Ashland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Ashland holiday rentals

Apartment in Ashland

South Apartment on Main Street
9.8 out of 10, Exceptional, (23 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
The price is AU$279
includes taxes & fees
3 Feb - 4 Feb
South Apartment on Main Street
10.0 out of 10, Exceptional, (43 reviews)
"A modern farmhouse style, perfect amount of amenities, clean and spacious. Great location."
United States
Maura
The price is AU$345
includes taxes & fees
1 Feb - 2 Feb
North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, (18 reviews)
"Super clean, super comfortable, perfect peaceful location."
United States
Chris C.
The price is AU$385
includes taxes & fees
23 Jan - 24 Jan
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
10.0 out of 10, Exceptional, (76 reviews)
"Beautiful place!"
United States
Susan S.
The price is AU$573
includes taxes & fees
21 Jan - 22 Jan
Northwoods Chalet @ Brickyard Creek, Bayfield
9.8 out of 10, Exceptional, (59 reviews)
"Beautiful private peaceful cabin. We thoroughly enjoyed our visit."
United States
Stacie G.
The price is AU$569
includes taxes & fees
21 Jan - 22 Jan
Woodland Chalet @ Brickyard Creek, Bayfield
9.8 out of 10, Exceptional, (16 reviews)
"Very clean, relaxing and beautiful location! "
United States
Garry H.
The price is AU$688
includes taxes & fees
21 Jan - 22 Jan
Apostle Pines #4 @ Apostle Highlands Golf Course
9.2 out of 10, Wonderful, (100 reviews)
"What a great location! We loved sitting on the deck and walking into town."
United States
Julie O.
The price is AU$343
includes taxes & fees
22 Jan - 23 Jan
Lake Side Room at The Copper Trout.
9.0 out of 10, Wonderful, (11 reviews)
"Nice, clean and perfect cabin in Bayfield. Nice trail for walking nearby. Would recommend!"
United States
Karen R.
The price is AU$696
includes taxes & fees
19 Feb - 20 Feb
Carriage House - Chequamegon Bay, Bayfield
10.0 out of 10, Exceptional, (1 review)
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "
United States
Stacy H.
The price is AU$2,522
includes taxes & fees
22 Jan - 23 Jan
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
2.0 star property
The price is AU$288
includes taxes & fees
21 Jan - 22 Jan
Lundy's Black Bear - Lemgrove
10.0 out of 10, Exceptional, (7 reviews)
"This is such a stylish and delightful place for a weekend in Bayfield. We had everything we needed plus more in addition to a quick walk into town (though a big hill!)Would absolutely stay again"
United States
Kathryn O.
The price is AU$449
includes taxes & fees
31 Jan - 1 Feb
Orchard Apartment @ The Copper Crown, Bayfield
10.0 out of 10, Exceptional, (2 reviews)
"We booked both main level suite areas for myself, 2 sisters and our mom. The front porch and fire pit in the front suite was beautiful and we used this a lot! Both suites were decorated beautifully and had everything that we needed. This was an amazing view and easy walk to/from everything we did in the area. "
United States
Katherine P.
The price is AU$881
includes taxes & fees
31 Jan - 1 Feb
Copper Crown Retreat with Lake Superior Views
9.8 out of 10, Exceptional, (16 reviews)
"Very clean home in a private area! We did a lot of UTV riding and thus property was centrally located to me all of our needs. "
United States
Janet K.
The price is AU$226
includes taxes & fees
1 Feb - 2 Feb
Modern Cabin on a River Bluff
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay! Plenty of amenities and Dog friendly. Would definitely stay here again. "
United States
Susan B.
The price is AU$536
includes taxes & fees
15 Feb - 16 Feb
Up North Oasis - Families & Dogs in the Bayfield Area
2.0 star property
The price is AU$288
includes taxes & fees
21 Jan - 22 Jan
Lundy's Black Bear - Rosewood
2.0 star property
The price is AU$328
includes taxes & fees
21 Jan - 22 Jan
Lundy's Black Bear - Blair Oaks
9.6 out of 10, Exceptional, (86 reviews)
"Clean room, nice location."
United States
Kyle E.
The price is AU$347
includes taxes & fees
21 Jan - 22 Jan
Avenue Side Room at The Copper Trout.
9.8 out of 10, Exceptional, (8 reviews)
"Loved the property and the sunrise view is spectacular. "
United States
Perry R.
The price is AU$492
includes taxes & fees
21 Jan - 22 Jan
Outer Island Apartment @ The Copper Crown
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ashland Hotel Reviews

Find out more about Ashland

Everything you need to know about Ashland 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 Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland 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 Ashland holiday rentals we have selected for you start as low as AU$226 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

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

Frequently asked questions

Are there holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to Ashland Mural Walk, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the scenic lakeside in Ashland. Make sure you have time to check out the architecture and waterfront during your trip.

What are some of the best holiday rentals that Ashland has to offer?

Have fun in northern Wisconsin!: This holiday home rental outside of Ashland offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Ashland?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashland stay.

What’s there to see and do in Ashland?

Chequamegon Bay and Lake Superior are a couple of scenic spots to enjoy the outdoors, whereas Ashland Historical Museum is one of the cultural attractions. While here, Northern Great Lakes Visitor Center and Apostle Islands National Lakeshore are other places worth a visit.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.