An aerial view of a coastal island with a mix of residential areas, green spaces, and rocky coastlines.

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Check availability on Baileys Harbor Luxury Hotels

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Baileys Harbor luxury hotels

A spacious kitchen with a large island, a dining area with a sofa, and a fireplace.

1. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (115 reviews)
"Amazing find! Beautiful place, well kept and has all the touches of home. The host was a great communicator and helpful! Definitely would recommend this place to a friend!"
United States
Crystal G.
The price is £382
includes taxes & fees
9 Nov - 10 Nov
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Baileys Harbor Hotel Reviews

Beach Harbor Resort

Beach Harbor Resort

10/10 Excellent
"Clean room. Had dinner at the bar and the menu was good and the food was excellent. Would definitely stay on next trip."
David 1-night trip
Posted 23 hours ago
Beach Harbor Resort

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Baileys Harbor?
Amenities are an important consideration when you plan a trip, so we make it easy to find what you want to make your stay special. If you want a posh hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Baileys Harbor offers. Known for its cycling and kayaking, Baileys Harbor also has some interesting things to see and do including Lake Michigan, so you may want to take in the local sights during your visit.
When can I expect good weather in Baileys Harbor?
Planning for the weather is an important factor for making your trip to Baileys Harbor a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are February and January, with an average of -3°C. The snowiest months in Baileys Harbor are January, March, April and February, with each month seeing an average of 22 cm of snowfall.
What's there to see and do in Baileys Harbor?
Experience Baileys Harbor and visit Lake Michigan, Door County Brewing Company and Kangaroo Lake. If you have extra time while you're in the area, you might want to see Cana Island Lighthouse and Baileys Harbor Ridges Park.