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

Baileys Harbor Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Baileys Harbor holiday rentals

Exterior

1. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (75 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is S$359
includes taxes & fees
7 Sept - 8 Sept
Evergreen Hill Condominiums
Indoor pool, seasonal outdoor pool

2. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (504 reviews)
"Nice little resort. We'll be back."
United States
Jarema
The price is S$382
includes taxes & fees
1 Sept - 2 Sept
Waterbury Inn
Front of property – evening/night

3. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (970 reviews)
"Excellent resort in a great location"
United States
Ben
The price is S$358
includes taxes & fees
3 Sept - 4 Sept
Westwood Shores Waterfront Resort
Property grounds

4. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (636 reviews)
"Suite was comfortable and left us feeling at home and not like a typical hotel. Lovely property!"
United States
Kristen
The price is S$332
includes taxes & fees
7 Sept - 8 Sept
Bridgeport Waterfront Resort
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

Eagle Harbor Inn

Eagle Harbor Inn

10/10 Excellent
"Very conveniently located ! Clean and nicely maintained property in the beautiful town"
Dhananjay 1-night trip
Posted 1 hour ago
Eagle Harbor Inn

Frequently asked questions

Can I find holiday rentals in Baileys Harbor?

Yes, there are holiday rentals close to the most popular sights in Baileys Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Baileys Harbor speak positively about the scenic lakeside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 69 holiday rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

Lake Michigan and Kangaroo Lake are a couple of scenic spots to enjoy the outdoors, whereas Door Shakespeare is one of the cultural attractions. Door County Brewing Company and Cana Island Lighthouse are other places to visit while you're in town.

What are holiday rentals like in Baileys Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Baileys Harbor. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.