In the north of Wisconsin lies the beautiful city of Ashland. Its downtown area is brimming with murals that depict the city’s rich history, making it “The Historic Mural Capital of Wisconsin.” Adventurers can indulge in a wide array of activities here, such as fishing, hunting, swimming, biking, hiking, golfing, and more. When winter sets in, the city turns into a magical wonderland, beckoning winter sports enthusiasts to experience its white landscape. Skiing, sledding, snowshoeing, and more winter activities are popular here. Tourists can also go birding at the famous Chequamegon Bay, a beautiful natural landscape that serves as a habitat for a large variety of birds. If you’re planning a trip to this port city, check out our list of the best Airbnb vacation rentals in Ashland, Wisconsin.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Art deco-inspired apartment in the historic district (from USD 155)
If you want to splurge on your vacation in Ashland, choose the Garland City Apartment. Inside, there are vintage-themed bedrooms, a common space, and a porch to view Lake Superior. It also has a fully equipped kitchen, and a living room with folding couch. It is located in the center of the historic district, which is dotted with restaurants, bars, grocery stores, shops, and a cinema hall. The best part of the district is the historic murals adorning its walls, therefore, a walk around the district comes highly recommended.
Top guest reviews
Amenities & Room:
the second floor downtown apartment is absolutely stunning and filled with beautiful antiquesour stay here was a toasty warm and cozy reprieve after outdoor adventures in february winter temps) we'll definitely look to book this apartment when we visit again (in warmer weather )Cleanliness:
clean quiet and cozy tim & elizabeth were accommodating and very quick to replyHost:
they were extremely kind and quick to respondelizabeth and tim are wonderful hosts we look forward to coming backRead more reviewsLocation:
the apartment is very cozy great central location in ashlandthe place is walking distance to many great shops and restaurantstim and elizabeth's downtown ashland apartment was the perfect place for our family of four's visit to lake superiortim and elizabeth are outstanding hosts beautiful apartment clean amenities great location travel tips and more
2. Cozy cottage in a quiet neighborhood (from USD 230)
This little cottage in a quiet neighborhood attracts the guests by its simple but elegant theme. Its cozy bedrooms can accommodate up to six guests. It features a deck with a pergola, where you can enjoy the morning coffee. Laundry essentials, a hammock chair, and a grill are also provided here. It is just a few blocks away from the downtown area, where you’ll find delicious eateries, cafes, and shops. If you wish to engage in water pursuits, rent a kayak or a paddle board from Solstice Outdoors, which is just a stone’s throw away.
Top guest reviews
Amenities & Room:
wifi worked so well kids were able to attend their online classesthe cozy cottage couldn’t be anymore perfectCleanliness:
place was very clean and nicely decoratedvery clean space communication was extremely fastsuper clean and tastefully appointedgreat place very clean and cozythe house was clean and well decoratedHost:
easy check in process and host was easy to communicate withjeanne was a great host her thoughtful communication and quick response was so helpfuljeanne was a responsive hostadorable place i can’t say enough good about the house or the hostgreat location very clean host responded quickly to any questionsRead more reviewsLocation:
jeanne’s place was such a cute & cozy well-curated spacethe house is in a quiet neighborhood yet is a quick walk to ashland’s lovely main streetthis is a great location and a wonderful place to live while you visitthe neighborhood is a nice quiet neighborhoodwe loved the central location and were able to visit copper falls and bayfield/madeline island
3. Charming bungalow for five (from USD 106)
This charming bungalow has three bedrooms and can accommodate a family of five members. It is located in a quiet neighborhood, but close to several attractions, such as Ashland Ore Dock that is 1,800 ft (550 m) long, the Artesian spring water of Prentice Park, and the famous Lake Superior. Plus, it comes with a lot of amenities like a well-equipped kitchen, comfy beds, an open space backyard, and a barbecue grill. Bikes are available on site, should you wish to explore the area.
