Book Holiday Homes in Baileys Harbor

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Featured Holiday Homes in Baileys Harbor

Cherry Cabana- Walk to Downtown Sister Bay

Cherry Cabana- Walk to Downtown Sister Bay

Sister Bay
With a stay at this vacation home in Sister Bay, you'll be within a 15-minute walk of Lake Michigan and Pirate's Cove Adventure Golf.
Cherry Cabana- Walk to Downtown Sister Bay
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Egg Harbor
When you stay at this vacation home in Egg Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Frank E. Murphy Park.
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

Remodeled country bungalow--conveniently located between Egg Harbor & 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 Edgewood Orchard Galleries.
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek
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Beautiful Door County Waterfront Property

Beautiful Door County Waterfront Property

Sturgeon Bay
When you stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, just steps from Lake Michigan and a 5-minute drive from Bay Shore Blufflands ...
Beautiful Door County Waterfront Property
New Build! Private Bay Waterfront 5 Bedroom along Sturgeon Bay-Egg Harbor Border

New Build! Private Bay Waterfront 5 Bedroom along Sturgeon Bay-Egg Harbor Border

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, within a 10-minute drive of Lake Michigan and Frank E. Murphy Park.
New Build! Private Bay Waterfront 5 Bedroom along Sturgeon Bay-Egg Harbor Border
Private Estate! Indoor Pool, Game RM, Movie RM!

Private Estate! Indoor Pool, Game RM, Movie RM!

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.
Private Estate! Indoor Pool, Game RM, Movie RM!
Elegant and spacious Sturgeon Bay getaway with tranquil private beach.

Elegant and spacious Sturgeon Bay getaway with tranquil private beach.

2.5 out of 5
Sturgeon Bay
When you stay at this vacation home in Sturgeon Bay, you'll be 1 minutes by foot from Lake Michigan.
Elegant and spacious Sturgeon Bay getaway with tranquil private beach.
Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, within a 10-minute drive of Lake Michigan and Snake Island.
Waterfront gem, sandy beach, modern kitchen, large great room, free firewood
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.
Waterfront 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
337 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$164
Popular accommodation
Cherry Cabana- Walk to Downtown Sister Bay, Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline., Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek, Beautiful Door County Waterfront Property , New Build! Private Bay Waterfront 5 Bedroom along Sturgeon Bay-Egg Harbor Border, Private Estate! Indoor Pool, Game RM, Movie RM!, Elegant and spacious Sturgeon Bay getaway with tranquil private beach. , Waterfront gem, sandy beach, modern kitchen, large great room, free firewood, Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Top trending hotels in Baileys Harbor

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.
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

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 ...
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Red Cherry Woods Cottage 🍒       New Construction!

Red Cherry Woods Cottage 🍒 New Construction!

Baileys Harbor
With a stay at this cottage in Baileys Harbor, you'll be within a 5-minute drive of Lake Michigan and Door County Brewing Company.
Red Cherry Woods Cottage 🍒 New Construction!
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Best Western Maritime Inn

Best Western Maritime Inn

2.5 out of 5
1001 N 14th Avenue, Sturgeon Bay, WI
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 16 Feb to 17 Feb
AU$164
includes taxes & fees
16 Feb - 17 Feb
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 ...
Best Western Maritime Inn
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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.