Baileys Harbor Vacation Rentals

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Make Baileys Harbor your next getaway

Baileys Harbor, WI vacation rentals

Explore Baileys Harbor cottages, house rentals, studios, and more

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Cottages

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House rentals

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Studios

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Baileys Harbor vacation rentals for every getaway

Popular
Dog-friendly Internet Lake view
Cozy Baileys Harbor Cottage on Lake Michigan!

Cozy Baileys Harbor Cottage on Lake Michigan!

Cottage in Baileys Harbor

$597 avg / night

4.5 (2)
Baileys Harbor Waterfront Vacation Rental w/ Grill

Baileys Harbor Waterfront Vacation Rental w/ Grill

Cottage in Baileys Harbor

$598 avg / night

4.86 (7)
Quiet Baileys Harbor Country Home: 1 Mi to Lake!

Quiet Baileys Harbor Country Home: 1 Mi to Lake!

House in Baileys Harbor

$621 avg / night

4.43 (7)
Serene Lakefront Baileys Harbor Home w/ Deck!

Serene Lakefront Baileys Harbor Home w/ Deck!

Studio in Baileys Harbor

$390 avg / night

5.0 (10)

Explore more vacation rental amenities in Baileys Harbor

Ocean view
Water view
Waterfront
A/C
Washer/dryer
Balcony
Bikes
Ping-pong table
Tennis court
Wheelchair accessible

Recent Baileys Harbor vacation rental reviews

Long time friends together for a getaway to your old farm retreat. We enjoyed the charm of the old farmhouse. We thought the location was central to the various Door county attractions. We enjoyed all the birds and saw some deer. All in all we enjoyed a relaxing weekend.
Vicki . | Sep 2025
This is a very serene location. It's a cute, kitschy cottage right on the water with a private backyard and area to grill. Only a sweet, short walk to the Canal Island lighthouse and a quiet road to bike on for miles. The only criticism, and definitely not a deal breaker-still 5 stars- the beds. They are all pull-out couch beds and are not super comfortable. Overall a gem of a weekend in a nice-priced stay with a beautiful view.
Heidi . | Sep 2025
We really enjoyed our stay here. We had a fire by the lake every night. I had reached out to the host to ask about a hair dryer and the house did not have one but they dropped a new one off that day which was really nice. The house was clean and quiet. It was close to lots of shops and restaurants. We would definitely stay again!
Jessica . | Jul 2025
Great location especially if you have a dog and a big crew. Door County isn't super pet-friendly in their lodging choices. Location was #1 best thing about the house. The main floor was nice and large. Kitchen was nicely stocked with the pots and pans and utensils we needed. Even had batteries in the junk drawer which we needed (and replenished). Beds were comfortable, but wish they were queens (who sleeps in doubles anymore but kids?) Our weather was wet and rainy and we knew there was no air conditioning so that worked out well! Only 8 bath towels for an 8-bed home. Even though there is a washer and dryer (and even detergent) wish there could have been more. Our wifi worked fine in such a remote area I was impressed. Some cobwebs and dead flies in the windows - don't think they had been opened. We had to do a bit of cleaning! We were on the floor (we had toddlers) and either one rug or floor was super dirty because we all had a lot of dirt on our pants, but we couldn't figure out which one it was. It's definitely a farm house and if you have a big crew and a pet, we would recommend.
Sara . | Jun 2025
Baileys Harbor Frequently Asked Questions

Yes. 23 of our Baileys Harbor vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Baileys Harbor vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Baileys Harbor team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Baileys Harbor, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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