Condo vacation rentals in Ashland County

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Top-rated condo rentals in Ashland County

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Guest favorite

Condo in Ironwood

4.97 out of 5 average rating, 102 reviews

The Red Room

Justing hitting the market! New furnishings, mattresses, ameneties, 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 place to charge while you stay. Our large parking lot accommodates your enclosed trailer parking for all your toys you bring to enjoy the outdoors. The Red Room features local Upper Peninsula decor and custom furniture. A Queen bed in the master and full in the 2nd bedroom. Sofa sleeper for additional guests. Room has a large picture window overlooking Western end of town. Come enjoy the peace and quiet our area has to offer while also benefiting from the amenities of being right downtown.

Guest favorite

Condo in Bayfield

4.91 out of 5 average rating, 104 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

Guest favorite

Condo in Bayfield

4.97 out of 5 average rating, 105 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.

Guest favorite

Condo in Bayfield

4.96 out of 5 average rating, 50 reviews

Beautiful Beachfront Condo Steps from Everything

You'll love this fully renovated studio condo that is literally steps from the beach! This unit is bright & airy with modern decor and all the thoughtful touches that make this the perfect place to serve as home base for your escape to Bayfield. The unit may be compact, but it is fully featured and oh-so-charming! You'll enjoy a full kitchen, dining area, comfy couch and side chair, queen-size bed, and a beautiful full bathroom. Not to mention your own patio overlooking the lake and the beach!

Guest favorite

Condo in Bayfield

4.94 out of 5 average rating, 86 reviews

Lakeview Condo: Downtown Bayfield, Beach, Deck

Experience the charm of Bayfield in our spacious top-floor condo with breathtaking views of Lake Superior. Perfectly situated, it's an ideal spot for sunrise enthusiasts & offers quick access to downtown. Enjoy the comfort of modern living in a serene lakeside setting. Walk to shops, restaurants, & the island ferry, or relax on the deck overlooking the lake. • 3 bedrooms + loft, sleeps 8 • 2.5 bath, fully stocked kitchen • Deck w/ dining table • Smart TV w/ streaming • Washer/dryer

Superhost

Condo in Bayfield

4.75 out of 5 average rating, 24 reviews

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed

This comfortable, well-decorated 3-bedroom ground-level condo sleeps 6. It has been recently upgraded with a new couch, table, and fast Wi AC. The location is amazing—a true hidden gem. It is next to the great waters of Lake Superior, surrounded by tall trees, and has a perfect bike trail to the city of Bayfield. The condo is a one-minute walk to the marina/restaurant. The city of Bayfield is 2.3 mi from Brookside condos. You can hike or bike the Brownstone trail along the lake.

Superhost

Condo in Ashland

4.91 out of 5 average rating, 102 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.

Guest favorite

Condo in Wakefield

4.97 out of 5 average rating, 177 reviews

Cozy, Clean, & Quiet 2B/2B Condo w/ Hot Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to the Sky Bar 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 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!

Guest favorite

Condo in Wakefield Township

4.89 out of 5 average rating, 63 reviews

Ski Haus Chalet-Main Floor

Fall Colors are here!! We are a 10 minute walk/1 minute drive to Jackson Creek. Come and get the U.P experience! We are offering our Main floor private chalet for rent. It is located close to Jackson Creek Ski Resort within Jackson Creek Village. A perfect rental for a large family, a couple families or larger group of friends. This is the Main floor unit in the building with easy in and out access.

Superhost

Condo in Bessemer

4.76 out of 5 average rating, 50 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.

Guest favorite

Condo in Bayfield

4.95 out of 5 average rating, 44 reviews

Bayfield on the Lake - Waterfront Condo Downtown

Beautiful top floor, spacious condo, downtown Bayfield located on the water's edge! Best view in Bayfield and best location in town. Walking distance to everything including the Madeline Island Ferry Line, restaurants, shopping, the marina, the beach, and so much more. This three bedroom condo offers plenty of space for families to enjoy the Lake Superior atmosphere!

Guest favorite

Condo in Wakefield

4.96 out of 5 average rating, 72 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.