Book Holiday Homes in Baileys Harbor

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Featured Holiday Homes in Baileys Harbor

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
Charming guesthouse within minutes of downtown Fish Creek!

Charming guesthouse within minutes of downtown Fish Creek!

Fish Creek
With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Historic Noble House.
Opens in a new windowCharming guesthouse within minutes of downtown Fish Creek!
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!
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Spacious Family-Friendly Cottage on 7.5 acre peaceful wooded area

Spacious Family-Friendly Cottage on 7.5 acre peaceful wooded area

Ellison Bay
With a stay at this vacation home in Ellison Bay, you'll be a 3-minute drive from Lake Michigan and 6 minutes from Linden Gallery.
Opens in a new windowSpacious Family-Friendly Cottage on 7.5 acre peaceful wooded area
250'  RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the waterfront, just steps from Lake Michigan and a 3-minute drive from Cana Island ...
Opens in a new window250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE
Rustic Log Home located near Baileys Harbor

Rustic Log Home located near Baileys Harbor

Baileys Harbor
Located in Baileys Harbor, this vacation home is in a rural location, within a 15-minute walk of Kangaroo Lake and Lake Michigan.
Opens in a new windowRustic Log Home located near Baileys Harbor
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

Fish Creek
With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Historic Noble House.
Opens in a new windowCozy 3 bedroom house - 2 min drive to downtown Fish Creek
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be on a lake, within a 10-minute drive of Lake Michigan and Snake Island.
Opens in a new windowIndoor Pool, Game RM, Movie RM! Sleep 24! Private!
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!
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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
430 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$200
Popular accommodation
Guest bedroom in Quarry House, Charming guesthouse within minutes of downtown Fish Creek!, 8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake! , Spacious Family-Friendly Cottage on 7.5 acre peaceful wooded area, 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE, Rustic Log Home located near Baileys Harbor, Cozy 3 bedroom house - 2 min drive to downtown Fish Creek, Indoor Pool, Game RM, Movie RM! Sleep 24! Private!, Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Top trending hotels in Baileys Harbor

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive, Baileys Harbor, WI
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
The price is AU$200 per night from 4 Nov to 5 Nov
AU$200
4 Nov - 5 Nov
includes taxes & fees
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.

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^Subject to availability and chosen travel dates.