Bailey’s Harbor Vacation Rentals

Cottage, Cabin and Vacation Resorts in Bailey’s Harbor

Baileys Harbor is located on the Eastern side of Door County – also known as the Lakeside – and is a popular vacation destination for those visiting the Door Peninsula. The Cana Island Lighthouse, one of the most popular lighthouses in Door County, is located in Baileys Harbor. Browse our Baileys Harbor cottages, cabins and rental homes below and book your vacation today!

Casa North

Welcome to Casa North, a beautiful Door County log home on the quiet side of the peninsula. Enjoy stunning views of the sunrise from the Master Bedroom, comfortable Living Room, porch or spacious yard. Within…

Bedrooms
2
Bathrooms
2.5
Occupancy
6

Cedar Coast Cottage

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 hardwood…

Bedrooms
3
Bathrooms
2
Occupancy
6

Heggland

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…

Bedrooms
3
Bathrooms
2
Occupancy
10

Kangaroo Lake Road Cottage

Quintessential Door County cottage has the character, style, and location you have been looking for.  Relish the charm of this one story cottage with three bedrooms and two baths.  Open flow from living room, kitchen to…

Bedrooms
3
Bathrooms
2
Occupancy
6

North Bay Coastal Retreat

You’ll be Baydreaming here at this beautiful North Bay waterfront home! Kayak or paddle board from the sandy beach with extended dock (May install), providing ample opportunities to enjoy the water.  Spend your days waterside, canoe…

Bedrooms
3
Bathrooms
1.5
Occupancy
8

Our Place

Situated on the eastern shore of pristine Kangaroo Lake, is your 3 bedroom relaxing vacation retreat.  Share your time at this beautiful lakefront  with a native Door County family.  Reminiscent of childhood memories, swim all…

Bedrooms
3
Bathrooms
1.5
Occupancy
8

Rocky Bottom Lodge

Rocky Bottom Lodge aka “MACs at CHAPEL LANE”, located just south of downtown Baileys Harbor, was one of several homes built during the 1920s and 1930s along Chapel Lane by families desiring a summer retreat…

Bedrooms
4
Bathrooms
4
Occupancy
12

Whit’s Acre

In the middle of it all!  Awesome, 3 bedroom, 2 ½ bath home located on the western shore of Kangaroo Lake.  Easy access to the towns on both the lake shore and bay shore of…

Bedrooms
3
Bathrooms
2
Occupancy
6