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Vacation rentals with outdoor seating in Baileys Harbor

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Top-rated outdoor seating rentals in Baileys Harbor

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A two-story farmhouse is nestled in a lush green landscape, surrounded by trees. The structure features a light blue exterior and a welcoming front porch. A gravel path leads up to the house, providing access from the nearby road.

Farm stay in Baileys Harbor

4.84 out of 5 average rating, 170 reviews

Heart of the Door Homestead (Pet walking trails)

Located in Door County’s Peninsula Center with walking trails on 13 acres, great for pets, a screen shed for BBQs on the charcoal grill and a fire pit. Please add your pet guest in the guest count (a $40 one-time fee plus taxes will be applied). Please contact us for possible reduced pricing for long-term stays. 1st Floor: One bedroom (one double bed) and full bath. 2nd Floor: Three bedrooms (two double beds and two single beds) and half bath. We also have stays in Appleton & Green Bay.

The open-concept kitchen and dining area features green cabinetry and stainless steel appliances. A round braided rug is placed under the dining table, surrounded by modern chairs. Natural light fills the space, highlighting the adjacent living area with comfortable seating and decorative accents.

Home in Baileys Harbor

4.9 out of 5 average rating, 103 reviews

Cozy & Relaxing Wooded Home; Close to Everything!

Relax with the family at this quiet, spacious, and secluded 3 bedroom, 1.5 bath home. Just up the road from Lake Michigan and charming downtown Bailey's Harbor, our central location makes it a breeze to visit all of Door County - Sister Bay, Fish Creek, and Ephraim are all just minutes away. Hikers will enjoy the nearby Ridges Sanctuary, Toft Point, and more. This property allows for proximity to all of the fun, while allowing a tranquil and quiet place to stay and relax while on vacation.

Top guest favorite

The exterior of a cozy cottage is framed by lush green foliage. A white façade features a peaked roof and a small front porch with a large door. Sunlight filters through the leaves, creating a serene atmosphere in the surrounding garden.

Guesthouse in Fish Creek

4.97 out of 5 average rating, 228 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.

Cottage in Sturgeon Bay

4.92 out of 5 average rating, 185 reviews

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

A wide view of the farm landscape features golden grasses swaying in the breeze, with two large silos visible in the distance. Various farm buildings are spread out under a clear blue sky, framed by trees displaying autumn colors.

Farm stay in Baileys Harbor

4.95 out of 5 average rating, 232 reviews

A True Farmhouse Experience

How would you like to get away from it all? How would you like to just kick back, relax, and take things in like the good ‘ol days? The Farmhouse might just be the place for you. Located just outside the town of Baileys Harbor, the Farmhouse is located on Gray-Aire Farms, a working farm since 1960. Nestled in the gorgeous surroundings of Northern Door County, you’ll be able to kick your feet up and take in the fresh country air, while watching the cows graze in the pasture.

A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.

Home in Baileys Harbor

4.91 out of 5 average rating, 328 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

A spacious living area is highlighted by a variety of seating options, including a beige sofa, a red armchair, and a classic wooden accent table. Natural light filters through windows, illuminating the colorful area rug and wooden floor, while decorative wall elements add charm to the space.

Home in Baileys Harbor

4.99 out of 5 average rating, 112 reviews

♦♦Relaxing, Historic and Hip Havngård House♦♦

Havngård House is a charming and historic home located in downtown Baileys Harbor, which has fast become the center of all the action in Door County! Walk to the marina, beaches, shops & restaurants. Hike & explore the unique ecology of the beautiful Ridges Sanctuary across the street. Catch live music & great beer at the Door County Brewing Company! The ultimate base for festivals like the Door County Beer Festival, Peninsula Century Ride, Fourth of July and Autumn Fest!

A cozy bedroom is presented with a spacious bed adorned with soft linens and decorative pillows. A wooden fan hangs above, and bedside tables with lamps offer warm lighting. A welcoming tray with pastries and a plant accentuates the inviting atmosphere. The room connects to an adjoining area.

Cabin in Baileys Harbor

4.76 out of 5 average rating, 302 reviews

Door County Dreaming Cabin, Pet Friendly

Tastefully updated cottage with in walking distance to downtown Bailey's Harbor. Explore beaches, state parks, snowmobile trail, Ridge's Sanctuary, restaurants, bars, and local brewery! Our Door County Cottage is perfect for your next getaway and Its so cute and cozy! Great back yard to gill out in and have a fire in the fire pit! Also check out our fresh basil garden! We want to be your guide while you enjoy our amazing town and cozy cottage! Sleeps up to 6, and 1 pet

Top guest favorite

The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.

