Holiday rentals with outdoor seating in Bayfield

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.

Guest house in Cornucopia

A modern home with a striking blue exterior is surrounded by autumn foliage. Large windows dominate the front, reflecting the landscape. Two light green chairs are positioned near a fire pit in the yard, inviting relaxation and outdoor gatherings.

4.91 out of 5 average rating, 330 reviews

Sky Fire | Lake Superior Waterfront Retreat

Relax with expansive views of Lake Superior as you bask in the glow of the wood burning fireplace's radiance. Waves echoing off the brownstone cliff upon which this special home is perched, absorb the splendor of bald and eagles soaring only feet away. Minutes from your nest is Meyer's Beach, the common entry point to begin your kayak or hiking excursion to the sea and ice caves of this, the greatest of all lakes. Bike, hiking, motorsports and XC ski trails abound. Rest or play. It's all here.

4.98 out of 5 average rating, 343 reviews

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

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.

4.97 out of 5 average rating, 199 reviews

A private deck features a glass table surrounded by two chairs with cushions, complemented by vibrant planters. In the background, a lush garden blooms with various flowers and greenery, creating an inviting outdoor retreat.

Guest suite in Brule

The Bee's Balm

You'll find us tucked in the quiet woods of northern WI near the Brule River. We're remote enough to experience star-filled skies & fireflies, but not far from many premier attractions. Your space is a self-contained apartment on the lower level of our 2.5 story home. It features a private entry, queen-sized bed, kitchenette, lower level private deck, access our beautiful grounds & more! We're a family of artists who love to travel & to introduce others to our beautiful part of the world.

4.81 out of 5 average rating, 113 reviews

A rustic cottage is surrounded by colorful autumn foliage, showcasing its wooden exterior and A-framed roof. A large porch with steps provides entry, and a pathway leads through the grassy yard, where scattered leaves complement the natural setting.

Cabin in Port Wing

Cozy South Shore cottage near Lake Superior

Enjoy the splendor of Lake Superior at our cozy, rustic cottage near Port Wing, WI. Situated halfway between Duluth/Superior and Bayfield, it's the perfect location to visit all your favorite South Shore locations. There's no need to choose between privacy & the difficulties of accessing remote properties. Our cottage is located within 68 acres of private, wooded wilderness. Yet since we're next to the Wisconsin Lake Superior Scenic Byway (Hwy 13), it's easy to get wherever you want to go!

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, 380 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.

4.99 out of 5 average rating, 395 reviews

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.

Guest house in Ashland

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.

4.99 out of 5 average rating, 150 reviews

The cottage exterior features a wooden entrance with a small deck, surrounded by a snowy landscape. Icicles hang from the eaves, and evergreen trees are visible nearby. Window boxes adorned with greenery add a touch of charm to the entrance.

Cottage in Cornucopia

Borealis Cottage by Siskiwit Bay

Borealis Cottage sits on a 2-acre, private, wooded lot in the sustainably designed Sawgrass Community of Cornucopia. Light-filled cottage with open floor plan includes a sleeping loft, screened porch, gas fireplace, and fully-equipped kitchen. A quick, quiet walk from the cottage takes you to a private wooded path with access to Cornucopia Beach on Siskiwit Bay. Explore the Apostle Islands National Lakeshore--our cottage is located 4 miles from Meyers Beach and 20 miles from Bayfield.

Shipping container in South Range

The exterior of the storage container unit is showcased in a serene setting, featuring large windows and a sleek black facade. The surrounding area is landscaped with grass and bordered by a stone path, under a sky painted with soft hues of sunset.

4.98 out of 5 average rating, 184 reviews

Sölveig Stay: Shipping Container with Nordic SAUNA

Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.

4.97 out of 5 average rating, 279 reviews

This charming cottage is framed by lush greenery and colorful flowering plants. A private porch features two chairs, inviting relaxation. A neatly maintained pathway leads through a wooden fence, completing the serene outdoor setting against the backdrop of trees.

Cottage in Brule

The Cottage: No cleaning fees! Access to trails!

