Baileys Harbor cottages
We found 108 cottages — enter your dates for availability
Explore Baileys Harbor cottage rentals

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Sleeps 4 · 2 bedrooms · 1 bathroom

Amazing House, Amazing Garden, Downtown
Sleeps 8 · 3 bedrooms · 2+ bathrooms

Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
Sleeps 6 · 2 bedrooms · 1 bathroom

Beachfront Cottage on Lake Michigan
Sleeps 4 · 1 bedroom · 1 bathroom

Charming Cottage
Sleeps 4 · 1 bedroom · 1 bathroom

Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc)
Sleeps 12 · 4 bedrooms · 2+ bathrooms
Find spaces that suit your style
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- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any cottage rentals in Baileys Harbour?
Pick from 108 cottage rentals in Baileys Harbour that offer a quiet, restful retreat among the sights and sounds of nature. Browse Bookabach's cottages in some of the most popular neighbourhoods such as Juddville, Eames Farm and Rowleys Bay.
How much does it cost to stay in a cottage rental in Baileys Harbour?
Prices vary depending on season, length of stay and specific location, so enter your travel details to browse what's available. Whatever your plans or budget, Bookabach has cottage rentals in Baileys Harbour for every kind of guest.
When is the best time to rent a cottage in Baileys Harbour?
Join the crowds and book your cottage rental in July. With temperatures that average between 16ºC and 20ºC, this is when most people visit Baileys Harbour. For a more relaxed atmosphere, check out the off-peak season. No matter when you choose to visit this corner of Wisconsin, our charming cottages will guarantee your getaway is a trip to remember.
Where can I rent a Baileys Harbour holiday cottage with great views?
When looking for your cottage rental in Baileys Harbour, take advantage of our "Location" filter. This lets you choose the sorts of areas you'd like to stay in, whether that's near nature or somewhere close to the action.
Does Baileys Harbour have any lakeside cottages?
Wake to glorious vistas in the morning and drift off to the peaceful sounds of nature at night in one of Bookabach's lakeside cottage rentals. Add some outdoor activities during the daytime and you've got yourself the ideal getaway by the water. To see if there are any lakeside cottages in Baileys Harbour, make use of our "Location" filter and then select "Lake."
What are the top things to do in Baileys Harbour?
Get your Baileys Harbour trip off to an awesome start by heading to top-rated attractions like Peninsula State Park, Cave Point County Park and Whitefish Dunes State Park. Stay in a Bookabach cottage rental with the family and then discover this destination's wonders together.
Why should I book my holiday cottage with Bookabach?
Booking your cottage rental with Bookabach means you get the entire place for your exclusive use — your private oasis, without any interruptions from other people. Not only that, our flexible payment and cancellation policies allow you to alter your plans if required.