Cottage in Sister Bay

5 out of 5 average rating, 189 reviews

Cozy A-Frame - Coffee Bar, Fireplace - Sleeps 4!

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Top guest favorite

A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.

Cottage in Sister Bay

4.98 out of 5 average rating, 128 reviews

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Top guest favorite

A cozy living room features a light grey couch adorned with navy blue pillows, paired with two beige armchairs. A round wooden coffee table is centered on a soft area rug, while large windows provide natural light and views of the surrounding greenery.

Home in Sister Bay

5 out of 5 average rating, 116 reviews

Cottage in Sister Bay

Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!

The exterior of the Howard House is showcased, featuring a modern design with dark siding and a metal roof. A welcoming front porch includes two chairs for relaxing, while a grassy area highlights landscaped greenery. Surrounding trees add a touch of nature to the serene setting.

Home in Baileys Harbor

4.93 out of 5 average rating, 192 reviews

Howard House - Downtown Baileys Harbor

The Howard House is a freshly renovated vacation rental located in the heart of downtown Baileys Harbor, Door County, Wisconsin. Clean, modern, comfortable. This 2-bedroom, 2-bathroom house includes a fully outfitted kitchen, comfortable living space, private backyard and is located within walking distance of Door County Brewing, Chives Restaurant and the rest of Downtown Baileys Harbor.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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Stylish accommodations and amenities

Popular amenities for Baileys Harbor outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

An open-concept living area is highlighted by large windows and views of the surrounding nature. A cozy sofa is positioned on a textured rug, with a coffee table nearby. A dining table can be seen in the background, accompanied by a modern light fixture.

Home in Sister Bay

4.88 out of 5 average rating, 273 reviews

Sister Bay Eclectic Cottage

Top guest favorite

An outdoor seating area is visible with two wooden lounge chairs positioned on a stone patio. A large window reflects the warm tones of the sunset, while trees with autumn foliage frame the scene.

Home in Fish Creek

5 out of 5 average rating, 8 reviews

Alma at Loma Cottages

A comfortable living area is highlighted by a light-colored sectional sofa adorned with decorative pillows. A round glass coffee table centers the space, complemented by a lamp and greenery near the window. Natural light filters through the softly draped curtains.

Home in Sturgeon Bay

4.9 out of 5 average rating, 104 reviews

Blushing Chateau | Door County Downtown Beach Home

The inviting living area features a rustic stone fireplace and comfortable leather seating. A wooden staircase leads to the loft, while large windows allow natural light to fill the space, creating a cozy ambiance. Decorative plants and accents add a touch of nature.

Home in Sturgeon Bay

4.9 out of 5 average rating, 98 reviews

Walden too

Top guest favorite

A charming two-story cottage with a prominent gabled roof and wooden accents is framed by a lush forest. The front porch features two rocking chairs, while a split staircase leads to the grand double doors, inviting guests into the home.

Home in Ellison Bay

5 out of 5 average rating, 12 reviews

Family July 4th Cottage-Walk to Fireworks over Bay

A single-story home is shown with a blend of stone and siding, surrounded by lush greenery. A fenced yard features flowering plants in the foreground and a grassy area, while a tree-lined backdrop offers privacy and tranquility.

Home in Baileys Harbor

5 out of 5 average rating, 8 reviews

Great location. King Beds. Fenced Yard. Privacy.

A bright living area features wooden beams and a cozy seating arrangement. A plush sectional and two upholstered chairs are centered around a coffee table, while a large artwork and a wall clock add character to the space. Natural light fills the room through two windows.

Home in Baileys Harbor

4.86 out of 5 average rating, 110 reviews

1900s renovated Farmhouse with spacious yard

Top guest favorite

The front porch of a charming home is framed by autumn leaves, creating a warm, inviting entrance. Flowers in a planter add a touch of color, while the white railing leads to the front door, which is surrounded by large windows allowing natural light.

Home in Sturgeon Bay

4.93 out of 5 average rating, 323 reviews

Sturgeon Bay Doll House

Apartment rentals with outdoor seating

A seating area is depicted, featuring a gray couch adorned with blue cushions. A wooden coffee table is positioned in front, complemented by a white chair with colorful seat cover, all illuminated by natural light streaming through large windows showcasing a waterfront view.

Apartment in Sturgeon Bay

4.96 out of 5 average rating, 164 reviews

Eagle View Suite: Swim, Patio, Walkable Eat & Shop

The exterior of a two-story rustic studio is shown, framed by lush greenery and a sloping lawn. A large deck extends from the upper level, bordered by decorative railing. Sunlight illuminates the building's wooden facade, creating a welcoming ambiance.

