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Condo vacation rentals in Ashland County

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Top-rated condo rentals in Ashland County

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A modern studio condo interior is presented, featuring a spacious bed with a quilted coverlet. A gas fireplace offers warmth, while large windows frame panoramic lake views. A light-toned armchair and decorative shelves enhance the cozy ambiance, with a bright door leading to an outdoor space.

Condo in Bayfield

4.92 out of 5 average rating, 120 reviews

Beachfront Condo -Stunning Views & Convenience All

This charming condo has everything you could want in your Bayfield getaway and more! This second floor (top floor) studio condo unit features panoramic lake views, a crisp & modern interior, new gas fireplace, fully-equipped kitchen, and even a private deck overlooking the lake (perfect for dining al fresco or enjoying a sunset cocktail). There's even a sandy beach for swimming literally steps from the condo! The condo is located an easy walk to Bayfield's myriad charming shops & restaurants as

Top guest favorite

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

4.98 out of 5 average rating, 145 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.

A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.

Condo in Bayfield

4.8 out of 5 average rating, 370 reviews

One Minute Walk to Lake Superior. Brookside #11

Amazing location! This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. Strong Wifi, balcony, AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles, Sail, fish, kayak, golf, orchards, ski and more!! The pool and restraunt opens July 1st. 5 minutes from Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

An aerial view captures the winter landscape surrounding the condo units, blanketed in fresh snow. The buildings are set back from a frozen pond, with evergreen trees visible in the background. A ski lift stands nearby, indicating access to the slopes.

Condo in Wakefield

4.96 out of 5 average rating, 26 reviews

Ski In & Ski Out

Hike, bike, ski, snowshoe, sightsee…we can go on! This stunning ski-in/ski-out condo offers unparalleled access to Jackson Creek Summit part of the Snowriver Mountain Resort. Situated on the top of the hill, this peaceful residence ensures you can hit the slopes as soon as you step out the back patio door. The perfect retreat for access to many area destinations including Porcupine Mtns, waterfalls, ski hills (Jackson Creek, Black River Basin, Big Powderhorn, Whitecap) and much more!

Top guest favorite

A spacious balcony area features a table with seating for six, surrounded by comfortable chairs. A serene view of Lake Superior and the marina is visible beyond, with green grass and landscaped garden elements framing the scene.

Condo in Bayfield

5 out of 5 average rating, 27 reviews

Beachside Bliss | Airy Vibes and Island Views

Bliss out at Beachside Bliss! You’ll love the bright and airy feel in this fully renovated condo in the center of Bayfield! Beachside Bliss has plenty of space for your adventures: two bedrooms and two baths, anchored by a big common area, plus a roomy balcony with an incredible sunrise view of Lake Superior and Madeline Island. This is a view you could get used to--and with space to spread out, plus creature comforts galore, Beachside Bliss is a place you can really settle into.

The living area includes two matching recliners facing a spacious bed, with colorful bedding. A kitchen with wooden cabinets and appliances is visible in the background, along with a dining table and a chair. Natural light enters through a window, illuminating the blue carpet.

Condo in Bessemer

4.8 out of 5 average rating, 82 reviews

Room #214 Modern loft condo @ base of Ski Mountain

Two queen beds. Private loft bedroom with vanity sink, dresser and closet. Real kitchen with refrigerator, electric range and oven, microwave, toaster oven, coffee maker, dishes, pots and pans. Matching recliners face the 65 inch TV. Top floor, end unit, second story window looks out at your car in the well lit parking and Big Powderhorn Ski Mountain across the road. One bathroom with tub/shower. Daylight LED track lighting on the high ceilings to brighten your day.

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

4.88 out of 5 average rating, 128 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.

The image captures a panoramic view of a serene landscape featuring a cluster of brown condos set along a lush green area. A calm body of water reflects the surrounding trees and cloudy sky, with rolling hills visible in the distance, creating a tranquil setting.

Condo in Wakefield

4.97 out of 5 average rating, 194 reviews

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to Jack's Café on site for food, drink, and the best views from the top of the ski hill in the Upper Peninsula. My condo is the perfect place for your ski vacation, romantic getaway, family trip, after hiking/camping refresh, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

Top guest favorite

A welcoming living space features a yellow armchair and a gray sofa, both accented with throw pillows. A wooden coffee table is positioned in front, while a lamp provides gentle illumination. Sunlight filters through yellow curtains, enhancing the neutral wall colors and creating a relaxed ambiance.

