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

Baileys Harbor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Baileys Harbor vacation rentals

Exterior

1. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (78 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is NT$7,816
NT$8,871 total
includes taxes & fees
Sep 17 - Sep 18
Evergreen Hill Condominiums
Indoor pool

2. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (514 reviews)
"It was a nice private quiet place!"
United States
Elizabeth
The price is NT$7,813
NT$9,476 total
includes taxes & fees
Sep 17 - Sep 18
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, (974 reviews)
"Excellent resort in a great location"
United States
Ben
The price is NT$7,971
NT$9,047 total
includes taxes & fees
Sep 15 - Sep 16
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, (651 reviews)
"Loved the views, Great amenities! Enjoyed the stay."
United States
Jennifer
The price is NT$6,892
NT$8,218 total
includes taxes & fees
Sep 14 - Sep 15
Bridgeport Waterfront Resort
Cottage (4 Bedrooms) | Interior

5. Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
3.0 star property
Sister Bay
The price is NT$5,854
NT$13,235 total
includes taxes & fees
Sep 15 - Sep 16
Updated Home w/ Deck: 2 Mi to Sister Bay 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Baileys Harbor Hotel Reviews

Parkwood Lodge - Door County

Parkwood Lodge - Door County

10/10 Excellent
"The sink was right next to the bed in the same room which was less than optimal. (The photos of the room did show that so it was not really unexpected) Beside that it was a very good stay. I understand there are other rooms without this oddity."
Chris 3-night trip
Posted 12 hours ago
Parkwood Lodge - Door County

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
  • 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 vacation rentals in Baileys Harbor?

Yes, we offer vacation rentals close to top attractions in Baileys Harbor, or you can select a secluded option if you'd like a relaxing place to 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 vacation rentals will I find in Baileys Harbor?

Expedia has 70 vacation rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

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

What are vacation rentals like in Baileys Harbor?

Vacation rentals are privately owned properties you can stay in for several days or longer in Baileys Harbor. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.