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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Baileys Harbor holiday rentals

A large hotel with multiple balconies, a swimming pool, and a well-maintained lawn.

1. Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,723 reviews)
"Wonderful staff and very clean resort!"
United States
Shannon
The price is ฿4,378
฿4,991 total
includes taxes & fees
3 Nov - 4 Nov
Scandinavian Lodge
A multi-story building with balconies, surrounded by lush greenery and a view of the sea.

2. Landmark Resort

Landmark Resort
3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (700 reviews)
"Beautiful property with spacious rooms and the staff helped me during my stay."
United States
Romaine
The price is ฿5,527
฿6,656 total
includes taxes & fees
12 Nov - 13 Nov
Landmark Resort
A multi-story building with a central staircase, surrounded by trees and a well-maintained lawn.

3. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (82 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is ฿4,628
฿5,252 total
includes taxes & fees
1 Nov - 2 Nov
Evergreen Hill Condominiums
A spacious living area with a stone fireplace, a sofa, a chair, and a television.

4. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (527 reviews)
"Great place to stay-beautiful location with great amenities"
United States
Megan
The price is ฿6,428
฿7,935 total
includes taxes & fees
1 Nov - 2 Nov
Waterbury Inn
A pool area with lounge chairs and a building in the background.

5. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (985 reviews)
"The homey feel and central location."
United States
Cindy
The price is ฿3,674
฿4,170 total
includes taxes & fees
9 Nov - 10 Nov
Westwood Shores Waterfront Resort
A multi-story hotel with balconies, a waterfront view, and a paved walkway leading to a dock.

6. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (700 reviews)
"Very nice stay."
United States
Brenda
The price is ฿4,459
฿5,468 total
includes taxes & fees
2 Nov - 3 Nov
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

Settlement Inn & Lavender Spa

Settlement Inn & Lavender Spa

8/10 Good
"Room and staff were nice. Our room was next to Lobby and main door, it was very loud at Night with guests coming in late."
Maria 1-night trip
Posted 1 hour ago
Settlement Inn & Lavender Spa

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Baileys Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Baileys Harbor
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  • Enter your travel dates to view the best deals on holiday rentals in Baileys Harbor while they last

Look no further and take a look at our great range of rental properties in Baileys Harbor!

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 70 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.