We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Accommodations in Ashland County

Book unique accommodations, houses, and more on Airbnb

Top-rated accommodations in Ashland County

Guests agree: these accommodations are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

A multi-level cabin features a wooden exterior with large windows allowing natural light. A welcoming front porch leads to a deck, providing outdoor space. Surrounding greenery enhances the serene setting, while stacked firewood is neatly arranged beside the entrance.

Home in Ironwood Township

5 out of 5 average rating, 3 reviews

Top Notch

Top Notch is the perfect vacation home for multiple families or multi-generational use. It offers 1 bedroom and 1 bathroom on the lower level, 1 bedroom and 1 bathroom on the main level and 2 bedrooms and 1 bathroom on the upper level. The lower level also offers a family room with a brick fireplace and foosball table as well as a room leading off with an indoor hot tub. *The hot tub is open from Dec. 1 - April 1 only.* The main level has a large living room with a large stone fireplace, the adj

A bright living room is characterized by light wooden flooring and natural light. Two white sofas are positioned around a wooden coffee table, with a decorative lamp on one end. A large television is placed in front of a wooden cabinet, and a doorway leads to the rest of the condo.

Condo in Bayfield

4.97 out of 5 average rating, 113 reviews

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Condo in Ironwood

4.92 out of 5 average rating, 102 reviews

The Green Room

NEW NEW NEW!! Village on Aurora is located in the heart of downtown Ironwood putting you steps away from Ironwoods City Square and the Historical Ironwood Theater. Lake Superior is only a short drive North of Downtown leaving you minutes away from waterfalls, and beaches. Our area has a multitude of different types of trails (hiking, biking, cross country, snowmobile, ATV) many just steps from your front door. Electric car chargers are also available in the downtown area making this the perfect

Home in Bayfield

5 out of 5 average rating, 13 reviews

Private Haven W Sauna; Madeline Island/Lake Views

-Modern, Spacious & Bright w/Great Vibes -Ideal Spot atop Bayfield on 1.56 Acres -Views of Madeline Island & Bayfield -Spacious lower level equally bright & airy -On a dead end street w/Ample parking -TV in each bedroom -Gateway to Apostle Islands -Near Downtown Bayfield & Marina - Wood-burning fireplace -Bonus lounge Room W/ a 65-inch TV, Bean Bags & board games - Fully equipped kitchen - Spacious Primary Bedroom W/ en-suite Bathroom & Deck Access **Special Pricing For Monthly/weekly stays

A living area features a navy blue sofa paired with a rustic wooden coffee table. A television is mounted on the wall, and light streams in through a sliding glass door leading to a balcony. A dining area with a small table is also visible.

Condo in Bayfield

4.81 out of 5 average rating, 277 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ, fire pit, and bikes. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. Pool opens in July. $40 pet fee per stay. 🙂 No smoking allowed.

A spacious living area features a rich leather sofa and a round wooden table. Hardwood floors are complemented by a decorative area rug. Stenciled ceiling adds character, while large windows provide natural light. The kitchen area is visible in the background, showcasing modern appliances.

Apartment in Bayfield

4.96 out of 5 average rating, 71 reviews

The Blue Grotto in the heart of Bayfield

The Blue Grotto is an upper level, fully furnished, 1-bedroom, 3/4-bath luxury apartment with private entrance in the heart of downtown Bayfield within walking distance to the ferry, restaurants, shops and beaches. Private deck with lake view. Sleeps 4. Private bedroom has Cal king bed; living room has Murphy bed. Free designated alley parking. A/C available. In-floor heat. Hardwood floors and natural stone tile throughout. Reliable Wi-Fi. Available year round. Check in 3PM; check out 11AM.

Two queen beds are arranged in a cozy room, accented by warm, patterned throw pillows. Artwork featuring geometric designs decorates the wall above a wooden nightstand, which holds soft lighting. A plush area rug adds texture to the space, enhancing comfort.

Townhouse in Bessemer

4.97 out of 5 average rating, 30 reviews

2 Min to Big Powderhorn Lodge & Lifts! ~ Lodge 2

What makes us special? ~ Pamper friendly - Stylish, modern amenities and decor with high quality king and queen sized beds so you can relax and feel pampered ~ Skier / OTV'er / Snowmobiler friendly - we have ski racks, boot trays, boot warmers, crock pots, fuzzy blankets ~ Family friendly - we have baby gear, board games, outdoor grill, and multiple TV's ~ Pet friendly - You are welcome to add a dog to your reservation, we have a pooch pouch of supplies for you to use during your stay

A bedroom features a spacious bed with a gray comforter and two teal pillows. Nightstands are located on each side, with one holding a bedside lamp. A window with dark curtains allows natural light to enter, enhancing the room's calm ambiance.