Apartment in Sturgeon Bay

4.92 out of 5 average rating, 354 reviews

Sturgeon Bay Countryside Studio

A charming two-story blue house is surrounded by well-maintained greenery and colorful landscaping. A paved driveway leads up to the entrance, while a side path provides access to the backyard. Tall trees offer shade and a sense of privacy to the property.

Apartment in Sturgeon Bay

4.91 out of 5 average rating, 127 reviews

Cozy Loft | Dog Friendly + Off-Street Boat Parking

A spacious living room is featured, designed with a comfortable sectional sofa and accent chairs around a circular coffee table. Natural light floods through large windows, complemented by a stylish fireplace and wall-mounted artwork showcasing sunset views.

Apartment in Egg Harbor

4.97 out of 5 average rating, 94 reviews

The Loft | Walkable Egg Harbor Retreat w/ Style

A spacious living area features comfortable seating arranged around a central coffee table. A gas fireplace is located below a wall-mounted television. Light enters through large windows, which lead to the outdoor deck, enhancing the inviting atmosphere.

Apartment in Sturgeon Bay

5 out of 5 average rating, 11 reviews

Bay View Loft

A neatly made bed is adorned with a light blue bedspread and accompanied by two decorative pillows. Red rose petals are scattered across the surface, creating an inviting and romantic ambiance.

Apartment in Algoma

4.94 out of 5 average rating, 125 reviews

Algoma’s Perfect Corner

Top guest favorite

The exterior of a charming two-story house is highlighted, featuring a stone facade and a sloped roof. A wooden bench is positioned on the porch, with small flower pots adding a touch of greenery. A well-maintained lawn stretches in front of the home.

Apartment in Green Bay

4.96 out of 5 average rating, 53 reviews

Green Bay Home

A spacious living area features a comfortable brown sofa and two blue chairs, positioned around a glass coffee table. A wooden side table with a lamp and a vintage cabinet are also visible. Warm lighting creates a cozy atmosphere in this inviting space.

Apartment in Sturgeon Bay

5 out of 5 average rating, 8 reviews

Creek View Suite

Condo rentals with outdoor seating

The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.

Condo in Egg Harbor

4.89 out of 5 average rating, 159 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.

Condo in Egg Harbor

4.93 out of 5 average rating, 184 reviews

DoorCo Happy Place @Landmark Resort

A cozy living area is seen, featuring a soft gray sofa adorned with decorative pillows. Three framed artworks depicting beach scenes are displayed above the seating. A sliding door leads to a private outdoor space, with natural light enhancing the welcoming atmosphere.

Condo in Ephraim

5 out of 5 average rating, 11 reviews

Ephraim Bayside Escape - One Block From Water

An outdoor seating area is displayed on the balcony, featuring a wooden table surrounded by two comfortable chairs with vibrant blue cushions. A decorative plant sits on the table, and additional greenery is seen in a black pot. Lush trees provide a natural backdrop.

Condo in Sister Bay

4.95 out of 5 average rating, 78 reviews

2 bed 2 bath Condo

Top guest favorite

A modern living room features large windows with views of the water. Comfortable seating includes a blue sofa, two neutral-colored armchairs, and an elegant coffee table with decor. A handcrafted gas fireplace is located beneath the wall-mounted TV, adding a cozy touch to the space.

Condo in Sister Bay

5 out of 5 average rating, 5 reviews

Prime location, professionally desgined with view

Top guest favorite

A two-story, white siding condo is framed by tall evergreen trees. The front entrance features a rounded glass door and a small front porch with two chairs. A balcony extends above, adding additional outdoor space.

Condo in Fish Creek

4.96 out of 5 average rating, 100 reviews

Downtown Fish Creek Private Standalone Condo

An open-concept living space features a kitchen with a large island, stainless steel sink, and modern fixtures. A dining area with several rustic tables and mixed seating creates a welcoming atmosphere. Large windows showcase views of the marina, inviting natural light into the room.

Condo in Sister Bay

5 out of 5 average rating, 101 reviews

101 | Luxury | Downtown Sister Bay | Door County

The living area showcases a light gray couch, a round coffee table with a small plant, and a rocking chair. A flat-screen TV is positioned near a decorative cabinet. The kitchen area is visible in the background, featuring a breakfast counter with seating.

Condo in Ephraim

4.95 out of 5 average rating, 255 reviews

Bright • Cozy • Clean • Condo Near Water • Ephraim

Quick stats about vacation rentals with outdoor seating in Baileys Harbor

Total rentals
30 properties
Nightly prices starting at
G$23,014 GYD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

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