Baileys Harbor vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Baileys Harbor

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Fish Creek

Evergreen Hill B Condo by Peninsula State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 7 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Guest favorite

Guesthouse in Fish Creek

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.

Guest favorite

Condo in Ephraim

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

Guest favorite

Home in Baileys Harbor

Winding Down - A Retreat on the "Quiet Side"

Summer is here and we have just what you need! Enjoy the season and 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. Venture out on a kayak or take one of the bikes out for a ride down North Bay Road.

Guest favorite

Farm stay in Baileys Harbor

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.

Guest favorite

Home in Baileys Harbor

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

Guest favorite

Home in Baileys Harbor

Waterfront on Peaceful Moonlight Bay

Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, paddle boarding, biking (included) swimming, and fishing. 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 and Egg Harbor (15 min.), Ephraim and Sister Bay (10 min.)

Guest favorite

Home in Sturgeon Bay

Lily Pad Cottage, Door County: Waterfront Cottage

Lily Pad is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Guest favorite

Cottage in Sister Bay

A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.

Guest favorite

Rental unit in Sturgeon Bay

A City Cottage | Downtown

With the vintage charm and updated comforts of home this cozy little carriage house renovated into a city cottage will surely hold a special place in your heart. Leave your car parked and enjoy a walk around the bridge and our three shopping disticts. Bike rentals are available @ Bayshore Outfitters just across the Steel Bridge down Michigan Street for $24 /day DCTZ | **3556165117** State Permit | CKRA-AB6SSC

Guest favorite

Home in Baileys Harbor

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.

Guest favorite

Home in Sturgeon Bay

Sturgeon Bay Doll House

Charming little home, residential neighborhood, driveway parking. A great central base for all that Sturgeon Bay & Door County offer. Private deck, charcoal grill, outdoor fireplace, summer-secluded backyard. Safe & quiet neighborhood. Free Wifi, Netflix & Amazon Prime Video. A short walk to the Sturgeon Bay shore at Sunset Park with sandy beach and boat launch. Not child appropriate.