Book Holiday Homes in Baileys Harbor

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Featured Holiday Homes in Baileys Harbor

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

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

Sturgeon Bay
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy free WiFi, private pools, and a sauna. Our guests praise the pool and the helpful staff ...
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!
Home w/ Fireplace < 1 Mi to Peninsula State Park!

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

Fish Creek
Stay at this vacation home in Fish Creek. Enjoy balconies, an in-room coffeemaker, and in-room fireplaces. Popular attractions The Skyway Drive-In Theatre and ...
Home w/ Fireplace < 1 Mi to Peninsula State Park!
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
Book a stay at this beach vacation home in Baileys Harbor. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Cana Island Lighthouse and Baileys ...
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
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Sister Bay Vintage Log Cabin

Sister Bay Vintage Log Cabin

Sister Bay
The price is NZ$912 per night from 5 Apr to 6 Apr
NZ$912
includes taxes & fees
5 Apr - 6 Apr
Stay at this vacation home in Sister Bay. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Sister Bay Marina and Waterfront Park ...
Sister Bay Vintage Log Cabin
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
Stay at this vacation home in Sturgeon Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Plum Loco Animal Farm and Clark Lake are located ...
The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6
Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

Baileys Harbor
Book a stay at this beach vacation home in Baileys Harbor. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Anclam Beach Park and Door County ...
Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor
Peaceful cul-de-sac and Walking Distance to Sister Bay

Peaceful cul-de-sac and Walking Distance to Sister Bay

Sister Bay
Stay at this vacation home in Sister Bay. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Sister Bay Marina and Sister Bay Dog Park ...
Peaceful cul-de-sac and Walking Distance to Sister Bay
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

Egg Harbor
Stay at this vacation home in Egg Harbor. Enjoy patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions Peg Egan Performing Arts ...
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!
Cool + Modern! Arcades, Movie RM, Private Pond!

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

Sturgeon Bay
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy free WiFi, private pools, and a garden. Popular attractions Crossroads At Big Creek ...
Cool + Modern! Arcades, Movie RM, Private Pond!
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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
407 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$912
Popular accommodation
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!, Home w/ Fireplace < 1 Mi to Peninsula State Park!, Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!, Sister Bay Vintage Log Cabin, The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6, Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor, Peaceful cul-de-sac and Walking Distance to Sister Bay, Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!, Cool + Modern! Arcades, Movie RM, Private Pond!

Top trending hotels in Baileys Harbor

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
Book a stay at this beach vacation home in Baileys Harbor. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Cana Island Lighthouse and Baileys ...
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
The price is NZ$190 per night from 17 Apr to 18 Apr
NZ$190
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this beach motel in Baileys Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Beachfront Inn
Red Cherry Woods Cottage 🍒       New Construction!

Red Cherry Woods Cottage 🍒 New Construction!

Baileys Harbor
Stay at this cottage in Baileys Harbor. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Door County Brewing Company and Anclam Beach ...
Red Cherry Woods Cottage 🍒 New Construction!
Save an average of 15% on thousands of hotels when you're signed in
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
Book a stay at this family-friendly vacation home in Baileys Harbor. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Anclam Beach Park ...
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
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.

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