Vacation rentals in Red Cliff

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Top-rated vacation rentals in Red Cliff

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Top guest favorite

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.

Condo in Bayfield

4.98 out of 5 average rating, 150 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.

Superhost

A yurt is nestled among trees, featuring a circular white top and green walls. A small wooden deck extends from the entrance, providing a welcoming outdoor space. The surrounding area is landscaped with lush greenery and scattered underbrush.

Yurt in Bayfield

4.87 out of 5 average rating, 521 reviews

Bayfield Rustic Yurt 1 (Evergreen)

Explore thousands of acres of the Bayfield County Forest and enjoy endless miles of exceptionally maintained non-motorized recreational trails. The yurt has direct access to CAMBA mountain bike trails and Mt. Ashwabay ski trails. The landscape is also spectacular. Take in the panoramic views of Lake Superior and the Onion River valley. This is a rustic, minimally maintained yurt set in the middle of the county forest, so come prepared to relax, unwind and explore the wonders of the north woods.

Top guest favorite

A bright seating area features two armchairs positioned around a small wooden side table, set on a textured rug. A large mirror stands nearby, reflecting natural light streaming in from a window adorned with sheer curtains. Wooden flooring enhances the space's warmth.

Apartment in Bayfield

4.96 out of 5 average rating, 110 reviews

The Eclectic Apartment on Broad Street

Perfect for a rejuvenating week or weekend getaway! Rest and relax in this amazing space, 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!

Top guest favorite

The cabin exterior features logs and a screened porch, offering shaded seating. A wooden deck wraps around, and steps lead up to the entrance. A propane grill is visible, and greenery surrounds the space, providing a secluded atmosphere.

Cabin in Bayfield

4.98 out of 5 average rating, 332 reviews

The Copper Squirrel of Little Sand Bay DogsWelcome

A mature forest and a beautiful pond are what you'll see when you arrive at this cozy, secluded, full log cabin. The cabin was recently completely renovated (Mar/April 2025)from log to log and is stocked with everything you'll need for your stay. It has all new appliances, furniture, fixtures, bathroom, cabinetry. 💚 It is the perfect homebase to relax after a long day of hiking Frog Bay, Houghton Falls, Lost Creek Falls, Meyers Beach, or shopping in nearby Bayfield, Washburn, or Cornucopia.

Guest favorite

A living area features a navy blue sofa paired with a rustic wooden coffee table. A television is mounted on the wall, and light streams in through a sliding glass door leading to a balcony. A dining area with a small table is also visible.

Condo in Bayfield

4.8 out of 5 average rating, 293 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen air matress. Full kitchen, balcony, AC, CableTV, Strong WiFi, fire pit wood povided. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Bikes provided. 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.

Guest favorite

The modern cabin is nestled among tall trees, featuring a large screened porch that is partially framed by natural surroundings. Soft light filters through the foliage, creating a serene atmosphere. Lounge chairs are positioned near the porch, enhancing the inviting outdoor space.

Cottage in Bayfield

4.87 out of 5 average rating, 161 reviews

Superior Sanctuary: Refined Rustic in the Woods

Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts. Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen • Boat Slip Rental Available

Top guest favorite

A brightly lit bedroom features a spacious bed dressed in crisp white sheets with a grey throw. Two windows allow natural light, framed by light-colored curtains. A small nightstand and dresser provide storage, while a patterned rug adds texture to the warm wood flooring.

Townhouse in Bayfield

4.98 out of 5 average rating, 195 reviews

Cozy Downtown Flat with Historic Waterfront Views

Nestle into a cozy flat perched above a rare books and vinyl shop. Enjoy a morning cup of coffee as you watch boats depart from the historic waterfront. Leave the car behind and wander historic streets discovering quaint shops and good eats. Venture a little further and find the start to the 300 acre Big Ravine Preserve trails. End the day at Washington Avenue Beach watching the sun set over the islands. This flat welcomes you in and provides easy access to all the charms Bayfield offers!

Top guest favorite

A charming red cottage is nestled among tall trees, showcasing a welcoming front with two white Adirondack chairs placed on a natural surface. Decorative flower arrangements hang near the entrance, surrounded by lush greenery and plants.

Guesthouse in Ashland

4.99 out of 5 average rating, 385 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Guest favorite

A rustic A-frame cabin is nestled among tall evergreen and birch trees. The exterior features wood paneling, large windows, and a welcoming white door. A patio area with adirondack chairs and a canoe is visible, creating an inviting outdoor space for relaxation.

Cabin in Herbster

4.94 out of 5 average rating, 217 reviews

South Shore A-Frame: Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

Guest favorite

The exterior of a red yurt is surrounded by lush greenery and autumn foliage. A wooden staircase leads up to the entrance, while a chimney indicates a wood stove inside. A cloudy sky is visible above, adding to the serene ambiance of the setting.

Yurt in Bayfield

4.94 out of 5 average rating, 445 reviews

Twisting Twig Gardens and Orchard Yurt

Our yurt offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable gardens, apple trees, and rustic accommodations. We are close to great outdoor recreation near Lake Superior and are about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. Our property is located on 40 acres and is very remote. We are on the edge of thousands of acres of county land. The perfect escape!

Superhost

A private outdoor patio is presented with a glass dining table surrounded by four chairs. Colorful flower pots with blooming plants add vibrancy to the space, complemented by natural stone and greenery. Steps lead up to the entrance of the home.

Farm stay in La Pointe

4.91 out of 5 average rating, 154 reviews

Hippophile Farm Get-a-way Garden Apartment

The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy the beautiful woods surrounding the apartment or take a walk to our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.

Guest favorite

A cozy bedroom features a metal bed frame with a soft blanket. Two bedside tables with lamps are placed symmetrically on each side. Colorful artwork is displayed on the walls, adding character. Natural light brightens the space, enhancing the calming atmosphere.

Apartment in Bayfield

4.94 out of 5 average rating, 127 reviews

Lake Superior Getaway. Hillside Suites Unit #2.

Your inland coastal getaway in beautiful Bayfield, WI. Keep it simple at this peaceful and centrally-located place. Cottage apartment tucked into the hillside with wonderful views of Lake Superior and Madeline Island. Walking distance to restaurants, parks, hiking trails, ferry, and marina. We allow 1 dog up to 60 lbs. Dogs are not allowed to be left unattended in room (even if kenneled). Please read house rules section if bringing a pet for other guidelines.