Book Holiday Homes in Baileys Harbor

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Featured Holiday Homes in Baileys Harbor

On the Beach

On the Beach

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 Clark Lake.
On the Beach
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 ...
Washington Island - West side shore front home!
Dog and cat friendly home in Ellison Bay- private property

Dog and cat friendly home in Ellison Bay- private property

Ellison Bay
Located in Ellison Bay, this vacation home is in a rural location, within a 5-minute drive of Linden Gallery and Lake Michigan.
Dog and cat friendly home in Ellison Bay- private property
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Cool + Modern! Arcades, Movie RM, Private Pond!

Cool + Modern! Arcades, Movie RM, Private Pond!

Sturgeon Bay
The price is AU$1,161 per night from 19 Aug to 20 Aug
AU$1,161
19 Aug - 20 Aug
includes taxes & fees
With a stay at this vacation home in Sturgeon Bay, you'll be near the beach, within a 10-minute drive of Lake Michigan and Crossroads At Big Creek.
Cool + Modern! Arcades, Movie RM, Private Pond!
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.
The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6
Home w/ Fireplace < 1 Mi to Peninsula State Park!

Home w/ Fireplace < 1 Mi to Peninsula State Park!

Fish Creek
With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Peninsula State Park.
Home w/ Fireplace < 1 Mi to Peninsula State Park!
Modern Sturgeon Bay Home by Potawatomi State Park!

Modern Sturgeon Bay Home by Potawatomi State Park!

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be within a 5-minute drive of Door County Maritime Museum and Sturgeon Bay Bridge.
Modern Sturgeon Bay Home by Potawatomi State Park!
Cute Cottage - Center of the Door Peninsula - Pet Friendly!

Cute Cottage - Center of the Door Peninsula - Pet Friendly!

Baileys Harbor
With a stay at this vacation home in Baileys Harbor, you'll be within a 15-minute drive of Lake Michigan and Stone's Throw Winery.
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
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.
Charming guesthouse within minutes of downtown Fish Creek!
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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
451 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$1,161
Popular accommodation
On the Beach, Washington Island - West side shore front home!, Dog and cat friendly home in Ellison Bay- private property, Cool + Modern! Arcades, Movie RM, Private Pond!, The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6, Home w/ Fireplace < 1 Mi to Peninsula State Park!, Modern Sturgeon Bay Home by Potawatomi State Park!, Cute Cottage - Center of the Door Peninsula - Pet Friendly!, Charming guesthouse within minutes of downtown Fish Creek!

Top trending hotels in Baileys Harbor

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive, Baileys Harbor, WI
The price is AU$243 per night from 1 Sept to 2 Sept
AU$243
1 Sept - 2 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.
Gordon Lodge
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
The price is AU$260 per night from 2 Sept to 3 Sept
AU$260
2 Sept - 3 Sept
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.
Beachfront Inn
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views

Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views

Baileys Harbor
With a stay at this vacation home in Baileys Harbor, you'll be on a lake, within a 10-minute drive of Lake Michigan and Kangaroo Lake.
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
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Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and 5 minutes by foot from Cana Island ...
Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations
Don't see what you're looking for?
See all available properties in Baileys Harbor
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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.

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^Subject to availability and chosen travel dates.