Book Holiday Homes in Baileys Harbor

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Baileys Harbor

Sister Bay Log Cabin - Recent Remodel!

Sister Bay Log Cabin - Recent Remodel!

Sister Bay
With a stay at this vacation home in Sister Bay, you'll be a 1-minute walk from Lake Michigan and 6 minutes by foot from Sister Bay Marina.
Opens in a new windowSister Bay Log Cabin - Recent Remodel!
Washington Island - West side shore front home!

Washington Island - West side shore front home!

Washington
When you stay at this vacation home in Washington Island, you'll be on a lake, just steps from Lake Michigan and a 4-minute drive from Schoolhouse Beach ...
Opens in a new windowWashington Island - West side shore front home!
Welcome to your own private getaway!

Welcome to your own private getaway!

Sister Bay
When you stay at this vacation home in Sister Bay, you'll be on a lake, just steps from Lake Michigan and 10 minutes by foot from Bay Ridge Golf Course.
Opens in a new windowWelcome to your own private getaway!
Save an average of 15% on thousands of hotels when you're signed in
Wild Cedars - Cana Island - Lake Michigan - Amazing new home

Wild Cedars - Cana Island - Lake Michigan - Amazing new home

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Cana Island ...
Opens in a new windowWild Cedars - Cana Island - Lake Michigan - Amazing new home
Harbor House located in the heart of Ephraim!

Harbor House located in the heart of Ephraim!

Ephraim
When you stay at this vacation home in Ephraim, you'll be on a lake, within a 5-minute walk of Lake Michigan and Eagle Harbor.
Opens in a new windowHarbor House located in the heart of Ephraim!
8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake!

8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake!

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be on the beach, within a 10-minute drive of Lake Michigan and Crossroads At Big Creek.
Opens in a new window8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake!
The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

Sturgeon Bay
Located in Sturgeon Bay, this vacation home is in a rural location, within a 10-minute drive of Plum Loco Animal Farm and Clark Lake.
Opens in a new windowThe Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6
Guest bedroom in Quarry House

Guest bedroom in Quarry House

Fish Creek
With a stay at this vacation home in Fish Creek, you'll be within a 10-minute drive of Lake Michigan and Peninsula School of Art.
Opens in a new windowGuest bedroom in Quarry House
Door County - Ephraim Home- 3 Suites Nestled In Nature

Door County - Ephraim Home- 3 Suites Nestled In Nature

Ephraim
When you stay at this vacation home in Ephraim, you'll be on a lake, just steps from Lake Michigan and 7 minutes by foot from Eagle Harbor.
Opens in a new windowDoor County - Ephraim Home- 3 Suites Nestled In Nature
Don't see what you're looking for?
See all available properties in Baileys Harbor
View all properties
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.

Baileys Harbor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Baileys Harbor vacation homes are the perfect way for you to wing it.

Holiday houses in Baileys Harbor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Baileys Harbor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Baileys Harbor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Baileys Harbor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Baileys Harbor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Baileys Harbor Holiday Homes essential information

Accommodation
463 Holiday Homes
Lowest Price
AU$233
Highest Price
AU$233
Popular accommodation
Sister Bay Log Cabin - Recent Remodel!, Washington Island - West side shore front home!, Welcome to your own private getaway!, Wild Cedars - Cana Island - Lake Michigan - Amazing new home, Harbor House located in the heart of Ephraim!, 8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake! , The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6, Guest bedroom in Quarry House, Door County - Ephraim Home- 3 Suites Nestled In Nature

Top trending hotels in Baileys Harbor

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive, Baileys Harbor, WI
The price is AU$233 per night from 21 Sept to 22 Sept
AU$233
21 Sept - 22 Sept
includes taxes & fees
With a stay at Gordon Lodge in Baileys Harbor, you'll be on the waterfront, within a 15-minute drive of Lake Michigan and Ridges Sanctuary.
Opens in a new windowGordon Lodge
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
When you stay at Beachfront Inn in Baileys Harbor, you'll be on the waterfront, just steps from Lake Michigan and 6 minutes by foot from Anclam Beach Park.
Opens in a new windowBeachfront Inn
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and Anclam Beach Park.
Opens in a new windowWaterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Save an average of 15% on thousands of hotels when you're signed in
Maxwelton Braes Lodge and Golf Course

Maxwelton Braes Lodge and Golf Course

2 out of 5
7670 Highway 57, Baileys Harbor, WI
When you stay at Maxwelton Braes Lodge and Golf Course in Baileys Harbor, you'll be near the beach, within a 15-minute walk of Lake Michigan and Door ...
Opens in a new windowMaxwelton Braes Lodge and Golf Course
Don't see what you're looking for?
See all available properties in Baileys Harbor
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.