Photo by Gwethalyn Williams

Holiday Rentals in Apostle Islands

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Our top choices for Apostle Islands holiday rentals

10.0 out of 10, Exceptional, (27)
"Perfect little cabin. So easy to kick back and relax and with local attractions being just 15-20 min away the location was perfect. Clean cabin, very responsive and kind host. Would 100% recommend to anyone looking to explore the beautiful Bayfield area."
United States
Lance K.
The price is €208
includes taxes & fees
18 Jan - 19 Jan 2026
The Copper Squirrel is a secluded full log cabin on 10 acres.
10.0 out of 10, Exceptional, (76)
"It was perfect. Clean, cozy. Great get away for the wife and me "
United States
Bill R.
The price is €343
includes taxes & fees
7 Jan - 8 Jan 2026
Northwoods Chalet @ Brickyard Creek, Bayfield
9.8 out of 10, Exceptional, (58)
"Exceeded expectations! The best of both worlds. Rustic, but with all of the amenities you could want. Perfectly private and secluded yet very close to Bayfield. Clean, fresh, and breezy. We loved the fully equipped kitchen, and the screened-in deck. There was no need to eat out. Online check in was easy, and we were able to get help via text when we needed extra towels and when we had a question about the TV. "
United States
Wendy L.
The price is €333
includes taxes & fees
6 Jan - 7 Jan 2026
Woodland Chalet @ Brickyard Creek, Bayfield
9.6 out of 10, Exceptional, (35)
"Clean, well organized cabin, great Decor!"
United States
kathy m.
The price is €196
includes taxes & fees
31 Dec - 1 Jan 2026
Brookside Hide-A-Way #2, Port Superior, Bayfield
10.0 out of 10, Exceptional, (42)
"We loved our stay! It was a beautiful place and so comfortable."
United States
Jennifer S.
The price is €171
includes taxes & fees
4 Jan - 5 Jan 2026
North Apartment with Lake Superior Views

Holiday Home in Ashland

A Cozy Getaway in Ashland
10.0 out of 10, Exceptional, (14)
"Great place and host"
United States
Dustin W.
A Cozy Getaway in Ashland
10.0 out of 10, Exceptional, (52)
"The cabin is extremely clean and well organized with anything you can think of. It's located really close to town, but just outside, so you have peace and quiet. The hosts are very responsive and it made for a perfect trip. "
United States
Matthew
Bayfield Fruit Loop Retreat - Main Cottage
9.8 out of 10, Exceptional, (229)
"Location was perfect!"
United States
amy g.
The price is €184
includes taxes & fees
31 Dec - 1 Jan 2026
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
10.0 out of 10, Exceptional, (1)
The price is €289
includes taxes & fees
4 Jan - 5 Jan 2026
Up North Oasis - Families & Dogs in the Bayfield Area
9.2 out of 10, Wonderful, (100)
"Great location and exactly what we needed for our two night stay in Bayfield. Everything in town was walkable from the VRBO as well. Would stay again!"
United States
Alexander L.
The price is €200
includes taxes & fees
31 Dec - 1 Jan 2026
Lake Side Room at The Copper Trout.
9.6 out of 10, Exceptional, (15)
"Very clean, relaxing and beautiful location! "
United States
Garry H.
The price is €405
includes taxes & fees
4 Jan - 5 Jan 2026
Apostle Pines #4 @ Apostle Highlands Golf Course
9.0 out of 10, Wonderful, (11)
"Nice, clean and perfect cabin in Bayfield. Nice trail for walking nearby. Would recommend!"
United States
Karen R.
The price is €399
includes taxes & fees
31 Dec - 1 Jan 2026
Carriage House - Chequamegon Bay, Bayfield
9.8 out of 10, Exceptional, (8)
"The home looks as pictured and is settled up on a hill with great sight lines over the town and Lake Superior. My daughter and I didn’t mind the extra muscle burn walking up/down hill to walk the shops or grab a bit to eat. The location was an easy drive to park if desired downtown or head to Washburn for dinner. The room had all necessities for the kitchen, bathroom, shower, and cozy bed after kayaking and hiking. Thanks for a great stay! "
United States
Erin W.
The price is €273
includes taxes & fees
1 Jan - 2 Jan 2026
Outer Island Apartment @ The Copper Crown
10.0 out of 10, Exceptional, (111)
"Beautiful views, great location and proximity to Bayfield. Loved our stay. Will be back in the fall! "
United States
Monica O.
Lake Shore Home with private dock and large deck--1 mile from Bayfield
9.6 out of 10, Exceptional, (86)
"Room was very clean and in a great location. Easy access to everything there is to do in the area. "
United States
Mary D.
The price is €200
includes taxes & fees
31 Dec - 1 Jan 2026
Avenue Side Room at The Copper Trout.
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 Apostle Islands Hotel Reviews

Find out more about Apostle Islands

Everything you need to know about Apostle Islands 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 Apostle Islands 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 Apostle Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Apostle Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Apostle Islands. 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 Apostle Islands 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 Apostle Islands holiday rentals we have selected for you start as low as €184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Apostle Islands rentals

At Expedia, we put the best Apostle Islands 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 Apostle Islands 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 Apostle Islands 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 Apostle Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.