Condo vacation rentals in Bayfield County

4.83 out of 5 average rating, 69 reviews

Downtown Bayfield 2 BR Condo fireplace sleeps 6

Perfect for a long weekend get-away or extended stay in Bayfield. Cozy two bedroom condo located right downtown. Boatworks is the only condo in town with an elevator. Walk to all the famous Bayfield restaurants and Saloons. (Most only a 2-3 blocks from condo) . Lake Superior across the street. Explore the City Dock, 2 Marinas, ferry to Madeline Island, local golf coarse, fish charters, sail boating, Apostle Islands National Lake Shore (22 islands). 5 star Orchards surround Bayfield.A must tour.

A charming wooden bridge arches over a tranquil pond adorned with water lilies. Lush greenery surrounds the area, while glimpses of residential units can be seen in the background, nestled among trees and plants.

4.92 out of 5 average rating, 108 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 wooden sign displaying 'Captain's Cabin' is affixed to a rustic wall, accompanied by a vibrant arrangement of purple and white petunias cascading from a planter. The entrance is bordered by a concrete pathway.

4.97 out of 5 average rating, 119 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.

The image features a stunning natural rock formation with two large openings revealing a tranquil sunset over calm waters. The rocky surface is adorned with vibrant green moss, reflecting the warm hues of the fading light. The serene environment creates a peaceful atmosphere.

4.95 out of 5 average rating, 91 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

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.

4.8 out of 5 average rating, 30 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.

Natural rock formations are visible along the shoreline, surrounded by lush greenery. The calm water reflects the colors of the stone, creating a serene atmosphere. The arch-shaped formation adds visual interest, highlighting the unique geological features of the area.

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 and fire pit wood povided. 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. $40 pet fee per stay. 🙂 No smoking allowed.

Natural rock formations rise from the calm waters, showcasing a distinctive archway surrounded by lush greenery. The orange and brown hues of the rocks contrast beautifully with the serene blue of the lake, creating a tranquil and scenic landscape.

4.79 out of 5 average rating, 155 reviews

One Minute Walk to Lake Superior. Brookside #10

Amazing location! This Comfy Studio Condo sleeps 4, King bed & Queen sofa sleeper. kitchen, balcony, AC, CableTV, Strong WiFi, BBQ, fire pit, jet-tub/shower. Walk to the restaurant, bar, marina and pool. The pool opens in July. Brookside is 2.3 miles from Bayfield. Hike or bike the Brownstone trail along the lake. Ride the ferry to Madeline or cruise the Apostles. Sail, fish, kayak, golf, orchards, ski. Mt Ashwabay, Big top , Bayview beach plus many trails within minutes.

4.9 out of 5 average rating, 111 reviews

A serene forest scene features a small waterfall cascading into a tranquil pool surrounded by moss-covered rocks. Sunlight filters through the trees, creating a peaceful atmosphere that highlights the natural beauty of the landscape.

Condo in Ashland

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.

A wooden bridge spans a small pond, surrounded by lush greenery and water plants. The calm water reflects the nearby condos, partially obscured by trees. Sunlight filters through the leaves, creating a serene natural setting.

4.73 out of 5 average rating, 40 reviews

Modern 1 Bdrm Condo Just Steps from the Lake

This one bedroom condo features everything you could hope for in your home base for your visit to Bayfield: lake views, literally steps to the beach, modern design & decor, fully-outfitted kitchen, and walking distance to everything in Bayfield. This unit features an open plan kitchen-dining-living space that opens up to your own private balcony. You'll find the kitchen well-outfitted should you wish to meal prep during your stay. The bathroom is updated and spacious.

4.84 out of 5 average rating, 115 reviews

A natural cave showcases layered rock formations in hues of orange and brown. Icicles hang from the cave ceiling, while a frost-covered ground extends into the distance, highlighting the cave's chilly environment. The rugged textures of the rock create a striking contrast with the icy surfaces.

Condo in La Pointe

Sheila's Downtown Condo

Walk to absolutely everything! Golf course, marina, ferry, galleries, restaurants, grocery, live music, bike, moped and kayak rentals, museum, beaches. The 1 bdrm condo is located 1.5 blocks from the ferry landing and is right above the Mission Hill coffee shop. The Big Lake is 1/2 block away and can be viewed from the spacious living room windows along with spectacular sunsets. Please note that the condo is not directly on the lake.

A large set of sliding glass doors provides a view of the marina and water, illuminated by natural light. A red umbrella shades a dining table on the deck, while a comfortable seating area with light-colored furniture is positioned nearby.

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!

The exterior of a three-story condo showcases a charming yellow façade with stone accents. Icicles hang from the eaves, and a sign indicating the property name is prominently displayed. Snow blankets the ground, complementing the winter scene.