Apartment holiday rentals in Madeline Island

A modern studio condo interior is presented, featuring a spacious bed with a quilted coverlet. A gas fireplace offers warmth, while large windows frame panoramic lake views. A light-toned armchair and decorative shelves enhance the cozy ambiance, with a bright door leading to an outdoor space.

4.91 out of 5 average rating, 129 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

A bright living room is characterized by light wooden flooring and natural light. Two white sofas are positioned around a wooden coffee table, with a decorative lamp on one end. A large television is placed in front of a wooden cabinet, and a doorway leads to the rest of the condo.

4.98 out of 5 average rating, 159 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.

A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.

4.8 out of 5 average rating, 377 reviews

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.

The spacious living room features a cozy arrangement of seating, including a large sofa and a pair of armchairs. A coffee table sits centrally on a decorative area rug. Natural light filters through the windows, illuminating the neutral-colored walls and wooden accents.

4.95 out of 5 average rating, 105 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

A spacious living area features a large sectional sofa facing a contemporary TV and a wood stove. Natural light fills the room through expansive windows, offering a view of the lake and surrounding landscape. A fan hangs from the wooden ceiling, adding to the cozy atmosphere.

5 out of 5 average rating, 17 reviews

On the Water, Near Snowmobile Trail, No Clean Fee!

We hope this becomes your new annual Lake Superior hideaway! Ideal for a couple or small family who is looking for an easy spot to stay while they're out adventuring across the North Shore. Or, just simply relax and enjoy your direct water access and an unbeatable view of the lake. Newly renovated, condo-style lake home right on the water. Includes access to 46-acre property with resort-like amenities. Close to all of the North Shore favorites spots. Find us on IG: @WatersEdgeNS

4.92 out of 5 average rating, 12 reviews

Northshore Lake Superior views King Suite | pools

Escape to the serene beauty of Lake Superior with our Lake View King Suite. Nestled in a prime location, this cozy 1-bedroom, 1-bathroom retreat offers breathtaking lake views from bed bedroom and balcony, a luxurious Jacuzzi, and a warm fireplace for those chilly evenings. Enjoy modern comforts, including a fully stocked kitchen. Perfect for couples seeking a romantic getaway or a family looking for adventure, peace, and tranquility. Experience the charm of MN NorthShore with us.

A serene lakeside view is presented, featuring calm waters reflecting the sun under a clear blue sky. The shoreline is bordered by a mix of trees and rocks, enhancing the natural beauty of the setting.

5 out of 5 average rating, 26 reviews

Two Harbors Lakefront 2BR | Pool • Hot Tub • EV

Wake up to sunrises over Lake Superior and fall asleep to waves outside your window in this 4th-floor condo. With 2BR/2BA, 3 fireplaces, 1 jetted tub, and space for 6, it’s perfect for families, friends, or your pup. Enjoy a balcony with epic views plus resort perks — pool, sauna, and indoor/outdoor spa — all minutes from Gooseberry Falls and Split Rock Lighthouse. Dive into lakeside living and create unforgettable North Shore memories at this exceptional luxury retreat!

4.89 out of 5 average rating, 145 reviews

A bright living area features a comfortable gray sofa complemented by a round area rug. A wooden coffee table sits in front of a TV mounted on the wall. Natural light streams through a large bay window, enhancing the welcoming atmosphere.

Apartment 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 light-filled living area features a beige sofa positioned beside a large window, showcasing views of the outdoor greenery and distant lake. A small round coffee table sits in front of the sofa, providing a functional space for guest items.

4.83 out of 5 average rating, 52 reviews

All-New Condo Steps from the Beach

Looking for the perfect home base for your visit to Bayfield? Look no further: this awesome ground floor condo has everything you could need for a truly memorable (and comfortable) vacation! This newly-remodeled one-bed condo features an open plan kitchen-dining-living space, plus a private balcony overlooking the lake (perfect for morning coffee or evening cocktails). The bathroom is clean and bright, and the kitchen is outfitted for all your culinary adventures!

A living area featuring a stone fireplace against a blue wall. Natural light fills the space, highlighting a comfortable leather sofa and a wooden coffee table. Large windows offer views of the lake beyond, creating an inviting atmosphere for relaxation.

4.93 out of 5 average rating, 15 reviews

Sunrise Suite on Lake Superior | Pool & Hot Tub

Welcome to the Sunrise Suite on Lake Superior! Tucked along the breathtaking shores of Lake Superior in the heart of Two Harbors, this charming 2-bedroom, 2-bath condo is your perfect getaway on Minnesota’s North Shore. Located just minutes from iconic attractions like Gooseberry Falls, Split Rock Lighthouse, and the local shops and cafes of Two Harbors, this condo is the perfect home base for exploring everything the North Shore has to offer.

5 out of 5 average rating, 45 reviews

Penthouse w/pool & hot tub

Retreat to the tranquility of Minnesota’s breathtaking North Shore. Located in the charming town of Two Harbors, this three bedroom lakefront penthouse is situated in a private bay. The condo features expansive windows showcasing stunning views of Lake Superior. Amenities include an indoor pool, indoor/outdoor hot tub, fitness area, sauna, and beachfront bonfire. Come unwind in the serenity of nature!

A clear blue sky is highlighted by the sun, casting a bright light over a marina filled with various sailboats. Tall masts reach upward, creating a striking vertical composition against the horizon.