Ashland Vacation Rentals

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Vacation Rentals in Ashland

Beach
North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, (16)
"Good location for anyone wanting a middle of town walkable get away. We were looking for a little bit of everything, lake views, near food, near shopping, acess to Superior lake walking trail, and this place fulfilled. Nice natural lighting. For being a smaller space it felt large. Basic kitchen tools helped make the kitchen feel practical to use. Loved the bonus coffee!"
The price is $150
$260 total
includes taxes & fees
May 13 - May 14
North Apartment with Lake Superior Views
Property grounds
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
10.0 out of 10, Exceptional, (82)
"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.
Exterior
Hike-in, Off-Grid Camping: an A-frame Cabin
10.0 out of 10, Exceptional, (13)
"Amazing views, very clean and had everything we needed"
The price is $150
$192 total
includes taxes & fees
May 12 - May 13
Hike-in, Off-Grid Camping: an A-frame Cabin
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Weisel Cabin - Nostalgic Cabin located within walking distance of Downtown La
10.0 out of 10, Exceptional, (9)
"We (my dog and I) thoroughly enjoyed our days at Weidel Cottage. Took walks in the evening to take pictures of the sunset, found the Madeline Museum quite interesting, and enjoyed our morning coffee taking in the view of Lake Superior,"
Weisel Cabin - Nostalgic Cabin located within walking distance of Downtown La
Exterior
Woodland Escape | Charming Cabin Steps to the Lake
10.0 out of 10, Exceptional, (9)
"This was a very cozy place to stay! Met a few really nice neighbors during a very cold weekend. Lake Superior is beautiful any time of year."
Woodland Escape | Charming Cabin Steps to the Lake
Exterior
Charming Vintage 1950's Cottage
10.0 out of 10, Exceptional, (7)
"The cottage was the perfect accommodation for my husband and I while our daughter attended the Madeline Island School of the Arts for the week. The lake views are stunning and you can hear the waves gently hitting the shore…so relaxing. We spent 2 days exploring Big Bay State Park which is only a few miles away. The cottage was well equipped. We had everything we needed including paper towels, soap, toilet paper, hair dryer and more. Thank you Frank!"
Charming Vintage 1950's Cottage
On the beach
Amazing Lake Superior Views & Easy Walking Access to All Bayfield Has to Offer
10.0 out of 10, Exceptional, (4)
"Very clean, well kept, close to the lake, easy access to everything, cozy, enjoyed the fireplace and watching the waves and boats on the lake from the balcony."
Amazing Lake Superior Views & Easy Walking Access to All Bayfield Has to Offer
On the beach
Beachfront and Lakehouse With All of the Comforts!
10.0 out of 10, Exceptional, (15)
"We enjoyed the quiet location. It was clean, nicely stocked kitchen, fun games, great views. It was so nice to bring our dog with."
Beachfront and Lakehouse With All of the Comforts!
Fridge, microwave, oven, stovetop
This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
10.0 out of 10, Exceptional, (31)
"We absolutely loved our stay here! The location is perfect: Right next to downtown Cornucopia (so you can find basic items easily), and just minutes from some of the coolest trails in the area. We stayed with two of us and our two pups. The pups adored the cabin and settled right in. The cabin is really adorable and cozy, very clean and updated, and has everything you need (including a well-equipped kitchen). It was easy to communicate with Erin. We hiked two nearby trails, the Lakeshore...
This cabin is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Fridge, microwave, oven, stovetop
Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach
10.0 out of 10, Exceptional, (31)
"This was our second stay and we really enjoyed it. The neighborhood and woods were so beautiful in the fall. Thanks again!"
The price is $240
$433 total
includes taxes & fees
May 14 - May 15
Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach
Beach
Top coastal town/Apostle Is.'s gateway/next to scenic marinas/fireplace/jacuzzi
9.8 out of 10, Exceptional, (152)
"Great place to stay and I'd like to visit again but not in April. All of the Bayfield shops are closed for the season in April."
Top coastal town/Apostle Is.'s gateway/next to scenic marinas/fireplace/jacuzzi
Exterior
The Little Bodin
9.8 out of 10, Exceptional, (8)
