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  • Door County Cabin in the Woods, Baileys Harbor

    Baileys Harbor, Wisconsin

    This lovely Door County cabin is a beautiful log home located in the town of Baileys Harbor, Wisconsin. It sits on 3-1/2 wooded acres in a wonderfully secluded, but not remote setting. An... ...more

    Beds: 2 Baths: 1 Property type: House (12) Exceptional
    $195 / Nightly
  • Baileys Harbor Condo, Door County

    Baileys Harbor, Wisconsin

    Bright and sunny, vaulted living room and dining room with huge windows, wood burning fireplace and large screen TV overlooking Maxwelton Braes Golf Course. Tasteful and lovely Danish modern teak... ...more

    Beds: 3 Baths: 3 Property type: House (3) Excellent
    $195 / Nightly
  • Newly Remodeled, 2 Acres w/200' Private Waterfront

    Baileys Harbor, Wisconsin

    Relax and enjoy your vacation at this newly remodeled home on your own private 2 acres and 200' of pristine Lake Michigan shoreline This Cape Cod style home has a coastal cottage feel with... ...more

    Beds: 3 Baths: 2 Property type: House (5) Very Good
    $229 / Nightly
  • North unit Baileys Harbor Secluded Cozy Cabin

    Baileys Harbor, Wisconsin

    Cozy 1 bedroom cabin (side by side,north unit/south unit) each with its own private yard from each other/patio secluded by trees. Private entrance.Walking distance to Kangaroo Lake and popular Door... ...more

    Beds: 1 Baths: 1 Property type: Cottage (0)
    $95 / Nightly
  • Bailey's Harbor Cabin Near Kangaroo Lake

    Baileys Harbor, Wisconsin

    Cozy 1 bedroom cabin secluded in by trees with a private patio and fire. This is not a resort, private split cabin. (Side by side) Each side is completely private including completely separate... ...more

    Beds: 1 Baths: 1 Property type: Cottage (3)
    $95 / Nightly
  • Waterfront Baileys Harbor Studio on Lake Michigan!

    Baileys Harbor, Wisconsin

    Located within spitting distance of the Cana Island Lighthouse and Lake Michigan, this quaint Baileys Harbor cottage is ideal for 6 guests looking to escape the hustle and bustle of everyday life.... ...more

    Beds: -1 Baths: 1 Property type: Studio (0)
    $90 / Nightly
  • Water Front Home in Baileys Harbor on the quiet side of beautiful Door County

    Baileys Harbor, Wisconsin

    Our home is on a grassy lawn overlooking the harbor with 12 steps down to the water, a patio with a grill and gas barbecue and a deck. There is also a fire pit. The first floor has 2 queen bedrooms... ...more

    Beds: 6 Baths: 4 Property type: House (1)
    $200 / Nightly
  • Door County Scotland Yard Haven

    Baileys Harbor, Wisconsin

    Scotland Yard is a quiet, restful log home situated on 5 acres of perennial gardens and wooded property. The front porch provides a panoramic view of the yard including a pondless waterfall from... ...more

    Beds: 1 Baths: 1 Property type: B And B (4) Exceptional
    $125 / Nightly
  • Bella Villa Log Home, One of a Kind Secluded Retreat

    Baileys Harbor, WI

    Like it's sister property Bella Villa I, Bella Villa II is truly a luxury vacation home. The Builder/Owner created Bella Villa I as a family getaway, then created Bella Villa II as a true adult... ...more

    Beds: 3 Baths: 3 Property type: Cabin (38) Excellent
    $383 / Nightly
  • Million dollar view, affordable price!!

    Baileys Harbor, WI

    'A cottage on a lake seems a little closer to Heaven', is etched on a hand-crafted plaque adorning the mantle of this comfortable all season cottage. Lakeside cottage provides the best of... ...more

    Beds: 2 Baths: 1 Property type: Cottage (5)
    $204 / Nightly
  • Lake living its best!

