Ashland Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Ashland

North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, 17 reviews
"Very nice stay"
The price is ¥31,384
per night
Jun 27 - Jun 28
North Apartment with Lake Superior Views
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
10.0 out of 10, Exceptional, 82 reviews
"Home was well stocked, especially the kitchen. Liked the open floor plan very much. Secluded property low vehicle usage on the road. Definitely on our radar if we are in the area. Our two yorkies had a good time as well."
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Lake Superior Getaway Near Marina & Beaches!
9.6 out of 10, Exceptional, 5 reviews
"Very nice and will be happy to stay there again."
Lake Superior Getaway Near Marina & Beaches!
Save an average of 15% on thousands of hotels when you're signed in
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
9.6 out of 10, Exceptional, 156 reviews
"Perfect clean spot to rest our heads and good size bathroom for getting ready each morning."
The price is ¥12,945
per night
Jul 10 - Jul 11
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
9.6 out of 10, Exceptional, 172 reviews
"Close to Bayfield and has access to some the Port Superior Marina activities. The condo was clean and comfortable with all the necessary accoutrements. I talked and texted with Kym about a couple of questions before my wife and I arrived. She answered quickly and had the information I needed. Great weekend."
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
9.6 out of 10, Exceptional, 208 reviews
"Place location and cleanliness was great. Served our needs well. Only negative was the Air conditioner was loud and didn’t serve the bedroom very well."
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
300' of Private Beach
9.0 out of 10, Wonderful, 28 reviews
"The beach on this property is amazing and cannot be beat! We spent hours enjoying the beautiful view and nice sand. The house is a manufactured home, but it was very clean and comfortable for our family of four. It also has a large yard and two fire pits (one at the beach) to enjoy. The outdoor shower was a fun perk as well. I would definitely book it again."
300' of Private Beach
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
9.6 out of 10, Exceptional, 123 reviews
"The condo was in a good location with the marina and restaurant on site. Only 5 min drive to Bayfield. Surprised that this unit was on the second floor, as there was no notice about that. AC only in the living area and kitchen. Unit was clean and organized. Overall a good time!!"
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
The Little Bodin
9.8 out of 10, Exceptional, 10 reviews
"Great response time with requests. Nice place."
The price is ¥31,572
per night
Jun 20 - Jun 21
The Little Bodin
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
9.8 out of 10, Exceptional, 31 reviews
"We came to Bayfield purposefully after the AppleFest to avoid some of the crushing crowds. We appreciated the text that notified us of an early check-in opportunity but we had some stops on the road, so didn’t get there in time to take advantage of that. The communication emails prior to the trip were very concise and nicely organized. The property is well represented in the VRBO listing. There were no surprises, and we were quite pleased wiith everything. We wanted a place that was fairly...
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
Cabin on Lake Superior ~ 11 Mi to Bayfield!
9.6 out of 10, Exceptional, 9 reviews
"Great place to stay! Close to all the area highlights. Apartment was clean and well stocked and beautifully decorated. Grounds were spectacular! Loved it!"
Cabin on Lake Superior ~ 11 Mi to Bayfield!
Lake Side Room at The Copper Trout.
9.2 out of 10, Wonderful, 57 reviews
"It would have been nice to have two chairs in the room. One sitting on the floor or bed and one on the chair was cumbersome. And as we do not have cable at home, directions on how the Direct TV works would have been helpful."
The price is ¥31,384
per night
Jun 26 - Jun 27
Lake Side Room at The Copper Trout.
Peaceful 3+ Bedroom Home w/ SAUNA, Big Field/firepit, Ravine Garden Patio,
9.6 out of 10, Exceptional, 15 reviews
"This house is comfortable, charming, and clean. The house is friendly. Lots of space. Beautiful woodwork throughout."
Peaceful 3+ Bedroom Home w/ SAUNA, Big Field/firepit, Ravine Garden Patio,
Ontario Suite @ Bayfield Guest House, Ontario Suite at Bayfield Guest House
9.6 out of 10, Exceptional, 5 reviews
"Nice clean exactly as described."
Ontario Suite @ Bayfield Guest House, Ontario Suite at Bayfield Guest House
Quiet nature cabin on the beautiful Marengo River
9.6 out of 10, Exceptional, 61 reviews
"Was a perfect place to relax and spend some quality time with my child "
Quiet nature cabin on the beautiful Marengo River
Motisi's Sandy Beach
10.0 out of 10, Exceptional, 57 reviews
"It was as advertised and very nice."
Motisi's Sandy Beach
Home Room at the Schoolhouse
10.0 out of 10, Exceptional, 2 reviews
"Such a lovely, relaxing place that was a perfect launching pad for adventures in the Bayfield region. The sunroom was a wonderful place to read on a rainy morning and the soaker tub was an added surprise. The location was perfect, walkable to all restaurants and shops and fabulous lake views. I’ll definitely be back!"
Home Room at the Schoolhouse
Sleeps up to 8! Downtown Bayfield. Broad Street & Rittenhouse Ave
9.6 out of 10, Exceptional, 31 reviews
"Our family loves Bayfield. Our stay “on top” worked great for our adventures."
The price is ¥39,270
per night
Jun 27 - Jun 28
Sleeps up to 8! Downtown Bayfield. Broad Street & Rittenhouse Ave
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
10.0 out of 10, Exceptional, 159 reviews
"Location was easy to find and hosts were very friendly and accomodating. Property was beautiful, and the cabin was cozy and had everything for a quick getaway. Not an issue for my plans (getting off the grid), but there was no cell service at the house (at@t). Would definitely recommend and would like to go again!"
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
A vacation you won't forget, stay on a 35 foot boat!
9.0 out of 10, Wonderful, 44 reviews
"We had never stayed in such fun accommodations and were thrilled at the location as well. Our hostess was very communicative while the location might’ve been difficult it was so easy. Next time we will choose better weather ! We took 3 hour tour by boat around most of the ApostleIslands. Beautiful."
A vacation you won't forget, stay on a 35 foot boat!
Don't see what you're looking for?
See all available properties in Ashland
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.

