Apartment holiday rentals in Bayfield County

A charming green house is framed by colorful gardens filled with various flowers. The inviting porch is adorned with seating, and large windows reflect natural light. The home showcases classic architectural elements under a clear blue sky, providing a welcoming appearance.

4.96 out of 5 average rating, 146 reviews

The Eclectic Apartment on Broad Street

Your jumping off point to all things Apostle Islands National Lakeshore. Rest and relax , one block from the public sauna and pool, where you will wake up to sunrises over Lake Superior and end your day on the deck with a glass of wine or a good book. The bedroom and living room have amazing natural lighting. Local coffee and a full kitchen, as well as laundry, free parking, Roku TV and a custom tile shower offer all of the comforts of home. The perfect romantic getaway, or a retreat for one!

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A view of the serene Lake Superior is framed by large glass doors, leading to a private deck. The seating area features a cozy sofa and a light wood coffee table, complemented by a dining space with wooden chairs. Natural light illuminates the interior.

4.94 out of 5 average rating, 36 reviews

Bayfield Island View "Fedora" on Lake Superior

Best lake view in Bayfield, across from Madeline Island. Island View Lodging has 2 suites with private coded entrances, each sleeps 4 (1 Queen bedroom & 1 sofa sleeper), shower, and mini kitchen. Enjoy peace and quiet at this private sanctuary just 1 mile north of Bayfield on Lake Superior with private deck, firepit, beach & lakeview seating. The large lawn area slopes down to Lake Superior, laze away in the lawn chairs, fish off the bank, launch your kayak, sunbath & take a dip in the lake.

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The open living area features large south-facing windows allowing natural light to fill the space. A comfortable gray sofa and a supportive chair are arranged on a patterned rug. A small table is set up for work or dining, complemented by greenery from nearby plants.

5 out of 5 average rating, 101 reviews

Sunny + Quaint Rental in the Heart of Bayfield

1 bedroom + den with additional queen bed in the heart of Bayfield's historic district, just steps to downtown shops, restaurants, and beaches. Located in the lower level walkout of our duplex, this private + newly remodeled apartment boasts bright spaces, big windows, and comfy furniture for lounging. Take in glimpses of Lake Superior from the open concept living room/kitchen/dining area and enjoy your morning coffee from the covered veranda while enjoying the fresh Lake Superior breezes.

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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.

4.97 out of 5 average rating, 94 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.

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A vibrant sunset casts warm hues across the sky over the water. People walk along a pathway bordered by a white railing, while a boat moves gently across the water, contributing to the tranquil atmosphere. The shoreline includes rocks and trees, adding natural elements to the scene.

4.89 out of 5 average rating, 18 reviews

Madeline Island Lakeview Condo

Location, location, location... **Located ON Madeline Island** This beautifully appointed condo offers the ultimate convenience located just 1.5 blocks from the ferry landing and a half block from Lake Superior! No Car? No Problem! Leave your vehicle behind and explore Madeline Island on foot. You're surrounded by galleries, restaurants, shops, and live music venues—plus the bakery and coffee shop right downstairs make mornings a breeze with fresh pastries and sandwiches to go.

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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.

4.84 out of 5 average rating, 142 reviews

Lake Superior Hillside Suite 1 • Walk Downtown

Relax in this peaceful hillside suite overlooking Lake Superior and Madeline Island. Wake to beautiful sunrise views and enjoy a short walk to downtown Bayfield’s restaurants, shops, marina, ferry, parks, and hiking trails. This cozy cottage-style apartment is the perfect home base for exploring the area while enjoying a quiet coastal retreat. 1 dog allowed (up to 60 lbs). Pets may not be left unattended in the suite. Please review house rules for details.

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A sign reading 'Gichigami' is attached to a glass-paneled door. The door features a frosted design and is framed by a light-colored wall. A staircase is visible in the background, hinting at the entrance to the second-floor apartment.

4.93 out of 5 average rating, 14 reviews

Gichigami apartment at Great Water Inn

Tucked into the heart of Bayfield, Wisconsin, this restored historic lodging is an easy walk to restaurants, shops, hiking, beaches, tour services, and the ferry. Great Water Inn features three suites and one second-floor apartment with a full kitchen and living room. Guests can also rent the entire inn for groups of up to fifteen people. Each room has either a large jacuzzi tub or a private sauna. A cozy homebase for your northern Wisconsin adventure!

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A picturesque view of the exterior space is showcased, featuring a green lawn bordered by a decorative fence. Colorful autumn trees stand tall against a clear blue sky, with glimpses of the water visible in the background, evoking a serene natural environment.

4.91 out of 5 average rating, 115 reviews

Island View Retreat

Enjoy a cozy retreat to Bayfield, Wisconsin & the Apostle Islands! Island View Retreat is a cozy apartment overlooking Madeline Island and Long Island. The apartment has a private entrance for guests, 2 bedrooms, full kitchen, full bathroom & comfortable living room area. Island View Retreat is conveniently located 0.5 Miles from the heart of downtown Bayfield. A 10 minute walk to coffee shops, restaurants, city dock and more!

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4.97 out of 5 average rating, 225 reviews

Historic buildings line the street, showcasing a blend of architectural styles with colorful facades. A clear blue sky complements the vibrant storefronts, which feature signage and awnings. Local shops are visible, highlighting the charm of Ashland's Main Street Historic District.

Apartment in Ashland

The Garland City Downtown Apartment

1920s, craftsman and art-deco-inspired apartment, furnished with antiques, located in the heart of Ashland’s Main Street Historic District. Ditch the car and walk to local amenities like the grocery store, brewpub, bars, restaurants, shops, library, and movie theater. View Ashland’s downtown murals. The Lake Superior waterfront is steps away...where you can stroll the shoreline path or bicycle the 9-mile town loop.

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Superhost

4.79 out of 5 average rating, 28 reviews

Brookside Hide-A-Way #2, Port Superior, Bayfield

Newly updated unit! Welcome to Brookside Hide-A-Way at the Port Superior Marina! This one-bedroom, one-bathroom apartment is situated just 2 miles from Bayfield and offers convenient access to the Brownstone walking/biking trail, located alongside Lake Superior. This comfortable space sleeps 2-4, featuring a king bed, private bathroom, queen sleeper sofa, full kitchen, smart TV, and high-speed Wi-Fi.

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A comfortable grey sectional sofa is complemented by red and plaid accent pillows. A glass coffee table, topped with a candle, sits on a patterned rug. Soft lighting is provided by a nearby lamp, creating a relaxed atmosphere in the inviting living space.

4.93 out of 5 average rating, 29 reviews

Vineyard View Apartment in Bayfield

Stay on a working winery and orchard on the fruit loop just outside charming historic Bayfield. This homey farmhouse rental is the entire second story with a separate entrance (our tasting room is on the main floor). Three bedrooms (two queen beds and two twin beds) and one bathroom. Large kitchen, separate dining room great for games and puzzles. Deck overlooking the vineyard.

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