$8,880
Available: Right Now
Listed: 02/05/2024
Town of Baileys Harbor, WI, 54202
Fall has arrived! Plan your winter adventure now!Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the North Bay Nature Preserve & the shores of North Bay. This is the ideal location for fall & winter a...
$9,660
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
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 a new flagstone patio for you to relax an...
$12,540
Available: Right Now
Listed: 01/05/2024
Town of Baileys Harbor, WI, 54202
The Orchard House is located in the shore side village of Baileys Harbor, Wisconsin. It is a two-story house with a total of 4 bedrooms and 3 baths to accommodate up to eight guests! A fully restored century old in-town farmhouse stands sentinel ...
$10,500
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Keep it simple at this peaceful and centrally-located place.The House is set amongst 5 acres of beautiful woods right in the center of Door County Peninsula. It is a 5 minute walk to Kangaroo lake, 5 minutes drive to Bailey's Harbor beach, 7 minu...
$12,540
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Welcome to Marina Cottage, a beautifully renovated home in downtown Baileys Harbor, hosted by Simple Life Rentals! This spacious, one-story ranch is situated on a beautiful, semi-private lot surrounded by trees. It includes three bedrooms, two full b...
$4,170
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Experience the lakeside charm of Wisconsin from the comfort of this 3-bedroom, 1-bathroom Baileys Harbor vacation rental. ‘Wildwood’ offers a well-equipped kitchen, Smart TVs, and a covered porch with beach views, this cottage is perfect for sharing ...
$7,950
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Kendall ParkA comfortable 3-bedroom, 2-bath home on the quiet side of Door County. Located in downtown Bailey's Harbor and one block in from the main street. This house is within walking distance to the Marina, The Ridges Environmental Center, Do...
$13,530
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Welcome to our little slice of peace and quiet in Door County, Cedarview Hideway, hosted by Simple Life Rentals! With sweeping views of The Ridges Sanctuary's extensive forests, this property will instantly have you in vacation mode. Located just out...
$8,190
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Welcome to our authentic New England log home, built by our family in 1976. This charming home has many recent updates, including hard wood flooring, fully remodeled bathrooms, and an updated kitchen. Lounge on one of the two covered porches, perfect...
$28,800
Available: Right Now
Listed: 05/05/2024
Town of Baileys Harbor, WI, 54202
Special Off-Season Rates October - May are Available. Contact Bill at for discount details Cana Pointe Lake House is a large modern vacation home sited on a majestic stretch of Door County, Wisconsin waterfront that was designed to accommodate mu...
$5,550
Available: Right Now
Listed: 01/05/2024
Town of Baileys Harbor, WI, 54202
Situated on the eastern shore of pristine Kangaroo Lake is your 3 bedroom relaxing vacation retreat. Reminiscent of childhood memories, swim all day, fish off the dock at sunset. Investigate the lake shore with your watercraft, or just sit by the lak...
$13,470
Available: Right Now
Listed: 01/05/2024
Town of Baileys Harbor, WI, 54202
We welcome you to come enjoy this cozy vacation home in Baileys Harbor! Our property is located across the street from Lake Michigan and within walking / biking distance to town where you can enjoy parks, restaurants and shops and find beach access. ...
$31,500
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Bauers Lodge is a one of a kind house on Kangaroo Lake!! The combination of the lake and woods make this 6-BR home a perfect spot for a multi-family getaway. Located atop three acres of wooded dunes with private lake frontage, the Lodge is your famil...
$17,850
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Fenced yard !! 2 king beds !!Located on 5 acres less than a mile from the absolute center of Door County, our dog friendly home with a fenced yard is perfect for those who want peace and quiet without having to sacrifice all the...
$7,470
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
A perfect location between Sister Bay and Baileys Harbor. This home is away from the hustle and bustle of the towns, yet conveniently situated when needing last minute items or when wanting a little more activity. We just finished extensive remodel i...
$11,340
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Welcome to The Roost, hosted by Simple Life Rentals! Updated in 2023, this 3 bedroom, 2 bathroom, 1-story home showcases beauty in all the details. The home is situated on a private road, nestled on a 2.25 acre wooded lot with a large pull throug...
$15,000
Available: Right Now
Listed: 01/05/2024
Town of Baileys Harbor, WI, 54202
This beautiful home sits on almost 2 acres of wooded lot. Perfect for family getaway! Short walk to 1156-acre Kangaroo Lake, with calm waters and a sandy bottom. Great for swimming and kayaking in the summer, skating and ice fishing in the winter. Ka...
$10,470
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Stone Ridge is centrally located 8 miles from Sister Bay, 8.4 miles to Fish Creek, 7.4 miles to Ephraim, 12 miles to Egg Harbor, and 1.5 miles to Baileys Harbor. Stone Ridge is set on a beautiful 4.2 acres of woods with four bedrooms, 2.5 baths, form...
$17,190
Available: Right Now
Listed: 01/05/2024
Town of Baileys Harbor, WI, 54202
Kangaroo lake is a 1100 acre lake in the middle of Door County, Wisconsin, Our Lake house faces the south west which allows the beautiful sunshine to pour into the property and incredible sunsets. The home is less than 50' from the water Larg...
$10,050
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Stay in this spacious 3 Bedroom House in the Country . .great for pets, Our rental comes with 3 bedrooms, and NEW 2 king beds, one NEW queen beds, and new sofa sleeper, 2 private new bathrooms and full kitchen with all new appliances, AC, a Ne...
$15,660
Available: Right Now
Listed: 05/05/2024
Town of Baileys Harbor, WI, 54202
Hi. My name is Martina. I am the owner and day to day manager of Door County Stay, a local company that offers five high quality, five star rated, vacation rental homes in the Baileys Harbor Area of Door County. To complete your rental you will have ...
$16,530
Available: Right Now
Listed: 04/05/2024
Town of Baileys Harbor, WI, 54202
Welcome to Log Cabin on Kangaroo Lake, hosted by Simple Life Rentals! This rustic cabin includes all of the comforts of home and includes 100 feet of private waterfront for guests enjoyment. Kangaroo Lake is the largest inland lake in Door County and...