Other types of properties in Ashland you may be interested in

Super 8 by Wyndham Ashland
2.0 star property
7.8 out of 10, Good, 1,002 reviews
"Breakfast space lacked seating but we appreciated the early hour of 5:30 as needed to be on the road by 6. Beds were double beds, typically expect queen beds."
The price is ¥24,437
per night
Jun 24 - Jun 25
Super 8 by Wyndham Ashland
AmericInn by Wyndham Ashland
2.5 star property
8.0 out of 10, Very Good, 924 reviews
"Beautiful location and lots of great extras"
The price is ¥28,413
per night
Jun 20 - Jun 21
AmericInn by Wyndham Ashland
Best Western The Hotel Chequamegon
3.0 star property
8.6 out of 10, Excellent, 1,001 reviews
"We were surprised at this hotel, it such a great property! Clean and quiet. Great views of the bay and nice staff"
The price is ¥39,270
per night
Jun 30 - Jul 1
Best Western The Hotel Chequamegon
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.

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, there are vacation rentals in Ashland close to Ashland Mural Walk, or you can select a more secluded option if you want 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's the top vacation rental that Ashland has to offer?

Lake Superior Getaway Near Marina & Beaches!: Visitors give good reviews to this Ashland vacation home rental, which is near the beach and equipped with air-conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Ashland?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Ashland stay.

What’s there to see and do in Ashland?

Lake Superior and Maslowski Beach are a couple of scenic spots to enjoy the outdoors, whereas Ashland Historical Museum is one of the cultural attractions. While here, Ashland Mural Walk and Northern Great Lakes Visitor Center are other places worth a visit.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can stay in for several days or longer in Ashland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.

Recent reviews of Ashland properties
Expedia verified reviews