Condo vacation rentals in Madeline Island

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.

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.

Deer Tail Lodge #10 on Lake Delta

Deer Trail #10 at Deer Trail Lodge offers a charming retreat on Delta Lake, featuring 2 bedrooms, a full kitchen, a cozy living area, and a deck with a grill and fire pit. Guests can enjoy the sandy beach, kayak or canoes, excellent fishing, and scenic southern lake views, as well as winter activities like snowmobiling and ice fishing. Located 15 miles from Iron River and Bayfield County attractions like the Blueberry Festival, The Cabin is also within an hour of Duluth, the Apostle Islands, and

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Updated Wifi in 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. 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

Clean Modern Beach Front Condo with Lake Views

Enjoy stunning Lake Superior views in this clean and modern 1 bedroom + loft condo that is literally steps from the beach! The unit features clean and updated spaces throughout, a queen-size mattress in the bedroom, a loft with two additional twin beds, comfy living room furniture from which to enjoy the incredible lake views, and an electric fireplace that adds coziness to the space. You'll also be able to enjoy the private balcony overlooking the lake & beach, which are just steps away.

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.

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.

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!

Downtown Bayfield Condo 204 @ Washington Ave

Washington Avenue Condo 204 offers an unbeatable downtown Bayfield location at the corner of 1st Street and Washington Avenue. Just steps from the Madeline Island Ferry, beaches, and kayak rentals, with coffee shops, restaurants, boutiques, galleries, museums, marinas, and the library all within a short walk. The Iron Bridge Trail is just up the hill—no car needed.

Cozy Boatworks #202 Condo Pet friendly. Elevator.

Bayfield Condo Rental - Boatworks #202 is a cozy 1 bedroom 1 bath condo 2nd floor property with elevator. 690 sq ft. Private off-street parking. Located across the street from Apostle Island Marina. Fully equipped kitchen, living room with fireplace, bedroom with queen size bed, full bath. Central air conditioning. Outdoor patio.