Vacation rentals in Bayfield County

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Top-rated vacation rentals in Bayfield County

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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, 144 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.

Guest favorite

The cabin's striking exterior features large cedar beams and expansive windows, blending seamlessly into the natural surroundings. A screened-in patio offers a view of the woods and lake, while a gas grill is positioned nearby for outdoor dining.

Cabin in Herbster

4.97 out of 5 average rating, 142 reviews

Cedar Ridge | Hand-Crafted Cabin with Lake Views

This newly built cabin will take your breath away. You’ll find the perfect blend of Northwoods rustic charm and creature comforts in this 3 bdrm cabin nestled in the woods overlooking Lake Superior’s Bark Bay. You’ll fall in love with all the care & attention its owners have put into every detail. From the stunning cedar beams that provide the backdrop to the incredible lake views to the hand-crafted interior woodwork and the beautiful kitchen, you will see how unique and special this cabin is.

Top guest favorite

The exterior of an artisan-crafted lake home is shown at twilight, featuring large windows that reflect the soft evening light. Surrounded by greenery and wildflowers, a stone pathway leads to the entrance, enhancing the natural setting.

Home in Herbster

4.97 out of 5 average rating, 399 reviews

Stunning Bark Point Home on Superior's South Shore

One of a kind, open/loft-concept (see pics: it really is open) artisan-crafted lake home on Superior's south shore: paddle in summer/ice hike in winter. Breathtaking sunsets. 300+ feet of private shoreline or short walk to public beach. Great kitchen. Up to 8 people and most dogs welcome - PET FEE: pets are an extra $25 (there is a place to leave this next to the house manual on the kitchen counter) Scenic huge patio with built-in fire pit (BYO firewood) We hope you love it as much as we do!

Top guest favorite

A spacious outdoor deck with a cozy lounge area featuring a modern propane fireplace surrounded by plush seating. The deck is lined with trees, providing a serene, private setting. String lights are seen above, adding ambiance to the inviting space for relaxation.

Cottage in Bayfield

4.99 out of 5 average rating, 91 reviews

Bayfield Fruit Loop Retreat - Main Cottage

Welcome to the Bayfield Fruitloop Retreat, featuring a beautiful "Main Cottage" nestled in 7 acres of woods in Bayfield, Wisconsin. The property allows you to savor a peaceful & quiet northwoods experience but still minutes from several attractions & historic downtown Bayfield. The property is conveniently located just 5 minutes' drive or 2.5 miles from the center of downtown Bayfield. Located right on country Hwy J, a starting point for a self-guided tour around the city of Bayfield where a

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, 159 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

Superhost

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.

Condo in Bayfield

4.8 out of 5 average rating, 369 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.

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, 189 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, 377 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, 212 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.

Top guest favorite

A small decorative cottage figurine rests in a pot of soil, surrounded by broad green aloe vera leaves. Smooth pebbles are visible among the dirt, contributing to a natural, earthy ambiance.

Chalet in Bayfield

4.98 out of 5 average rating, 164 reviews

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin in the woods with beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

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, 440 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 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.

Apartment in Bayfield

4.82 out of 5 average rating, 106 reviews

Lake Superior Getaway. Hillside Suites Unit #1.

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.