Places to stay in Baileys Harbor

4.9 out of 5 average rating, 104 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.

4.97 out of 5 average rating, 231 reviews

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.

Superhost

Cottage in Sturgeon Bay

4.92 out of 5 average rating, 187 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.

Farm stay in Baileys Harbor

4.95 out of 5 average rating, 233 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.

4.91 out of 5 average rating, 329 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

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!

Superhost

Cabin in Baileys Harbor

4.79 out of 5 average rating, 229 reviews

Bailey's Harbor Door County Cabin North Unit

Cozy 1 bedroom cabin(side by side,north unit/south unit)each with its own private yard from each other/patio secluded by trees.Featured on Travel Wisconsin!New installed AC April 2019! Private entrance.Walking distance to Kangaroo Lake and popular Door County bar.Great for all year,round,hiking,kayaking,swimming,camp fires. Hidden in the woods but a close drive to Lake Michigan side tourist part(5-10min drive). Rent one half or both if available to sleep a total of 16.

Superhost

4.79 out of 5 average rating, 126 reviews

Moonlight Cabin located in Baileys Harbor

Moonlight Cabin, Just bring your suitcase and enjoy all the comforts of home. This home is 4 bedrooms, 2 baths, open concept kitchen/ dining/ living room and 4 season sunroom is the perfect spot for a getaway! You can also relax in the private backyard sitting around the campfire or grilling out on the front deck. Located walking or biking distance to downtown you can enjoy everything Baileys Harbor has to offer from restaurants, brewery, waterfront, and much more.

5 out of 5 average rating, 190 reviews

Cottage in Sister Bay

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.

4.98 out of 5 average rating, 129 reviews

Cottage in Sister Bay

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.

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.

4.97 out of 5 average rating, 151 reviews

Cabin in Egg Harbor

The Cabin at Shady Grove

Set among five acres of mature and private woods, this newly renovated vintage log home has 2 bedrooms, 2.5 baths, and sleeps five guests. The property is completely secluded and private, yet only a five minute drive to town and the beach. Relax and unplug. Reconnect with your family, friends, and nature. Welcome to the cabin at Shady Grove.

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Popular amenities for Baileys Harbor places to stay

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Other great vacation rentals in Baileys Harbor

5 out of 5 average rating, 45 reviews

Cabin in Baileys Harbor

Cedarwood Cabin / Centrally Located Comfort

HannahRating, 5 stars1 month ago

This was truly one of the best Airbnb's I've ever stayed at. It was the perfect relaxing and cozy set up for our girls weekend over Memorial Day weekend. Highlights were definitely the endless streaming services for our movie nights, Smores fixings for days, and the most amazing scones frozen and ready for us to bake in the morning. I would recommend this property to everyone and anyone. The location was perfect proximity to all things Door County and even was walking distance to a cozy local watering hole for those who love a good local "dive" bar. Cannot thank Diane enough for hosting our group!

Cottage in Baileys Harbor

5 out of 5 average rating, 4 reviews

StayLakeside in NorDor @ The Harbor House

TimRating, 5 stars3 days ago

The place was a great landing place to the towns around. It didn’t take long to get to restaurants and activities. The house itself was great, the hosts were intentional about needed items (kitchen) as well as a good assortment of books and games. The beds were very comfortable and all 6 commented on sleeping well the 4 nights we were there!

4.98 out of 5 average rating, 55 reviews

Home in Menominee

Beachfront, Stunning Views, Hot Tub, BBQ, & Games

DianaRating, 5 stars1 day ago

We had a fantastic stay! The property was beautiful & right on the water with stunning views and a peaceful atmosphere. The host was incredibly accommodating and quick to respond to any questions, which made everything smooth from start to finish. You can tell they really care about their guests’ experience. Highly recommend this spot for anyone looking for a relaxing waterfront getaway!

4.95 out of 5 average rating, 79 reviews

Condo in Sister Bay

2 bed 2 bath Condo

GregRating, 5 stars2 weeks ago

Great stay. Easy access and great communication. Shorty walk down to Sister Bay.

4.88 out of 5 average rating, 42 reviews

Cottage in Sister Bay

Birchwood Cottage, Private Retreat w/short walk DT

JeffreyRating, 5 stars12 months ago

We enjoyed our stay at Birchwood Cottage. The setting was very quiet and peaceful but just a short walk to the main road through Sister Bay. The cabin has been remodeled and is very cute and cozy. Have to comment on the bed, it was so comfortable we slept so well!