Book Holiday Homes in Baileys Harbor

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Featured Holiday Homes in Baileys Harbor

Walk to Downtown + Marina - 3BR Getaway + Charm

Walk to Downtown + Marina - 3BR Getaway + Charm

Sturgeon Bay WI
The price is AU$537 per night from 14 May to 15 May
AU$537
14 May - 15 May
includes taxes & fees
With a stay at this vacation home in Sturgeon Bay, you'll be within a 15-minute drive of Lake Michigan and Miller Art Museum.
Opens in a new windowWalk to Downtown + Marina - 3BR Getaway + Charm
Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor

Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor

Baileys Harbor WI
With a stay at this vacation home in Baileys Harbor, you'll be within a 15-minute walk of Lake Michigan and Door County Brewing Company.
Opens in a new windowCatch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

Ephraim WI
The price is AU$533 per night from 19 May to 20 May
AU$533
19 May - 20 May
includes taxes & fees
Located in Ephraim, this vacation home is in a rural location, within a 5-minute drive of Eagle Harbor and Lake Michigan.
Opens in a new windowTHE CHARM of DOOR COUNTY - Cuteness and elegance combined!
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Idlewild Hideaway by the Bay (with Large Deck)

Idlewild Hideaway by the Bay (with Large Deck)

Sturgeon Bay WI
Located in Sturgeon Bay, this vacation home is in a rural location, within a 5-minute drive of Sherwood Point Lighthouse and Hi-Cliff Park.
Opens in a new windowIdlewild Hideaway by the Bay (with Large Deck)
Hillside Lodging

Hillside Lodging

Egg Harbor WI
With a stay at this vacation home in Egg Harbor, you'll be within a 5-minute drive of Lake Michigan and Alpine Resort Golf Course.
Opens in a new windowHillside Lodging
Charming guesthouse within minutes of downtown Fish Creek!

Charming guesthouse within minutes of downtown Fish Creek!

Fish Creek WI
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!
Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Sister Bay WI
With a stay at this cabin 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 windowUpdated Vintage 1938 Log Cabin – Walk to Sister Bay
250'  RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

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

Baileys Harbor WI
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
Guest bedroom in Quarry House

Guest bedroom in Quarry House

Fish Creek WI
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
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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
461 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$537
Popular accommodation
Walk to Downtown + Marina - 3BR Getaway + Charm, Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor, THE CHARM of DOOR COUNTY - Cuteness and elegance combined!, Idlewild Hideaway by the Bay (with Large Deck), Hillside Lodging , Charming guesthouse within minutes of downtown Fish Creek!, Updated Vintage 1938 Log Cabin – Walk to Sister Bay, 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE, Guest bedroom in Quarry House

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 Cana Island Lighthouse and Ridges Sanctuary.
Opens in a new windowGordon Lodge
250'  RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

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

Baileys Harbor WI
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
Best Western Maritime Inn

Best Western Maritime Inn

2.5 out of 5
1001 N 14th Avenue Sturgeon Bay WI
The price is AU$155 per night from 26 May to 27 May
AU$155
26 May - 27 May
includes taxes & fees
With a stay at Best Western Maritime Inn in Sturgeon Bay, you'll be in the entertainment district, within a 15-minute drive of Lake Michigan and Third Avenue ...
Opens in a new windowBest Western Maritime Inn
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Scandinavian Lodge

Scandinavian Lodge

3.5 out of 5
10506 State HWY 57 Sister Bay WI
The price is AU$218 per night from 18 May to 19 May
AU$218
18 May - 19 May
includes taxes & fees
When you stay at Scandinavian Lodge in Sister Bay, you'll be near the beach, within a 15-minute walk of Lake Michigan and Waterfront Park.
Opens in a new windowScandinavian Lodge
Don't see what you're looking for?
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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.