An aerial view of a coastal island with a mix of residential areas, green spaces, and rocky coastlines.

Holiday Homes in Baileys Harbor

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Baileys Harbor holiday homes

A two-story house with a wrap-around porch, a turret, and a front door with an American flag.

1. Private 3BR Gem on 2.5 Wooded Acres- Close to All

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Sister Bay
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is €483
includes taxes & fees
1 Nov - 2 Nov
Private 3BR Gem on 2.5 Wooded Acres- Close to All
A white arched entrance with a dark green door, surrounded by greenery and a pathway leading to a porch.

2. THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Ephraim
9.8 out of 10, Exceptional, (94 reviews)
"Very charming and quiet place to stay. Great location near town! "
United States
Tedra M.
The price is €364
includes taxes & fees
1 Nov - 2 Nov
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
A backyard with two blue Adirondack chairs, a fire pit, and a house in the background.

3. Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.6 out of 10, Exceptional, (30 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is €485
includes taxes & fees
9 Nov - 10 Nov
Walk to Downtown! Wooded 4BR Sister Bay Home
A modern kitchen with white cabinets, stainless steel appliances, a large island with bar stools, and pendant lighting.

4. Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay

Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property we will definitely stay here again. The apple and pear tree were fruiting our kids loved picking and snacking on fresh fruit. "
United States
Kristie H.
The price is €572
includes taxes & fees
6 Nov - 7 Nov
Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
A modern cabin with a wooden exterior, surrounded by a forest and snow-covered ground.

5. Cedar & Glass | Modern Architectural Retreat

Cedar & Glass | Modern Architectural Retreat
Fish Creek
9.6 out of 10, Exceptional, (5 reviews)
"A thoughtfully designed and curated home with top end amenities. We stayed for 3 nights and loved the serenity of the setting and space. The house has gorgeous showers, a gas fireplace and fun games to play. Loved being able to make all kinds of coffee drinks on the espresso machine. Perfect place to stay and enjoy nature and decompress. Highly recommended!!!"
United States
katherine k.
The price is €783
includes taxes & fees
21 Oct - 22 Oct
Cedar & Glass | Modern Architectural Retreat
A modern living room with a stone fireplace, a large flat-screen TV mounted on a wall, a comfortable leather sofa, and a wooden coffee table.

6. Shore Suite | Downtown Fish Creek ~ Dog-friendly

Shore Suite | Downtown Fish Creek ~ Dog-friendly
Fish Creek
10.0 out of 10, Exceptional, (8 reviews)
The price is €637
includes taxes & fees
19 Oct - 20 Oct
Shore Suite | Downtown Fish Creek ~ Dog-friendly
A porch with a wicker swing chair, a white table, and a potted plant.

7. Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach

Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Ellison Bay
10.0 out of 10, Exceptional, (32 reviews)
"Family-friendlyClean House Easy check in"
United States
Abigail S.
The price is €728
includes taxes & fees
15 Nov - 16 Nov
Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Terrace/patio

8. Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (32 reviews)
"The house was clean and very comfortable! Everything we could have wanted was there- we discovered the drawer in the coffee table with games on night three:)Loved walking into Ellison Bay for dinner, sunsets and morning coffee.Will definitely stay here again!!"
United States
Molly C.
The price is €629
includes taxes & fees
2 Nov - 3 Nov
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
A dining area with a round glass table and two chairs, a potted plant, and a view of a street through a window with blinds.

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

Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Sturgeon Bay
10.0 out of 10, Exceptional, (58 reviews)
"Location is good. Easy bike ride to potawami State Park and downtown sturgeon Bay. It is on highway C which does get a bit of traffic but we didn't notice with the windows closed. The shower is small but functional. The two-car garage is great for storing our e-bikes. We had a very good stay. Price was very good and much nicer staying here than in the hotel."
United States
MARK w
The price is €218
includes taxes & fees
2 Nov - 3 Nov
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
A snow-covered outdoor seating area with Adirondack chairs arranged around a stone fire pit.

10. Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!

Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Ephraim
9.8 out of 10, Exceptional, (53 reviews)
"Very nice set up for a multi age group."
United States
Alice B.
The price is €1,907
includes taxes & fees
25 Oct - 26 Oct
Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
A bedroom with a bed, a wall clock, two framed floral pictures, a window with curtains, and a ceiling fan.

11. 2BR Home Near Marinas / Ideal for Work or Fishing

2BR Home Near Marinas / Ideal for Work or Fishing
Marinette
The price is €240
includes taxes & fees
4 Nov - 5 Nov
2BR Home Near Marinas / Ideal for Work or Fishing
A cozy living room with a stone fireplace, wooden paneling, a comfortable armchair, and a bookshelf filled with books and decorative items.

12. Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.0 out of 10, Wonderful, (51 reviews)
"Beautiful view of water!"
United States
Adam C.
The price is €281
includes taxes & fees
2 Nov - 3 Nov
Door County Cabin on the Water
A coastal property with a stone patio, a table, and a view of the ocean.

13. The Oasis! Arcades, Theater Room & Hot Tub

The Oasis! Arcades, Theater Room & Hot Tub
Sturgeon Bay
9.0 out of 10, Wonderful, (48 reviews)
"There were some issues with the property, however, Emily did a great job to make things right."
United States
Marty M.
The Oasis! Arcades, Theater Room & Hot Tub
A wooden porch with a bench, a door leading inside, and a window with a decorative item above it.

14. Spacious 4BR/3BA home, blocks to downtown, parks, beach & farmers market. Fenced yard, pets welcome

Spacious 4BR/3BA home, blocks to downtown, parks, beach & farmers market. Fenced yard, pets welcome
Sturgeon Bay
10.0 out of 10, Exceptional, (4 reviews)
"Great location and lovely house with a fully equiped kitchen for all your needs."
United States
Jason L.
Spacious 4BR/3BA home, blocks to downtown, parks, beach & farmers market. Fenced yard, pets welcome
A modern kitchen with a large island, bar stools, stainless steel appliances, and wooden cabinets.

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

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!
Sturgeon Bay
9.8 out of 10, Exceptional, (99 reviews)
"Wonderful location and spot for big families or friends to gather. There's plently of space for everyone and tons of activities to keep everyone busy and engaged."
United States
Renee N.
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!
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

Gordon Lodge

Gordon Lodge

10/10 Excellent
"It was an absolutely beautiful place!! All the staff members were so friendly and helpful!! Breakfast was the best of all the places we have ever stayed!! Celebrated our 37th anniversary and it was top notch!!"
Deborah 1-night trip
Posted less than an hour ago
Gordon Lodge

Find out more about Baileys Harbor

Baileys Harbor Holiday Homes information

Number of reviews
411
Accommodation
499 Holiday Homes
Lowest Price
€218
Highest Price
€1,907