Baileys Harbor Vacation Rentals

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Check prices for these dates

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Baileys Harbor holiday rentals

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Bridgeport Waterfront Resort

Aparthotel in Sturgeon Bay

Bridgeport Waterfront Resort
3.0 star property
9.0 out of 10, Wonderful, (571)
"Great views and location "
United States
Richard
The price is RM535
RM653 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bridgeport Waterfront Resort
Exterior detail
Westwood Shores Waterfront Resort

Condo in Sturgeon Bay

Westwood Shores Waterfront Resort
3.0 star property
9.6 out of 10, Exceptional, (925)
"Great resort with friendly staff!"
United States
Richard
The price is RM441
RM501 total
includes taxes & fees
4 Jan - 5 Jan 2026
Westwood Shores Waterfront Resort
Exterior
Scandinavian Lodge

Aparthotel in Sister Bay

Scandinavian Lodge
3.5 star property
9.4 out of 10, Exceptional, (1557)
"Very clean, spacious room, friendly staff."
United States
David
Scandinavian Lodge
Restaurant
Landmark Resort

Condo in Egg Harbor

Landmark Resort
3.5 star property
9.0 out of 10, Wonderful, (610)
"Everything was great."
United States
DAVID
The price is RM609
RM691 total
includes taxes & fees
1 Jan - 2 Jan 2026
Landmark Resort
Exterior
Evergreen Hill Condominiums

Aparthotel in Fish Creek

Evergreen Hill Condominiums
3.5 star property
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
United States
Nergiz
The price is RM555
RM630 total
includes taxes & fees
4 Jan - 5 Jan 2026
Evergreen Hill Condominiums
Interior
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

Cottage in Egg Harbor

Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!
3.0 star property
4.0 out of 10, (1)
"Mouse infestation, dirty sheets, and hair covered floors did not make for a good stay. We saw three mice Saturday night. Our bag had to be kept in our garage upon return to ensure the problem didn’t spread to our house. "
United States
Christopher
The price is RM842
RM2,024 total
includes taxes & fees
2 Jan - 3 Jan 2026
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!
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

AmericInn by Wyndham Sturgeon Bay

AmericInn by Wyndham Sturgeon Bay

10/10 Excellent
"Good experience from start to finish "
Jean 1-night trip
Posted 1 day ago
AmericInn by Wyndham Sturgeon Bay

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia.co.uk! 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
  • Use the map to find apartments and other holiday homes in the Baileys Harbor neighbourhood you prefer
  • 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 66 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.