Top guest reviews
Amenities & Room:
we loved the book-lined living room and especially appreciated the snacks and coffee/tea bar in the kitchenwe enjoyed the “home away from home” feeling kitchen touches (coffee and cocoa offerings) and comfortable bedsCleanliness:
we only had a short stay but the place was clean and cozythe house was clean check-in was easy and everything was s advertisedclean comfy cozyvery cozy clean and quiet a nice weekend getawayvery clean very welcoming homeHost:
susan and david were lovely hostsdavid and susan were great hostssusan and david were the best hosts their home in ashland was so welcoming and stylishvery thoughtful and kind people who made me feel welcome and made sure i was comfortabledavid and susan are great hosts and so everything they can to make a stay comfortable and pleasantRead more reviewsLocation:
this cute little spot is located within walking distance of lake superior and downtown ashlandlocation within walking distance to lake superior was supervery close to the lake cute homevery close to the lake and walking paths cute housegreat place a short walk to a park along the bay easy access to dining and shopping
4. Two-bedroom bungalow near Chequamegon Bay (from USD 120)
This deluxe bungalow house near Chequamegon Bay can accommodate up to four guests. It boasts three spacious bedrooms that feature breathtaking views of the bay. It also has a dining area, a living room, and a dedicated workspace with the internet. The kitchen here is equipped with cookware, dinnerware, and kitchen appliances. Just a short walk away is Chequamegon Bay, where guests can spend time fishing and watching the sunset. And, a few blocks away from here are several restaurants like Little Caesar’s, Dairy Queen, and more. Plus, there’s a beach nearby, where you can enjoy a picnic, go for a swim, or indulge in kayaking and canoeing.
Top guest reviews
Amenities & Room:
not a huge space but slept three people comfortably with plenty of room to move aroundCleanliness:
clean and remodeleddebra's place was convenient clean and cozywhat a sweet retreat simple and clean and comfyit was very clean when we arrived and had all the necessitiesthe house was sparkling clean and had everything we needed and then someHost:
debra is a fantastic hostvery nice and considerate hostdebra was great host and made double sure everything was up to snuffdebra was a wonderful host the cottage is simple and cozyRead more reviewsLocation:
excellent location on lake superiornice place near lake superior and not far from downtownnice location with fishing and swimming in lake superior in walking distancegreat place and location at a great valuequant little house in a great location would definitely would stay there again
5. Little Scandinavia at The Homestead
This home offers a spacious bedroom, a well-equipped kitchen, a living-cum-dining area. It features a delightful little deck from where you can take in the beautiful sunrise/sunset views. And, it also has a bath with a whirlpool that is best for a relaxing soak. There are several restaurants nearby, should you wish to dine out. You can access waterfalls, beaches, and ATV and snowmobile trails from this property.
Ashland, Wisconsin, United States
30.2 km (18.8 mi) from Copper Falls State ParkSuperhost
Accommodates: 3
Top guest reviews
Cleanliness:
the space is very clean and i loved the little scandinavian touchesHost:
mark and kelly were great hostsRead more reviewsLocation:
a nice cottage with a good location and a lot of privacythe place itself was cozy and cute- definitely a scandinavian feel
6. Simple Rancher (from USD 125)
You’ll feel at home when you book this two-bedroom house nestled on the western edge of Ashland. If you’re an adventurer, you’re in for a treat here as Simple Rancher is close to walking paths, biking and ski trails, and birding, fishing and boating spots. Guests are allowed to bring their pet along, and there’s a fenced dog yard within the property. The house is furnished with two bedrooms that can accommodate up to three people. It also features a bathroom, a living room with a sofa bed, a kitchen and pantry, and a dinette in the open area of the kitchen.
