Madeline Island vacation rentals

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Top-rated vacation rentals in Madeline Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Camper/RV in La Pointe

4.83 out of 5 average rating, 167 reviews

Camp on Main Street

2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.

Oct 19 – 26

G$29,568 GYD per night

Superhost

Condo in Bayfield

4.8 out of 5 average rating, 257 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ, fire pit, and bikes. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. Pool opens in July. $40 pet fee per stay. 🙂 No smoking allowed.

Nov 18 – 25

G$26,332 GYD per night

Guest favorite

Cabin in Ironwood

4.95 out of 5 average rating, 418 reviews

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Jun 1 – 8

G$22,125 GYD per night

Guest favorite

Guesthouse in Ashland

4.99 out of 5 average rating, 308 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Nov 23 – 30

G$39,400 GYD per night

Guest favorite

Yurt in Bayfield

4.9 out of 5 average rating, 143 reviews

Turtle Yurts - Yurt 3

1 Bedroom, 1 Bath, Sleeps 2 Nestled among the north woods, this yurt has everything you need for a comfortable and unique getaway. The design is a contemporary twist on the traditional yurt, featuring classic yurt elements such as lattice walls and radial rafters, along with modern amenities. The yurt sleeps up to two guests with a queen-size bed sitting under a clear dome to watch the sky above. There is a sitting area, as well as a bathroom, complete with shower and flush toilet.

May 12 – 19

G$24,674 GYD per night

Guest favorite

Cabin in Herbster

4.94 out of 5 average rating, 139 reviews

SOUTH SHORE A-FRAME//Steps from Lake Superior

A peaceful, feel good place. Newly renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

G$34,716 GYD per night

Guest favorite

Tiny home in Saxon

5.0 out of 5 average rating, 132 reviews

Parker Creek Tiny House

Come stay on our hobby farm with us! We have a great location only a few miles from ATV trails. There are a lot of great hiking trails and falls to visit in the area. We custom designed and built this home in 2020. We have a queen bed with an adjustable head and futon. It has in floor heating and a mini split to stay toasty warm in winter and cool in the summer. It has a washer and dryer, dishwasher, refrigerator and freezer, propane stove and oven, and microwave.

Mar 14 – 21

G$23,713 GYD per night

Guest favorite

Yurt in Bayfield

4.94 out of 5 average rating, 400 reviews

Twisting Twig Gardens and Orchard Rustic Yurt

Our yurt offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable gardens, apple trees, and rustic accommodations. We are close to great outdoor recreation near Lake Superior and are about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. Our property is located on 40 acres and is very remote. We are on the edge of thousands of acres of county land. The perfect escape!

Feb 25 – Mar 4

G$24,323 GYD per night

Superhost

Yurt in Bayfield

4.96 out of 5 average rating, 287 reviews

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Sep 10 – 17

G$18,225 GYD per night

Guest favorite

Cabin in La Pointe

4.85 out of 5 average rating, 197 reviews

7 Pines La Pointe on Madeline Island

NEED ISLAND SERENITY? Instant Book 7 Pines La Pointe on Madeline Island today! Come see how this 2 bedroom/2 bath cabin offers tranquility and peace in one of the more far away desired destinations in all of the country. Beautiful high peaked windows and glass doors, with a very large deck located in a forest of trees on the picturesque/historic Madeline Island, allow guests the feeling of going back in time.

May 3 – 10

G$45,888 GYD per night

Guest favorite

Farm stay in La Pointe

4.94 out of 5 average rating, 125 reviews

Hippophile Farm Get-a-way Garden Apartment

The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.

Oct 16 – 23

G$42,775 GYD per night

Guest favorite

Cottage in Ironwood

4.99 out of 5 average rating, 171 reviews

Modern Farmhouse Cottage

Enjoy your relaxing stay at North Star Slumber, a cozy cottage built just for guests. Located on an established 1.5-acre apple orchard on a quiet dead-end road, you can also find beautiful blooming flowers and trees (depending on the season), and wildlife as well.

Nov 19 – 26

G$19,599 GYD per night