Apartment holiday rentals in Ashland County

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

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.

Liftside Loft - SI/SO Condo @ Jackson Creek!

Relax by the fireplace or the ensuite sauna in this large family-friendly, SI/SO condo, located on the new Jackson Creek Ski Hill! This 4 bedroom + loft condo has plenty of space to spread out and enjoy your time away. Special features like the cedar-lined sauna, gas fireplace, and private deck with propane grill make this rental a perfect year round getaway! Guests are also within walking distance to the ski lodge restaurants for great food and drinks, ski rentals, and purchasing lift tickets.

Cute & Cozy 1B/1B Condo w/ Jetted Tub!

My clean, cozy, quiet, and Completely remodeled condo is located at Indianhead/Snowriver Resort. It's a brief walk to the Sky Bar/Jack's Cafe 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, ski vacation, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

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.

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

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!

Bayfield on the Lake - Waterfront Condo (#303)

Unit #303 at Bayfield on the Lake is the premier place to stay in Bayfield while exploring the town, Madeline Island, and the Apostle Islands. Located directly on the harbor, there is no better view in town. Walking distance to everything including shops, the Madeline Island Ferry Line, beaches, playgrounds, dining, and more. With 4 bedrooms, a game room that includes a foosball table, a kitchen with brand new appliances, this condo is perfect for large groups looking to get away.

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.

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.

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.

Ski Lodge w/ Sauna & Game Room - Schnickelfritz #2

Schnickelfritz #2 is a one-of-a-kind ski lodge retreat located steps away from Big Powderhorn Mountain. With ski-out access, you’re just steps from the main chalet and ski lifts, making it easy to hit the slopes and return to comfort in minutes. After a day skiing or exploring the area, head to the shared basement game room, complete with pinball, foosball, pool table, and more! Free on-site washer & dryer. Dogs are welcome with an extra $50.00 fee per dog