Holiday Rentals Madeline Island from £139: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Madeline Island holiday rentals

A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.

1. Annex No. 1 DePerrys | On Lake Superior Shoreline

Bayfield

Kabao

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with a fireplace, leather sofa, and large windows offering a forest view.

2. Northwoods Chalet @ Brickyard Creek, Bayfield

Bayfield

Susan S.

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a wicker lounge chair and a table, overlooking a forest.

3. Woodland Chalet @ Brickyard Creek, Bayfield

Bayfield

Reed C.

includes taxes & fees

1 Nov - 2 Nov

A sandy beach with a large tree and dense greenery.

4. Bayfield Fruit Loop Retreat - Main Cottage

Bayfield

Ramalakshmi

includes taxes & fees

30 Oct - 31 Oct

A round table with a dark tablecloth and a decorative piece on it, surrounded by wooden chairs. A large window offers a view of a body of water and trees.

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

Bayfield

Brian

includes taxes & fees

18 Oct - 19 Oct

A two-story building with a storefront, a visible entrance, and a clear sky.

6. Downtown Bayfield Lodging in Historic Building

Bayfield

"We had an amazing stay! The unit was nice, clean, and modern, with a fantastic location. We loved being able to leave the car parked most days and enjoy most everything Bayfield has to offer within walking distance. We especially enjoyed sitting on the balcony while listening to the Thursday concert in the park or simply watching the ferries go by. Communication with the host was prompt, clear, and easy. We highly recommend this place and would definitely stay here again!"

Dave S.

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, a bedside table, a lamp, and a window with blinds.

7. Lake Side Room at The Copper Trout.

Bayfield

Roby

includes taxes & fees

1 Nov - 2 Nov

A room with a table and chairs, large windows, and a view of a building and water.

8. Lower Flat @ Steeple Hill Flats, Bayfield

Bayfield

includes taxes & fees

1 Nov - 2 Nov

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Top Madeline Island Hotel Reviews

Blue Wave Inn

10/10 Excellent

"The room was clean and very well maintained. The furniture was very nice and cozy with lots of seating. The view of Lake Superior was amazing on the balcony and from the side window. Since we had a cool, windy evening the fireplace was very cozy. The complimentary coffee at The Sandbar Cafe was a nice added touch. We will definitely try to come back again."

Seagull Bay Motel

10/10 Excellent

"Beautiful location within easy 5-10 minute walking distance to downtown Bayfield shops, restaurants, and the ferry to Madeline Island. We were there for peak fall leaves color. The view of the lake, the island, the small marina, the trees, and the sunrise from the cozy furniture on the deck outside our door was amazing. It is a motel, so there is the potential for noise from the vehicles that park outside the rooms, but it was a non-issue. Our stay was peaceful, pleasant, and perfect."

Private Beach and Endless Water

8/10 Good

"The place was fine. It did the trick and we had a great time. However, I feel we overpaid to be honest. The endless beach was not endless. In fact, it was quite small. Maybe 50-80ft. The beach access was also across the street and down the road. Based on the description and pictures, I was lead to believe this was a waterfront property. It is not. The cleanliness of the trailer itself left something to be desired. It was by no means bad, but dusty, a bit buggy, lots of cobwebs, and there was a load of wet laundry in the washing machine when we got there. Also, the vacuum was left in the middle of the main room which we thought was odd. Again, we very much enjoyed our stay and the place did what it needed to do. But it was expensive compared to other options on the island, and it’s not waterfront like we had hoped which was quite disappointing."

Find out more about Madeline Island

Everything you need to know about Madeline Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madeline Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madeline Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madeline Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madeline Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madeline Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madeline Island holiday rentals we have selected for you start as low as £139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madeline Island rentals

At Expedia, we put the best Madeline Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madeline Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madeline Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madeline Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Our top choices for Madeline Island holiday rentals

1. Annex No. 1 DePerrys | On Lake Superior Shoreline

2. Northwoods Chalet @ Brickyard Creek, Bayfield

3. Woodland Chalet @ Brickyard Creek, Bayfield

4. Bayfield Fruit Loop Retreat - Main Cottage

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

6. Downtown Bayfield Lodging in Historic Building

7. Lake Side Room at The Copper Trout.

8. Lower Flat @ Steeple Hill Flats, Bayfield

9. Outer Island Apartment @ The Copper Crown

10. Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

11. Main @ Hendrickson House

12. Apostle Pines #4 @ Apostle Highlands Golf Course

13. Mission Springs Resort

14. The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

15. Carriage House - Chequamegon Bay, Bayfield

16. Brookside Hide-A-Way #2, Port Superior, Bayfield

17. Avenue Side Room at The Copper Trout.

18. The Copper Squirrel is a secluded full log cabin on 10 acres.

19. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

20. Upper Flat @ Steeple Hill Flats, Bayfield

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Top Madeline Island Hotel Reviews

Blue Wave Inn

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