Holiday rentals with outdoor seating in Bayfield

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, 130 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 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.

4.81 out of 5 average rating, 299 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-August. 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.

4.97 out of 5 average rating, 149 reviews

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

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.

4.91 out of 5 average rating, 328 reviews

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.

Guesthouse in Cornucopia

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.

4.81 out of 5 average rating, 111 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!

4.88 out of 5 average rating, 169 reviews

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

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

4.98 out of 5 average rating, 183 reviews

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

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are 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.

4.99 out of 5 average rating, 393 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.

Guesthouse 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 exterior of Borealis Cottage is framed by lush trees, with a charming wooden front porch featuring steps leading to the entrance. A black gas grill is positioned to the side, alongside a green hose. Flower pots adorn the windows, enhancing the inviting appearance.

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.

4.94 out of 5 average rating, 229 reviews

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

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, 149 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 Bayfield outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.91 out of 5 average rating, 171 reviews

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.

Home in Two Harbors

Cozy North Shore Cottage

4.85 out of 5 average rating, 228 reviews

A calming bedroom features a spacious bed with a light gray striped blanket and decorative pillows. A log-style headboard complements the design. Natural light enters through a large window, which is adorned with vibrant blue curtains, providing a cozy atmosphere. A wooden wardrobe and a chair complete the space.

Home in Two Harbors

The NorthShore Cabin - Your Cozy In-Town Cabin

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.

4.88 out of 5 average rating, 245 reviews

The exterior of the farm-style house is shown, featuring a welcoming porch and multiple windows. A large tree is positioned to the right, contributing to the home's charm. The building's blue siding reflects a serene aesthetic under a partly cloudy sky.

Home in Ashland

Entire- Cozy Chequamegon Home

4.94 out of 5 average rating, 131 reviews

The exterior of the home showcases a wooden façade surrounded by lush greenery and tall trees. A fire pit surrounded by log seating sits in the foreground, offering a relaxing outdoor space. A patio with chairs and an umbrella is visible near the entrance.

Home in La Pointe

Henny Penny-Quiet and Close to Town

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

4.98 out of 5 average rating, 259 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!)

4.96 out of 5 average rating, 366 reviews

A cozy fireplace room features a comfortable sofa adorned with a checked blanket. Natural light streams in through multiple windows, illuminating the wood-paneled walls. A decorative rug with nature motifs adds warmth to the space, with a fireplace providing a focal point.

Home in Poplar

Cozy Cabin with Fireplace! River, Trails, Private!

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

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.

Apartment in La Pointe

Treehouse 2 on Madeline Island

Superhost

A well-equipped kitchen features dark cabinetry and a spacious countertop, highlighting a sink, dishwasher, and coffee maker. Open shelving displays dishes and glasses, while natural light floods the space through a nearby window, creating a bright and functional area.

4.82 out of 5 average rating, 11 reviews

Residence (Bay West)

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.

Apartment in Washburn

Palma Lodge

A bright living and sleeping area features minimalist furniture in soft grey tones, accented by red pillows. A large window provides natural light and a view, while a small dining table and two black chairs sit near the window, complementing the overall décor.

4.86 out of 5 average rating, 29 reviews

Outer Island Apartment @ The Copper Crown

4.81 out of 5 average rating, 318 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.

Apartment 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.

Apartment in Two Harbors

Luxury 2 bedroom lakeshore suite with roof deck

Condo 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.

Condo 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 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, 378 reviews

One Minute Walk to Lake Superior. Brookside #11

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.

Condo in Two Harbors

Water Access, Remodeled, Near Snowmobile Trail.

4.89 out of 5 average rating, 170 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.

Condo in Two Harbors

The Fireside at Silver Creek B&B w/ SAUNA

A spacious outdoor deck overlooks the harbor, featuring a large dining table with matching chairs and a blue umbrella for shade. The serene lake view is framed by colorful autumn foliage, contributing to the inviting outdoor space.

4.94 out of 5 average rating, 34 reviews

Bayfield on the Lake - Waterfront Condo (#303)

5 out of 5 average rating, 26 reviews

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.

Condo in Two Harbors

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

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.