We are an event center but do not have events or weddings during your stay. This cozy one-bedroom cottage is set against the tree line. In the morning, enjoy coffee on the private porch, go snowshoeing, hiking, fishing, or canoeing in and around Brule River State Forest in the afternoon, and watch a few movies in the evening. Are you traveling with a group? Check out our other listing, The Farmhouse at Brule River Barn, a four-bedroom, two-bath home that can accommodate 11 guests.

4.94 out of 5 average rating, 230 reviews

A rustic A-frame cabin is nestled among tall evergreen and birch trees, with fresh snow covering the landscape. The entrance features two large windows framed by wood and two doors. A wooden deck extends towards the tranquil woodland, creating an inviting outdoor space.

Cabin in Herbster

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.

4.99 out of 5 average rating, 150 reviews

The modern home is surrounded by lush greenery, with large windows reflecting the evening light. A staircase with railings leads to the entrance, enhancing accessibility. A circular window adds a unique architectural feature, while soft lights illuminate the exterior, creating a serene nighttime ambiance.

Cabin in Herbster

Superior Sunsets @ The West Slope (Steam Shower)

Our 3 bedroom, 2 bath home is located 1 mile out of Cornucopia and 20 miles from Bayfield. Nestled in a lush forest on a sandstone cliff overlooking Lake Superior, this home is a new build featuring a STEAM SHOWER , a fully equipped kitchen and cozy gas fireplace . Deck with grill and stunning sunset views. Large entertainment room w/ 65" Smart T.V. , POOL TABLE & DART BOARD. Outdoor firepit and picnic table. WE PRACTICE ENHANCED SANITIZING MEASURES WITH EVERY TURNOVER.

Popular amenities for outdoor seating rentals in Bayfield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

The living area features a cozy seating arrangement, with a gray sofa and a wooden coffee table on a patterned rug. A round dining table is present, surrounded by four chairs. Natural light fills the space through large windows, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 173 reviews

Cozy North Shore Cottage

Superhost

A comfortably arranged living area features a pair of purple armchairs and a matching couch surrounding a wooden coffee table. Natural light pours in through large windows, highlighting a decorative plant in one corner. A flat-screen TV is mounted on a light-colored dresser, offering entertainment options.

4.78 out of 5 average rating, 175 reviews

The NorthShore Lower Lofte - Retro, Eclectic Charm

4.87 out of 5 average rating, 171 reviews

A small wooden dining table is positioned against the wall, accompanied by two white, spindle-back chairs. A light plaid table runner is placed across the table. Natural light filters in through a nearby window, creating a warm and welcoming dining space.

Home in Ashland

Bungalow (House) on Chequamegon Bay.

A modern and cozy living area is presented, featuring a gray sofa, a wooden coffee table, and two accent chairs. A flat-screen television displays a flickering fire, while a set of books and games is arranged on a white shelf beside a staircase with black risers.

4.99 out of 5 average rating, 100 reviews

La Casita +sauna North Shore retreat

4.98 out of 5 average rating, 115 reviews

A spacious kitchen features wooden cabinetry and a large central island with a dark countertop. A stylish clock adorns the wall among neutral-toned tiles. Modern appliances, including an oven and microwave, enhance functionality. Natural light promotes a bright ambiance.

Home in Iron River

Driftwood/Trails End Lodging/Entire Home

4.85 out of 5 average rating, 134 reviews

A spacious yard is shown, featuring a single-story house with large windows, alongside a red shed. Green trees provide shade, and a vehicle is parked in the gravel driveway. A propane tank is visible near the edge of the property.

Home in Iron River

Wade Inn Iron River

4.98 out of 5 average rating, 260 reviews

A fire pit is surrounded by four black wooden chairs featuring patterned cushions. The dark exterior of the two-story house is visible in the background, complemented by a green roof and an expansive wooden deck. Lush trees and grassy areas surround the property.

Home in Brule

The Black Spruce (No Cleaning Fee! Access Trails!)

A spacious living area features a gray sectional sofa with coordinating cushions and an accent chair in warm tones. A coffee table sits at the center, surrounded by a plush area rug. Light fills the room through large windows, illuminating the modern kitchen in the background.