Condo in Ironwood

4.95 out of 5 average rating, 110 reviews

Downtown "Yellow Room" at Villages on Aurora

Discover Village on Aurora, a charming condominium in downtown Ironwood, Michigan! This cozy apartment boasts 2 bedrooms with comfortable queen beds, perfect for families or groups. Enjoy easy access to the Ironwood City Square, the Historic Ironwood Theater, and nearby Lake Superior. Explore trails for hiking, biking, and more, right outside your door. With an EV charger available and a large parking lot for trailers, it's the ideal base for outdoor adventures.

The open living area is furnished with a comfortable plaid sofa and a wooden coffee table. A television is mounted on the wall across from the seating. A dining table with chairs is positioned nearby, and a large window allows natural light to fill the room.

Condo in Bessemer

4.77 out of 5 average rating, 52 reviews

Ski Lodge Condo across from Big Powderhorn Resort

Powdermill Resort economy Condo across from the Big Powderhorn Mountain Ski Resort and just minutes from Black River Harbor, Copper Peak, Blackjack and Indianhead Big Snow Resorts. This is a top floor two-story condo overlooking a beautiful forested area above the Powdermill Creek. The condo was totally remodeled in 2020 with new kitchen, bathroom, carpet, fixtures, and more.

Top guest favorite

An inviting kitchen area features modern cabinetry and a spacious wooden island with seating for three. A black refrigerator and stove are positioned alongside a sink, with decorative fixtures and a window allowing natural light to brighten the space.

Condo in Wakefield

4.97 out of 5 average rating, 88 reviews

Sun Dance Apartments unit 1

Full condo with one queen bed in the bedroom and pull out couch in the living area. Can sleep 4 comfortably. You also have access to a full kitchen. Enjoy Snow River Ski Resort and snowmobile trails just yards away from the property in the winter or hiking the porcupine mountains and other outdoor activities in the summer! We kindly ask for no pets at this time.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Ashland County condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The exterior of the condo features a wooden façade with red shutters, large windows, and a welcoming entrance. A deck extends across the front, providing access to the main entrance. A blanket of snow covers the surrounding area, reflecting the winter scenery.

Condo in Bessemer Township

4.68 out of 5 average rating, 19 reviews

Ski In/Out BunkHouse at Black River Basin, Unit #4

A modern living area is shown with comfortable seating on a gray sofa, paired with a small black coffee table. A rug with a subtle blue pattern covers the wooden floor. The kitchen area is visible in the background, featuring light wood cabinets and essential appliances.

Condo in Ironwood Township

5 out of 5 average rating, 5 reviews

Elevated Ski Chalet at Powderhorn Mountain

A warm living area features a leather sofa and a cozy armchair arranged around a stone fireplace. A flat-screen TV is mounted above the fireplace. Natural light filters through sheer curtains, and a door leads to a view of the outdoors.

Condo in Bayfield

4.5 out of 5 average rating, 10 reviews

Condo Just Steps from the Lake with Fireplace

Numerous sailboats are captured against a clear blue sky, their masts reaching upward into the sunlight. The bright sun creates a halo effect, illuminating the boats and creating a serene atmosphere in the marina setting.

Condo in Bayfield

4.71 out of 5 average rating, 34 reviews

Boatworks #201. Sleeps 8. Pet Friendly. Elevator

An open-plan living space is featured, showcasing a cozy red couch positioned beside a coffee table and a small dining table with wooden chairs. A rock fireplace is visible, and light streams through the windows, highlighting the warm wooden flooring.

Condo in Bayfield

4.71 out of 5 average rating, 24 reviews

Classic Beach Front Condo with Lake Views

Condo in Bessemer

4.5 out of 5 average rating, 10 reviews

Unit #1 Lumberjack- Trailside Black River Basin

A tranquil view of Lake Superior showcases a shared dock extending into the calm waters. Lush greenery lines the shore, while a distant pier is visible on the horizon. The scene offers a serene atmosphere with soft lighting reflecting off the water.

Condo in La Pointe

Waterfront Property - Lakefront Condo Steps to Lak

A serene view showcases the tranquil waters of Joni's Beach, framed by lush greenery and mature trees. A well-kept lawn and a small shelter are visible in the foreground, offering a connection to the natural surroundings. The sky is partly cloudy, providing a soft, natural light.