Apartment in Hurley

4.89 out of 5 average rating, 47 reviews

Hurley: location for all hobbies, holidays, events

Your family will be close to everything when you stay at this centrally-located place. Two bedroom rental unit with large parking area in back for trucks and trailers 2 queen beds 1 sectional couch -1 block from silver street with many food and bar options. -On the ATV/ snowmobile trail -2 blocks from Iron Belle walking trail -Many cross country ski trails nearby -blackjack/Indianhead ski resort 13 miles. -Whitecap Mountain ski resort 13 miles - Powderhorn ski resort 10 miles.

Apartment in Ironwood

4.92 out of 5 average rating, 12 reviews

Blue Moon-Supurb Comfort-Entry Ramp Accessible

Upgraded property with comfortable beds to sleep peacefully in this inviting home This renovated 2 bedroom is listed in a 4 unit quiet building on main level with lots of natural light Relax in comfort in this peaceful getaway with plenty of room for your snowmobiles !!! Note: We request a picture on your profile and if you have limited or no ratings may request photo ID and greater information, also please add names of other guests as well if applicable when booking.

A bright living area features a comfortable gray sofa complemented by a round area rug. A wooden coffee table sits in front of a TV mounted on the wall. Natural light streams through a large bay window, enhancing the welcoming atmosphere.

Condo in Ashland

4.9 out of 5 average rating, 108 reviews

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Chalet in Bessemer

4.95 out of 5 average rating, 239 reviews

Hot Tub! Fireplace! The Wüdenknipple - Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

A cozy living area features a comfortable gray sofa and a plush red armchair, accompanied by a wooden coffee table. The room is divided into a sleeping area with a queen-size bed, adorned with light-colored bedding. Soft lighting enhances the welcoming atmosphere.

Apartment in Bayfield

4.81 out of 5 average rating, 91 reviews

Lake Superior Getaway. Hillside Suites Unit #1.

Your inland coastal getaway in beautiful Bayfield, WI. Keep it simple at this peaceful and centrally-located place. Cottage apartment tucked into the hillside with wonderful views of Lake Superior and Madeline Island. Walking distance to restaurants, parks, hiking trails, ferry, and marina. We allow 1 dog up to 60 lbs. Dogs are not allowed to be left unattended in room (even if kenneled). Please read house rules section if bringing a pet for other guidelines.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Ashland County accommodations

Laptop-friendly workspace

Other great vacation rentals in Ashland County

Home in Bessemer

5 out of 5 average rating, 6 reviews

Oui Ski Inn: Snowy Summit

A charming exterior of a single-story house is visible, featuring a simple facade with cream-colored siding and brown trim. Snow blankets the roof and front steps, while a decorative door with glass panels adds character. Frosted windows line the front, complementing the winter scene.

Home in Ironwood

4.82 out of 5 average rating, 226 reviews

Cheerful 2 bedroom home away from home

A modern, two-story cabin is set against a clear blue sky, framed by tall evergreens. The front porch is screened, providing a view of the lush green lawn. The structure features a distinct sloped roof and large windows, enhancing natural light.

Home in Bayfield

4.95 out of 5 average rating, 20 reviews

Brickyard Lakeside Retreat

A snow-covered balcony railing is visible in the foreground, while a snow-dusted road extends into the distance. Pine trees are partially obscured by snow, and a glimpse of distant hills is seen under a partly cloudy sky.

Condo in Ironwood Township

4.95 out of 5 average rating, 22 reviews

Cozy home away from home #4 Schnickelfritz

A Scandinavian log home is showcased against a snowy landscape, featuring a welcoming porch adorned with string lights. The cabin's rustic design is complemented by large windows, and the sunset casts a soft pink hue across the sky, creating a serene setting.

Cabin in Gurney

5 out of 5 average rating, 67 reviews

Potato River Falls Log Cabin Retreat 130 Acres

A wooden cottage is set amongst lush greenery, featuring a spacious wrap-around porch and a covered entrance. The structure is elevated with a flight of stairs leading to the porch, and a gravel driveway provides accessible parking beside it.

Cottage in Upson

4.95 out of 5 average rating, 63 reviews

Stunning 3 bed, 2 bath private lake front cottage.

A spacious property is depicted, featuring a large lawn with well-maintained grass. Multiple buildings are visible, including a two-story house and adjacent structures, all set against a clear blue sky and surrounded by trees.

Home in Ironwood

4.92 out of 5 average rating, 26 reviews

Cheerful 4-bedroom home with a hot tub

An A-frame exterior showcases a distinctive architectural style. Two warmly colored doors are positioned at the entrance, flanked by a lamp post. Snow covers the wooden deck and pathway, creating a serene winter scene outside the town home.

Townhouse in Bessemer

4.88 out of 5 average rating, 17 reviews

Sunrise Morning Townhome w/Sauna at Big Powderhorn

Destinations to explore