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
Stay at this vacation home in Sister Bay. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Pirate's Cove Adventure Golf and Frykman ...
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
Book a stay at this beach vacation home in Egg Harbor. Enjoy a beach locale, a garden, and a pool table. Popular attractions Woodwalk Gallery and Frank E. Murphy ...
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
Stay at this vacation home in Fish Creek. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Edgewood Orchard Galleries and Peninsula Players ...
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
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions 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
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Red Oak Winery and Bay Shore Blufflands ...
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
The price is NZ$2,924 per night from 12 Mar to 13 Mar
NZ$2,924
includes taxes & fees
12 Mar - 13 Mar
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 ...
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
Book a stay at this family-friendly vacation home in Sturgeon Bay. Enjoy a fitness center, a garden, and patios. Popular attractions Sturgeon Bay Ship Canal ...
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
The price is NZ$1,014 per night from 24 Feb to 25 Feb
NZ$1,014
includes taxes & fees
24 Feb - 25 Feb
Stay at this vacation home in Sturgeon Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Snake Island and Hi-Cliff Park are located nearby.
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
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!
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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
NZ$256
Highest Price
NZ$2,924
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
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!
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!
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
Scandinavian Lodge

Scandinavian Lodge

3.5 out of 5
10506 State HWY 57, Sister Bay, WI
The price is NZ$256 per night from 2 Mar to 3 Mar
NZ$256
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3.5-star family-friendly aparthotel in Sister Bay. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the pool and the helpful ...
Scandinavian Lodge
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.