    Baileys Harbor, WI

    Kangaroo Lake is a beautiful 1100 acre glacier formed, spring fed lake located in the heart of the Door Peninsula. This clean, shallow lake provides excellent swimming, canoeing and water skiing.... ...more

    Beds: 1 Baths: 1 Property type: Cottage (15) Excellent
    Select Dates for Price
  • Waterfront home, Baileys Harbor, 1/2 price Monday-Thursday Sept-May

    Baileys Harbor, WI

    Vacationing by the lake is the consummate Door County experience. The waves will lull you to sleep and the ever-changing mood of the lake will become your favorite memory. Kite and sail surfers... ...more

    Beds: 6 Baths: 4 Property type: House (34) Very Good
    $444 / Nightly
  • Private Peninsula, Peaceful Location with Shoreline and Boat Slip

    Baileys Harbor, WI

    Heggland is a 3 acre peninsula on the east side of Baileys Harbor on Lake Michigan. You can wake up and enjoy a cup of coffee in the morning and watch the sunrise, or sit down and enjoy the... ...more

    Beds: 2 Baths: 2 Property type: House (1) Exceptional
    Select Dates for Price
  • Waterfront Log Cabin with Boat House and Pier **Newly Remodeled **

    Baileys Harbor, WI

    Now with NEW OWNERS! Many updates & improvements made – more to come! (keep checking back). Rocky Bottom Lodge aka “MACs at CHAPEL LANE”, located just south of downtown Baileys Harbor, was one... ...more

    Beds: 4 Baths: 4 Property type: House (10) Very Good
    $831 / Nightly
  • Century Old Door County in-Town Farmhouse

    Baileys Harbor, WI

    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... ...more

    Beds: 4 Baths: 3 Property type: House (7) Exceptional
    $483 / Nightly
  • Water's Edge Cottage

    Baileys Harbor, WI

    Almost 360 degrees of waterfront views! Spectacular sunsets!! A quiet, private setting. See our view of Kangaroo Lake on the cover of the 2015 Door County Visitor Guide. Great view of... ...more

    Beds: 2 Baths: 1 Property type: Cottage (22) Very Good
    Select Dates for Price
  • Cappy Cottage, Over 300 Ft. of Private Shoreline on North Bay

    Baileys Harbor, WI

    On the shore of the most beautiful bay in Northern Door County, Cappy Cottage is a lovingly cared for family retreat nestled in a forest of cedar, pine, and birch trees. There is over 300 feet of... ...more

    Beds: 2 Baths: 1 Property type: Cottage (6) Very Good
    Select Dates for Price
  • Waterfront 2-Story Log Cottage, Decks,Beach, Canoe & Firepit

    Baileys Harbor, WI

    Steffen Log House on North Bay is a beautiful waterfront restored log home with private beach. It is complete w/large kitchen, dining room, l. room, two private decks, large bath, & 2 second-story... ...more

    Beds: 2 Baths: 1 Property type: Cottage (19)
    $244 / Nightly
  • Book Spring/Summer Prime Time '19 Now!

    Baileys Harbor, WI

    This is a beautiful single family home directly on Lake Michigan with all the comforts and convenience of home for the Door County vacationer, with beautiful, open lake views and access to miles of... ...more

    Beds: 2 Baths: 2 Property type: House (17)
    $416 / Nightly
  • Three Bedroom Lake House with Boat Dock

    Baileys Harbor, WI

    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... ...more

    Beds: 3 Baths: 2 Property type: House (1)
    $272 / Nightly
Search result 1 to 20 Of 62

Baileys Harbor: Vacation Rental By Owner

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Baileys Harbor. Many accommodations in Baileys Harbor provide "Non Smoking Only", there are 55, or there are 45 of Vacation Rentals in Baileys Harbor with a "Children Welcome", there are also 43 with "Golf", which is another great reason to visit Baileys Harbor.