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

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Our top choices for Baileys Harbor vacation homes

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 ¥35,690
¥84,803 total
includes taxes & fees
Nov 3 - Nov 4
Private 3BR Gem on 2.5 Wooded Acres- Close to All

2. 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 ¥86,814
¥165,898 total
includes taxes & fees
Oct 21 - Oct 22
Cedar & Glass | Modern Architectural Retreat

3. A Truly Luxurious Door County Retreat

A Truly Luxurious Door County Retreat
Fish Creek
9.6 out of 10, Exceptional, (23 reviews)
"Communication was easy and straight forward, accomidations fit our group perfectly. Great location for the outdoor activities we planned."
United States
Brant F.
The price is ¥134,390
¥312,121 total
includes taxes & fees
Oct 9 - Oct 10
A Truly Luxurious Door County Retreat

4. 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, (55 reviews)
"Adorable house very well appointed with everything we needed. Perfect for our getaway."
United States
Suzanne H.
The price is ¥15,785
¥44,271 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Door County home with detached yoga room- short walk from Potawatomi Park

5. 2BR Home Near Marinas / Ideal for Work or Fishing

2BR Home Near Marinas / Ideal for Work or Fishing
Marinette
The price is ¥18,468
¥40,670 total
includes taxes & fees
Nov 3 - Nov 4
2BR Home Near Marinas / Ideal for Work or Fishing

6. Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.0 out of 10, Wonderful, (50 reviews)
"Beautiful view of water!"
United States
Adam C.
The price is ¥16,574
¥52,316 total
includes taxes & fees
Oct 26 - Oct 27
Door County Cabin on the Water

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

Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Ephraim
9.8 out of 10, Exceptional, (52 reviews)
"This stay was exactly what we were looking for for our weekend gathering! People had their own rooms and the host was very helpful "
United States
Hannah H.
Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!

8. Door County Cottage, near Haines Beach!

Door County Cottage, near Haines Beach!
Sturgeon Bay
10.0 out of 10, Exceptional, (64 reviews)
"Nice, quiet, clean home with all the amenities! Easy check-in and great communication."
United States
Jennifer W.
The price is ¥27,452
¥83,831 total
includes taxes & fees
Oct 6 - Oct 7
Door County Cottage, near Haines Beach!

9. Walk to Downtown + Marina - 3BR Getaway + Charm

Walk to Downtown + Marina - 3BR Getaway + Charm
Sturgeon Bay
10.0 out of 10, Exceptional, (25 reviews)
"Great place! Will stay again!"
United States
Vladislav T.
The price is ¥41,041
¥79,181 total
includes taxes & fees
Oct 8 - Oct 9
Walk to Downtown + Marina - 3BR Getaway + Charm
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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Baileys Harbor Vacation Homes information

Number of reviews
335
Accommodation
497 Vacation Homes
Lowest Price
¥40,670
Highest Price
¥312,121