Baileys Harbor cottage rentals

We found 106 cottage rentals — enter your dates for availability
Select from 70 houses, 21 flats and other holiday rentals to find the perfect place for your stay in Baileys Harbor. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Explore Baileys Harbor cottage rentals

Image of Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Premier Host

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10
exceptional
(115 reviews)
More information about Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape, opens in a new tab

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

Are there any cottage rentals in Baileys Harbour?

Pick from 131 cottage rentals in Baileys Harbour that offer a quiet, restful retreat among the sights and sounds of nature. Browse Stayz'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, Stayz 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 Stayz'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 Stayz cottage rental with the family and then discover this destination's wonders together.

Why should I book my holiday cottage with Stayz?

Booking your cottage rental with Stayz 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.