and the center of our adventures. The host was easy to communicate with and even gave us several local suggestions of activities going on during our time here. Definitely one of the best hosts I have ever had the pleasure of renting from in my travels. Definitely will be recommending her to my friends! "
Family & Pet-Friendly, Walk to Lake, Fire Pit

Hemlock Chalet @ Brickyard Creek, Bayfield

9.8 out of 10, Exceptional, (12)
"We loved our stay! If was so relaxing being in the woods. Perfect stay! "
Hemlock Chalet @ Brickyard Creek, Bayfield

Island Fox - Home nestled in the Woods with Screened-in Porch!

10.0 out of 10, Exceptional, (5)
"This Vrbo is a perfect location- and easy bike ride to the town and state park. We loved having the screened in porch for the evenings when the bugs were bad. Peaceful cabin with lots of wildlife"
Island Fox - Home nestled in the Woods with Screened-in Porch!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madeline Island Hotel Reviews

Find out more about Madeline Island

Find out more about Madeline Island

Madeline Island Holiday Homes information

Number of reviews
845
Accommodation
98 Holiday Homes
Lowest Price
€359
Highest Price
€533