
Holiday rentals with outdoor seating in Baileys Harbor
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Baileys Harbor
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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

Cozy Farmhouse Studio
The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

♦♦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!

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

Mid Century Lake House with private beach
Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Sister Bay A-Frame w/ Firepit + Coffee Bar
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.

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.

Waterfront on Peaceful Moonlight Bay-NEW SAUNA
Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).

Modern Flat · Walk to Downtown Egg Harbor
The Flats on Church Street are Door County's newest, most modern vacation rentals. The days of kitsch and lace are over! We built these rentals to give visitors to Door County something different. Each 1-bedroom/1-bathroom apartment features floor-to-ceiling windows, heated floors, a small kitchen, a king sized bed and a queen-sized sleeper sofa. They're centrally located within walking distance of all that Egg Harbor has to offer.

Lakeview Cottage in Downtown Baileys Harbor
This century-old home has undergone a full renovation and has turned into a Door County gem! Finished with nautical-themed decor, new beds and bedding, fully updated plumbing and lighting, all new windows, and new flagstone patio for you to relax and enjoy a cup of coffee or glass of wine. Not to mention the beautiful view of the lake and prime location. Just 4 houses down from the brewery, coffee shop and various restaurants.

Winding Down - A Retreat on the "Quiet Side"
Let it snow, let it snow, let it snow! Bring your snowshoes and cross country skies! Get ready to relax and recharge with family & friends. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Plenty of privacy but also a short drive to Ephraim & Sister Bay.
Popular amenities for Baileys Harbor outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The Hein Cottage-Beautiful hideaway in the ❤️of DC

Cabin on Glen Innish Farm

Modern Door County Waterfront House + Hot Tub

Foxlea Guest House in Fish Creek

Egg Harbor Escape| Sauna| Hot Tub| Fire Pit

Classy Harbor House-sleeps 14-walk to beach, shops

Blushing Chateau | Door County Downtown Beach Home

Swedish Orchard Farm
Apartment rentals with outdoor seating

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

Fabulous Log Suite in Ephraim

Sturgeon Bay Countryside Studio

Cozy Loft | Dog Friendly + Off-Street Boat Parking

Alpaca Grand Vacation Rental

The Loft – Pet-Friendly Egg Harbor Rental

Bay View Loft

2 Bedroom 2 Bath- The Walkabout
Condo rentals with outdoor seating

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

DoorCo Happy Place @Landmark Resort

Spacious Private Condo + Indoor Pool!

Luxury Property, Prime Location With Water View

2-Bedroom Fish Creek Private Standalone Condo

101 | Luxury | Downtown Sister Bay | Door County

Bright • Cozy • Clean • Condo Near Water • Ephraim

Entire Townhouse -Escape to Door County
Quick stats about holiday rentals with outdoor seating in Baileys Harbor

Total holiday rentals
Explore 30 holiday rentals in Baileys Harbor

Nightly prices starting at
Baileys Harbor holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Baileys Harbor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Baileys Harbor rentals

4.9 Average rating
Baileys Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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