Baileys Harbor Vacation Rentals

Our Favorite Vacation Rentals in Baileys Harbor

Winter Getaway! Stay 2 nights, get 3rd free!

HolidayLettingsFrom $349
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Vermont Suite - Mae Reilly's Guest House

AirbnbFrom $138
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Waterfront Studio with Private Beach in Ephraim #1

AirbnbFrom $190
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Peninsula Park side Condo A3

AirbnbFrom $308
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Bay Tree Loft overlooking the bay in Egg Harbor
Excellent
AirbnbFrom $333
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Rustic Summer Sleeping House
Good
AirbnbFrom $140
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South Shore Suite - Mae Reilly's Guest House

AirbnbFrom $155
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Evergreen Hill Condo A1

AirbnbFrom $308
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Baileys Harbor Vacation Rentals with a Pool

Winter Getaway! Stay 2 nights, get 3rd free!

AirbnbFrom $332
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Bailey's Harbor Wisconsin Travel Guide Travel Guide

Tucked away on the eastern shore of the Door County Peninsula in Wisconsin, Baileys Harbor is a hidden gem when it comes to vacations. With over 6,000 acres of public lands prime for trailblazing and connecting with nature, it's no wonder Baileys Harbor is known as the prettiest town in Wisconsin.

Things to Do in Bailey's Harbor Wisconsin Travel Guide

Top attractions include Cana Island Lighthouse, Door County's most photographed lighthouse, and the Ridges Sanctuary, a 1,600 acre national landmark and nature preserve great for bird watching. For drinks, visit Door County Brewing Co., a landmark, family-owned brewery that features craft brews named after local characters, locations and events.

Best Time to Visit Bailey's Harbor Wisconsin Travel Guide

The best times to visit Baileys Harbor are in May and June, when annual festivities commence. In May, the town hosts its annual Blessing of the Fleet, an event that pays tribute to past and present fishing and maritime industries in the town, and the annual Ridges Sancutary Festival of Nature, which features bird watching and other festivitie. Meanwhile, in June, the town hosts the Door County Maritime Museum's Lighthouse Festival, which includes a tour of three of the town's lighthouses, and the Door County Beer Festival and Peninsula Century Spring Class, a beer festival and classic bicycle ride.

Price and Availability in Baileys Harbor

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Baileys Harbor is in August, while the cheapest month is in November. The most popular time to book a vacation rental in Baileys Harbor is in the high season in July. Baileys Harbor has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Baileys Harbor tends to be Monday, while the most expensive day tends to be Sunday. Vacation homes in Baileys Harbor tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Baileys Harbor

SEE FULL WEATHER FORECAST:

87º 33º

3.1

88º 42º

3.74

83º 51º

3.16

86º 47º

2.36

85º 38º

0.85

71º 28º

1.9

46º 15º

1.91

42º 14º

1.32

48º -7º

1.14

49º -6º

1.16

47º 10º

0.74

62º 12º

1.7

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Rainy days

SEE FULL WEATHER FORECAST:

This climate histogram shows you the weather patterns in Baileys Harbor. The hottest month in Baileys Harbor is July, when temperatures peak at 88 ˚F. The coolest month is January, when temperatures drop to -7 ˚F. The wettest month in Baileys Harbor is June with 3.74 inches of rain, while the driest month is March with 0.74 inches of rain.

What Expert Travelers Think

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Visit Whitehat
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Max HobbsLTL Mandarin School
LTL Mandarin School
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Kid World Citizen

Vacation Rentals in Baileys Harbor

At AllTheRooms.com we have accommodations from all of the best providers - VRBO, Airbnb, Homeaway and others. AllTheRooms has 221 vacation rentals, hotels and other great places to stay during your time in Baileys Harbor, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. A vacation in Baileys Harbor can be budget-friendly - our cheapest price accommodation is available at $55 per night. The average price of a vacation rental is around $279 per night.

If you need to stay connected during your trip, then you can choose from over 114 accommodations in Baileys Harbor that have WiFi. 4 places to stay include a breakfast. Fitness fanatics can get a workout in during their stay by choosing from 3 accommodations that have gyms. Driving to Baileys Harbor? Then choose one of the 125 places to stay that comes with a parking spot included.

If you're traveling with a furry friend, then make sure to choose one of the 49 pet-friendly accommodations available.

In Baileys Harbor AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 78 places to stay from VRBO, 4 accommodations from Airbnb and 4 places to stay from Homeaway.

157 accommodations in Baileys Harbor have been reviewed; 67% are rated highly. 53 places to stay in are instantly bookable.