Top guest reviews
Amenities & Room:
since the house doesn't have a/c 6 fans were running to try & keep us all coolCleanliness:
good location and communication the place was exceptionally cleanvery clean house she also had everything you would expect a kitchen to havemary’s home is impeccably clean comfortable and in a quiet neighborhood close to townRead more reviewsLocation:
great house in perfect location of townthe house is minutes from lake superior and close to grocery stores
7. Quaint, farm-style house for 10 (from USD 100)
Escape city life for a while and experience farm life at this cozy house located near Lake Superior. Feel the touch of country theme in every part of the house. This 120-year-old home has 4 bedrooms and can accommodate up to 10 guests. It has wooden furniture and a TV in the living room, and a fully equipped kitchen., where you prepare delicious meals for the entire family. If you’re traveling with an infant, the house has baby beds, bath, high chairs, and a portable crib. Guests can relax on the screened porch nestled in the backyard. The house has keyless check-in, so it is easy to come and go.
Top guest reviews
Amenities & Room:
bedrooms so comfortable and a great space for gathering in the living roomthe house was comfortable especially the beds kitchen equipped well nice touches with the chocolatesher spring water and breakfast offerings are a wonderful added touchwe especially appreciated the well-equipped kitchen and the kid toys which kept the kiddos entertainedthe table was set for us already and all of the kids toys nicely laid outCleanliness:
clean cozy stay with a nice kitchenvery clean and cozy home as advertiseddanielle takes great care to keep her place clean and invitingthe house was very clean and felt very comfortablethe place was sparkling clean and interestingly decoratedHost:
cozy yes and the host is greati highly recommend this home and hostprofessional courteous and responsive hosteasy to reach the host and very responsive- would recommendnice host with a nice back porch and good eatsRead more reviewsLocation:
excellent town and locationsuper close and everything you needeverything is close by for easy accessamazing ashland location that suited our needs and budgetsuch a great location if you have a student at northland college
8. The MacArthur House (from USD 125)
Experience the convenience of the come-and-go electronic code entry feature at The Mac Arthur House. This two-story house comes with a living room, a dining area, and a fully equipped kitchen with an extra table and chairs for six. All of the four bedrooms here are cozy and have a relaxing ambiance. It can sleep up to nine people comfortably. Guests can indulge in boating and fishing at the nearby Chequamegon Bay, or go for biking and hiking at Tri County Corridor, which is close to the property.
Top guest reviews
Amenities & Room:
great bed set up for a familyCleanliness:
the place was spotlessly clean and had everything we neededour family felt safe in this home and was clean and cozyHost:
i recommend staying here and the hosts were responsive to our needsRead more reviewsLocation:
great stay for a large group of friends kitchen was well stocked and in a great location
9. Centrally located house with games and a library
If you want to explore the beautiful attractions and indulge in outdoor activities in Ashland, you must choose this elegant house located in a residential area. It is a short walk away from Chequamegon Bay, and the Historical Main Street, where you’ll find historic murals. It is also adjacent to the Tri-Country corridor trail, where you can indulge in hiking, biking, and other all-terrain vehicle activities. After a long day of sightseeing and adventures, this house offers the comfort of four big bedrooms with comfy beds. If you wish to cook up meals for your loved ones, there’s a well-equipped kitchen and an outdoor grill on site. There’s also a small library with an impressive collection of books to read, and a lot of games to keep the little ones occupied.
Ashland, Wisconsin, United States
29.78 km (18.6 mi) from Copper Falls State ParkAccommodates: 7
Top guest reviews
Cleanliness:
and the place was clean and invitingclean eclectic home with lots of spacenice bungalow very clean and fully equippedeverything was as described and cleannice older home clean and well stocked perfect for trip across 2Host:
susan & david were great hostssusan and david were quick with responses and incredibly helpful with questionsit was my family's 3rd time staying with susan and david and as always they were excellent hostsreally great place to stay susan and david are great hosts and everything went as expectedsusan and david are super hosts for a reason my entire family stayed here for my weddingRead more reviewsLocation:
very spacious great location in ashlandnice roomy place on a great locationperfect place for a weekend get away the house is very close to downtownplenty of room and a great locationthe location was ideal for easy walks down the rails to trails path downtown and the lake
Explore the beauty of Ashland
Ashland has plenty to explore. There are hiking and biking trails, parks and green spaces, lakes, and art and cultural attractions. For an unforgettable vacation, be sure to book one of the above mentioned Airbnb vacation rentals in Ashland, Wisconsin.
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