4.96 out of 5 average rating, 132 reviews

Iver's Place

Apartment rentals with outdoor seating

The open living area features large south-facing windows allowing natural light to fill the space. A comfortable gray sofa and a supportive chair are arranged on a patterned rug. A small table is set up for work or dining, complemented by greenery from nearby plants.

5 out of 5 average rating, 85 reviews

Sunny + Quaint Rental in the Heart of Bayfield

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.

4.82 out of 5 average rating, 123 reviews

Lake Superior Getaway. Hillside Suites Unit #1.

The ground-level patio features outdoor seating with a table and chairs, set against a backdrop of landscaping that includes ornamental grasses and a rose bush. Two entrances with glass doors provide access to the living spaces above.

4.89 out of 5 average rating, 61 reviews

Easy access ground level condominium

4.93 out of 5 average rating, 141 reviews

Two private patios are visible in front of the unit, featuring wooden chairs and steps leading to a well-maintained, grassy area. Mature trees surround the space, providing a natural ambiance. Large windows allow ample light into the interior, enhancing the connection with the outdoors.

Flat in La Pointe

Treehouse 2 on Madeline Island

4.98 out of 5 average rating, 269 reviews

The exterior of the house is presented at dusk, highlighted by string lights creating a warm ambiance. A picnic table is positioned on a paved area, accompanied by a grill. Lush greenery surrounds the property, enhancing the tranquil forest setting.

Flat in Washburn

Palma Lodge

4.81 out of 5 average rating, 320 reviews

A comfortable living area features a black sofa adorned with decorative pillows, positioned against a light-colored wall. Natural light filters through large windows, draped with patterned curtains. A wooden armchair and soft area rug complement the inviting space.

Flat in Two Harbors

3rd Avenue comfortable apartment In Two Harbors

5 out of 5 average rating, 35 reviews

A spacious common area roof deck showcases a dining table surrounded by chairs, offering panoramic views of Lake Superior. Comfortable seating arrangements are positioned nearby, alongside a fire pit. Trees outline the horizon against a clear blue sky, enhancing the outdoor atmosphere.

Flat in Two Harbors

Luxury 2 bedroom lakeshore suite with roof deck

A view of the serene Lake Superior is framed by large glass doors, leading to a private deck. The seating area features a cozy sofa and a light wood coffee table, complemented by a dining space with wooden chairs. Natural light illuminates the interior.

4.93 out of 5 average rating, 30 reviews

Bayfield Island View "Fedora" on Lake Superior

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 108 reviews

An outdoor dining area features a black metal table surrounded by six matching chairs. The setting is complemented by a view of the lake, with grassy areas and trees visible in the background. Light filters through the trees, creating a serene atmosphere.

Apartment in La Pointe

#1 Lakeside

A wooden dining table with four chairs is positioned in the center, accompanied by a stationary menu holder. A comfortable couch is visible in the background, facing a light-filled sliding door leading to a balcony. Warm lighting from lamps adds a cozy ambiance.

4.82 out of 5 average rating, 87 reviews

Downtown Bayfield 2 BR Condo fireplace sleeps 6

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, 133 reviews

Beachfront Condo -Stunning Views & Convenience All

5 out of 5 average rating, 17 reviews

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.

Apartment in Two Harbors

Lake Superior Condo With Waterfront Views + Access

4.88 out of 5 average rating, 175 reviews

A spacious kitchen is highlighted by wooden cabinetry and a striking brick wall. Countertops are topped with various kitchen appliances, including a coffee maker and utensils. Lighting is provided by overhead fixtures, and the room features a warm, inviting design with a view of the adjacent dining space.

Apartment in Two Harbors

The Fireside at Silver Creek B&B w/ SAUNA

Superhost

Numerous sailboats are captured against a clear blue sky, their masts reaching upward into the sunlight. The bright sun creates a halo effect, illuminating the boats and creating a serene atmosphere in the marina setting.

4.71 out of 5 average rating, 35 reviews

Boatworks #201. Sleeps 8. Pet Friendly. Elevator

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, 106 reviews

Lakeview Condo: Downtown Bayfield, Beach, Deck