A sandy beach with a wooden structure extending into the water.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Ashland vacation rentals

TV

South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (24 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
$236 nightly
The price is $261
Jul 26 - Jul 27
Total with taxes and fees
South Apartment on Main Street
TV

North Apartment with Lake Superior Views

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (45 reviews)
"Great location, clean and comfortable. "
United States
Heather Ann M.
$296 nightly
The price is $328
Jul 30 - Jul 31
Total with taxes and fees
North Apartment with Lake Superior Views
Flat-screen TV, DVD player

Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Cottage 4 was a blend of rustic charm and recent updates. The beds and furniture were comfortable. We were a party of two, but it would have been roomy for four. The hosts’ welcome gift of local ice cream was a bonus. The location worked well for us. It was just off the highway, but quiet; and we had easy drives to explore towns and trails in the area."
United States
Kathleen
$301 nightly
The price is $317
Jul 26 - Jul 27
Total with taxes and fees
Mission Springs Resort
Exterior

Historic Main St w/ Lake View | The Flatwater Loft

Historic Main St w/ Lake View | The Flatwater Loft
Ashland
Historic Main St w/ Lake View | The Flatwater Loft
Terrace/patio

Lake Superior Stay - Fire Pit Patio - Pet Friendly

Lake Superior Stay - Fire Pit Patio - Pet Friendly
Ashland
9.8 out of 10, Exceptional, (7 reviews)
"Cute place "
United States
Donald B.
$571 nightly
The price is $640
Aug 8 - Aug 9
Total with taxes and fees
Lake Superior Stay - Fire Pit Patio - Pet Friendly
Property grounds

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
La Pointe
10.0 out of 10, Exceptional, (7 reviews)
"Great location, clean, owners were responsive and helped with any issues. I would stay here again. "
United States
Angela M.
$217 nightly
The price is $246
Aug 8 - Aug 9
Total with taxes and fees
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
Outdoor dining

Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!

Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!
Bayfield
$195 nightly
The price is $218
Jul 23 - Jul 24
Total with taxes and fees
Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!
Exterior

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Mellen
10.0 out of 10, Exceptional, (31 reviews)
"Property was very clean, very nice amenities and accommodations, comfortable bed, centrally located to many areas to explore! Hosts were very resposive and helpful with any questions! "
United States
Scott D.
$231 nightly
The price is $243
Jul 28 - Jul 29
Total with taxes and fees
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
1 bedroom, WiFi, bed sheets

Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (103 reviews)
"Room was clean and in a great location for enjoying the greater Bayfield area."
United States
Sally R.
$253 nightly
The price is $289
Jul 23 - Jul 24
Total with taxes and fees
Lake Side Room at The Copper Trout.
Dining

Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.4 out of 10, Exceptional, (3 reviews)
"Very helpful host!"
United States
Ella B.
$259 nightly
The price is $290
Jul 28 - Jul 29
Total with taxes and fees
Cozy 1-bedroom studio in serene Bayfield with AC
Exterior

The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (54 reviews)
"It was a perfect spot in a wonderful little town. "
United States
Anonymous traveler
$333 nightly
The price is $380
Aug 3 - Aug 4
Total with taxes and fees
The Little Bodin
Smart TV, fireplace

Young’s Northwoods Rental

Young’s Northwoods Rental
Mellen
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay here. The house was very clean and cozy. The beds were extremely comfortable. The location was great. We would definitely stay here again."
United States
Gerald W.
$260 nightly
The price is $274
Jul 26 - Jul 27
Total with taxes and fees
Young’s Northwoods Rental
Iron/ironing board, WiFi (free)

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
9.0 out of 10, Wonderful, (4 reviews)
"Conveniently located for my snowmobile trip and room was very nice and clean. Would definitely stay again."
United States
Curtis E.
$197 nightly
The price is $216
Jul 23 - Jul 24
Total with taxes and fees
Lundy's Black Bear - Rosewood
Beach nearby

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

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (40 reviews)
"Kristin is an amazing host! We are returning guests and loved our stay this time as much as our last time! It’s a cozy cabin with every amenity you could need. We love the location and it’s close to the shops and restaurants we like to visit. We will definitely be returning to this lovely home!"
United States
Lynn P.
$332 nightly
The price is $350
Aug 9 - Aug 10
Total with taxes and fees
The Copper Squirrel is a secluded full log cabin on 10 acres.
Microwave, oven, stovetop, dishwasher

Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (8 reviews)
"We had a lovely stay and the accommodations were just what we needed. We are planning to stay here again. "
United States
Joan Q.
$514 nightly
The price is $576
Jul 30 - Jul 31
Total with taxes and fees
Up North Oasis - Families & Dogs in the Bayfield Area
Property grounds

Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view

Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view
Bayfield
10.0 out of 10, Exceptional, (32 reviews)
"It was perfect and the property was thoughtfully appointed, clean with great views - everything was so close - we would definitely come back"
United States
Kjrk R.
$438 nightly
The price is $483
Aug 4 - Aug 5
Total with taxes and fees
Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view
Beach

Bayfield Fruit Loop Retreat - Main Cottage

Bayfield Fruit Loop Retreat - Main Cottage
Bayfield
10.0 out of 10, Exceptional, (54 reviews)
"Super close to town and easy to access. We enjoyed our stay!"
United States
Kerry B.
$468 nightly
The price is $524
Aug 17 - Aug 18
Total with taxes and fees
Bayfield Fruit Loop Retreat - Main Cottage
Smart TV, books

Bayfield Island View `Fedora` on Lake Superior

Bayfield Island View `Fedora` on Lake Superior
Bayfield
9.8 out of 10, Exceptional, (34 reviews)
"Great place to stay on the water. Id stay here again!!"
United States
kris p.
$438 nightly
The price is $483
Jul 30 - Jul 31
Total with taxes and fees
Bayfield Island View `Fedora` on Lake Superior
Property grounds

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Upson
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.
$1,645 nightly
The price is $1,735
Jul 24 - Jul 25
Total with taxes and fees
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
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 Ashland Hotel Reviews

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

10/10 Excellent
"Great place to stay, clean rooms, clean bathrooms, decent hotel breakfast"
Calvin 2-night trip
Posted 10 hours ago
Cobblestone Inn & Suites - Ashland

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $243 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Fantastic building with AC in lovely Ashland: Visitors give good reviews to this Ashland vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Ashland?

With 11 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?

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 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.