Condo in La Pointe

Parkside Condo 3 - Convenient In Town Condo

Pet-friendly condo rentals

A cozy sitting area features a comfortable sofa with accent pillows, positioned near two windows allowing natural light. A small coffee table is centered on a colorful area rug, complemented by framed artwork on the walls. Soft curtains frame the windows, adding a touch of warmth.

Condo in Ironwood Township

4.5 out of 5 average rating, 4 reviews

Lupinedorf #9

A welcoming entryway features vibrant green double doors. A wooden table with a mirror is positioned nearby, accompanied by a plant for added freshness. The carpeted floor leads towards an open hallway, while a framed picture decorates the wall, adding a personal touch.

Condo in Ironwood

4.91 out of 5 average rating, 109 reviews

Downtown "Green Room" at Villages on Aurora

A cozy living area features a soft blue-green sofa with decorative cushions, positioned across from a dark wooden coffee table. Light streams through the windows, complemented by sheer curtains. A patterned rug covers the floor, adding texture to the space.

Condo in Ironwood Township

5 out of 5 average rating, 5 reviews

Summertime Bliss at Powderhorn Mountain

The open-concept living area features a dining table surrounded by white chairs, complemented by a cozy seating area in the background. Warm light fills the space, highlighting the neutral color palette and textures. A ceiling fan hangs above, adding to the inviting atmosphere.

Condo in Bessemer

4.81 out of 5 average rating, 48 reviews

Sky Top Summer Retreat at Powderhorn Mountain

The room features two Queen beds with patterned bedding and a seating area with a round table and four chairs. A television is positioned on a stand, and natural light enters through a large window, which is covered by sheer drapes.

Condo in Bessemer

4.62 out of 5 average rating, 68 reviews

Room 120 - Ski/Nature/Sled/Powdermill Inn

A clear blue sky is highlighted by the sun, casting a bright light over a marina filled with various sailboats. Tall masts reach upward, creating a striking vertical composition against the horizon.

Condo in Bayfield

4.93 out of 5 average rating, 57 reviews

Cozy Boatworks #202 Condo Pet friendly. Elevator.

Top guest favorite

A snow-covered balcony railing provides a view of a winter landscape, featuring trees and distant buildings. The street below is lined with snow, and a hint of blue sky is visible through scattered clouds.

Condo in Ironwood

4.97 out of 5 average rating, 32 reviews

Cozy home away from home #2 Schnickelfritz

Condo in Ironwood

4.97 out of 5 average rating, 94 reviews

Downtown "Blue Room" at Villages on Aurora

Condo rentals with a pool

An outdoor pool is visible, surrounded by a concrete deck and offering a bright blue swimming area. Behind the pool, multiple sailboats are docked at a marina, with a clear view of the lake and distant green hills under a lightly clouded sky.

Condo in Bayfield

4.8 out of 5 average rating, 292 reviews

One Minute Walk to Lake Superior. Brookside #3

The living room features a comfortable couch and a coffee table, with a TV positioned on a wooden stand. Artful fish decorations are mounted on the wall. Natural light enters through a nearby window, creating a warm ambiance in the space.

Condo in Bayfield

4.79 out of 5 average rating, 39 reviews

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed

A modern kitchen area features a circular marble-topped table surrounded by four upholstered stools on chrome bases. Natural light enters through large windows, illuminating the wooden cabinets and gray flooring. Kitchen appliances are visible, providing a functional yet stylish atmosphere.

Condo in La Pointe

New place to stay

The Madeline Escape

A living area is framed by a stone wall with a fireplace and natural light filtering through window treatments. Comfortable seating is arranged around a wooden coffee table, with throw pillows adding texture. A staircase leads to the upper level, enhancing the home's open design.

4.9 out of 5 average rating, 20 reviews

Whitecap Mountain: Mountain Meadows #4 Nitecap

A cozy studio condo features a spacious bed with dark bedding, subtly accompanied by decorative throw pillows. Natural light filters through two windows near the entrance, illuminating the room. A rug lies at the door, adding warmth to the entryway.

Condo in Bayfield

4.78 out of 5 average rating, 167 reviews

One Minute Walk to Lake Superior. Brookside #10

Destinations to explore