"Excellent clean apartment in an upstairs unit in Bayfield. Clean and comfortable."
The price is $150
$292 total
includes taxes & fees
May 12 - May 13
The Little Bodin
Property grounds
Bell Street Lodging-Suite
9.8 out of 10, Exceptional, (78)
"Great Bed and Shower."
Bell Street Lodging-Suite
Property grounds
⭐Large Lake Superior Waterfront Cabin; June 15th-17th Still Open! ⭐
9.8 out of 10, Exceptional, (43)
"Our stay here was fantastic, just missed mud season which made it even better. Great outdoor lot as well here, roomy backyard for our K9's and frisbee, pretty private, fire at the pit, great lakefront to get down to via a static rope, lots of shoreline got explored! More than enough room inside the place, we only ended up using half of it! Well stocked with dishes, seasonings, towels, blankets, plenty of kitchen utensils (pots/pans/everything) sometimes you don't get this at vrbo's, paper...
⭐Large Lake Superior Waterfront Cabin; June 15th-17th Still Open! ⭐
Property grounds
Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.
9.8 out of 10, Exceptional, (90)
"What a beautiful place inside and out! Definitely one of the best we've stayed at! The drive in was a little rough because of the frozen dirt road, but it was worth it for the large private property where our dog loved roaming freely!"
Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.
Beach
Bayfield condo in downtown Bayfield, Wisconsin. Patio, Lake Views! Sleeps 4.
9.8 out of 10, Exceptional, (197)
"Cannot stress enough how great the Andrew Tate Condos are to stay in when visiting Bayfield. Great quality for the price and right in the heart of downtown Bayfield so within walking distance of everything! This was our first time in the city and are definitely going to go back and stay at these condos. 5 Star rating!"
The price is $189
$340 total
includes taxes & fees
Jun 9 - Jun 10
Bayfield condo in downtown Bayfield, Wisconsin. Patio, Lake Views! Sleeps 4.
Terrace/patio
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
9.8 out of 10, Exceptional, (31)
"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!
Interior
Spirit Lodge- Log Cabin with Large front porch
9.8 out of 10, Exceptional, (38)
"Owner was friendly and helpful."
Spirit Lodge- Log Cabin with Large front porch
Property grounds
#2 Island Overlook, #2 Island Overlook
9.8 out of 10, Exceptional, (7)
"Beautiful scenery, close to many good places to eat and explore. Cabin was exactly as advertised, extremely clean and comfortable."
#2 Island Overlook, #2 Island Overlook
Beach
Lakeview Condo: Downtown Bayfield, Beach, Deck
9.8 out of 10, Exceptional, (22)
"Location location LOCATION! Spacious spacious SPACIOUS! Amenities amenities AMENITIES! This is one of those rare situations where the reality of this space is so much nicer… so much more spacious than the pics. Bayfield is a beautiful town… and this 5-star VRBO condo is a MUST RENT! ⭐️⭐️⭐️⭐️ ❤️❤️❤️❤️ 🙏🙏🙏🙏"
Lakeview Condo: Downtown Bayfield, Beach, Deck
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.

Ashland Vacation Rental Travel Info

Other types of properties in Ashland you may be interested in

Exterior
Best Western The Hotel Chequamegon
3.0 star property
8.6 out of 10, Excellent, (992)
"Great hotel in well maintained vintage historic building complete with ghosts (who did not reveal itself to us). Excellent bar and restaurant. Would recommend highly."
The price is $139
$156 total
includes taxes & fees
May 15 - May 16
Best Western The Hotel Chequamegon
View from property
Quality Inn Ashland - Lake Superior
2.5 star property
8.6 out of 10, Excellent, (598)
"Clean, comfortable, newly renovated room! The only thing I would warn travelers about is that most of the rooms you have to go outside to get into the hotel. As smokers this was convenient for us, however we were there during a blizzard and the other travelers did not seem to like trapesing through the snow to go swimming or get breakfast."
The price is $99
$111 total
includes taxes & fees
May 21 - May 22
Quality Inn Ashland - Lake Superior
Terrace/patio
AmericInn by Wyndham Ashland
2.5 star property
7.8 out of 10, Good, (897)
"Pleasant staff. Beautiful lake views. Done. "
The price is $97
$109 total
includes taxes & fees
May 12 - May 13
AmericInn by Wyndham 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.

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 $150 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.

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