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Holiday Homes in Baileys Harbor

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Baileys Harbor

New 4-bedroom home in Egg Harbor, 2 min drive to beach
Outdoor dining

New 4-bedroom home in Egg Harbor, 2 min drive to beach

10.0 out of 10, Exceptional, (3)
"Lovely property and overall experience. "
New 4-bedroom home in Egg Harbor, 2 min drive to beach
Charming guesthouse within minutes of downtown Fish Creek!
Fridge, microwave, oven, stovetop

Charming guesthouse within minutes of downtown Fish Creek!

9.8 out of 10, Exceptional, (9)
Charming guesthouse within minutes of downtown Fish Creek!
On the Beach
Property grounds

On the Beach

6.6 out of 10, (14)
"A very Nice stay. Door county can be really noisy in August but this location is nice and quiet. It was delightful to walk out barefoot to the beach. The kitchen was also quite conducive to having meals at the site."
On the Beach
SEPTEMBER and OCTOBER READY TO BOOK PRIME SPOTS AVAILABLE ✅✅✅
Exterior

SEPTEMBER and OCTOBER READY TO BOOK PRIME SPOTS AVAILABLE ✅✅✅

10.0 out of 10, Exceptional, (48)
"Thanks again Brandon!This is our “go-to” place and never disappoints! From owner to accommodations to cleanliness and everything in-between.We’ll be talking soon!"
SEPTEMBER and OCTOBER READY TO BOOK PRIME SPOTS AVAILABLE ✅✅✅
Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.
Beach

Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.

9.8 out of 10, Exceptional, (22)
"Great place, good location! A perfect place for a fall getaway. Check-in was easy & the cottage has everything you need for a comfortable stay. "
Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.
' Peace in the Pines '
Outdoor dining

' Peace in the Pines '

10.0 out of 10, Exceptional, (64)
"we had a great time and the house was very clean!"
' Peace in the Pines '
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Property grounds

Enjoy nightly sunsets at this Beautiful Door County Waterfront Home

9.8 out of 10, Exceptional, (21)
"We truly enjoyed our stay and hope to be back. The home is so clean, modern and cozy. We especially loved the location on the water. 10/10 highly recommend. "
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek
Smart TV, fireplace, books, stereo

Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

9.8 out of 10, Exceptional, (61)
"Great location. Love how spacious the house is for the group of people we had. Definitely would rent again. "
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek
Lake Michigan Beach Home with Over 100’ of Private Sand Beach! Pets Welcome!
On the beach, sun-loungers

Lake Michigan Beach Home with Over 100’ of Private Sand Beach! Pets Welcome!

10.0 out of 10, Exceptional, (220)
"Great locationClean, well equipped home!"
Lake Michigan Beach Home with Over 100’ of Private Sand Beach! Pets Welcome!
Idlewild Hideaway by the Bay (with Large Deck)
Fridge, microwave, oven, stovetop

Idlewild Hideaway by the Bay (with Large Deck)

10.0 out of 10, Exceptional, (116)
"Somehow nicer than expected from the pictures. A quiet wooded area about 15 minutes from downtown Sturgeon Bay. It was much better option than a couple hotel rooms for our family of four for about the same cost."
Idlewild Hideaway by the Bay (with Large Deck)
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Door County home with detached yoga room- short walk from Potawatomi Park

10.0 out of 10, Exceptional, (31)
"Nice location, everything was clean and tidy, and the travel guides were also helpful. We really enjoyed our stay!"
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Outdoor dining

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

8.6 out of 10, Excellent, (114)
"We had a lovely stay. The sunroom overlooking the lake was our favorite room. We have a big family, so the many bedrooms and bathrooms was great!"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Newly furnished for 2025! Short walk to downtown Sister Bay.
Smart TV, fireplace, ping pong

Newly furnished for 2025! Short walk to downtown Sister Bay.

10.0 out of 10, Exceptional, (3)
"This property had everything our family needed and was very clean. Thank you!"
Newly furnished for 2025! Short walk to downtown Sister Bay.
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (61)
"Excellent location Comfortable Very Friendly Host"
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
Holiday Lodge on Green Bay
Interior

Holiday Lodge on Green Bay

9.6 out of 10, Exceptional, (54)
"Our family of 5 enjoyed our stay at this property. It was a beautiful setting in a quiet neighborhood about 10 minutes outside of Sturgeon Bay. "
Holiday Lodge on Green Bay
Shore Suite | Downtown Fish Creek ~ Dog-friendly
Beach

Shore Suite | Downtown Fish Creek ~ Dog-friendly

10.0 out of 10, Exceptional, (1)
"Great last minute stay! "
Shore Suite | Downtown Fish Creek ~ Dog-friendly
Pinecone Haven - Where Northwoods meets the Southwest
Outdoor dining

Pinecone Haven - Where Northwoods meets the Southwest

9.0 out of 10, Wonderful, (9)
"Great place to stay."
Pinecone Haven - Where Northwoods meets the Southwest
2 Bedrooms - Room to park boat! - Close to water & Potawatomi State Park
Exterior

2 Bedrooms - Room to park boat! - Close to water & Potawatomi State Park

9.8 out of 10, Exceptional, (42)
"The place was warm and inviting. Alot of room for parking boats and trailers. Great location and loved the woldlife, hearing the turkeys early in the morning watching the rabbits"
2 Bedrooms - Room to park boat! - Close to water & Potawatomi State Park
Door County Beach House on Lake Michigan - Book Your 2025 Getaway Now!
Beach nearby, sun-loungers

Door County Beach House on Lake Michigan - Book Your 2025 Getaway Now!

10.0 out of 10, Exceptional, (18)
"The house was nicely decorated and had everything we needed! The views were fantastic and the area was fun to explore."
Door County Beach House on Lake Michigan - Book Your 2025 Getaway Now!
Downtown Fish Creek- community pool, walking distance from restaurants and bars
Microwave, oven, stovetop, dishwasher

Downtown Fish Creek- community pool, walking distance from restaurants and bars

9.4 out of 10, Exceptional, (40)
"Fantastic location, wonderful property!"
Downtown Fish Creek- community pool, walking distance from restaurants and bars
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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Top Baileys Harbor Hotel Reviews

Best Western Maritime Inn

Best Western Maritime Inn

10/10 Excellent
"Bed was great, room great, breakfast great! Staff was friendly at front desk was friendly but the lady at check in wasn’t very helpful when we asked questions. She said I don’t do that!???"
Linda 2-night trip
Posted 21 hours ago
Best Western Maritime Inn