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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Baileys Harbor holiday homes

3 bedrooms, WiFi, bed sheets

1. Dog Friendly home in Baileys Harbor near Cana Island Lighthouse

Dog Friendly home in Baileys Harbor near Cana Island Lighthouse
Baileys Harbor
The price is €948
includes taxes & fees
7 Sept - 8 Sept
Dog Friendly home in Baileys Harbor near Cana Island Lighthouse
Exterior

2. 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, (60 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is €531
includes taxes & fees
23 Sept - 24 Sept
Private 3BR Gem on 2.5 Wooded Acres- Close to All
Interior

3. 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
9.8 out of 10, Exceptional, (50 reviews)
"Adorable house very well appointed with everything we needed. Perfect for our getaway."
United States
Suzanne H.
The price is €209
includes taxes & fees
1 Sept - 2 Sept
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Exterior

4. 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.
A Truly Luxurious Door County Retreat
Coffee/tea maker, fridge, microwave, oven

5. Cedar & Glass | Modern Architecture Forest Retreat

Cedar & Glass | Modern Architecture Forest Retreat
Fish Creek
9.6 out of 10, Exceptional, (4 reviews)
"Great house. Will definitely stay there again. In the woods. Easy to get to Egg Harbor or Fish Creek. Most organized VRBO ever stayed at."
United States
L B.
The price is €879
includes taxes & fees
3 Sept - 4 Sept
Cedar & Glass | Modern Architecture Forest Retreat
Property grounds

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

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.6 out of 10, Exceptional, (29 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is €557
includes taxes & fees
27 Sept - 28 Sept
Walk to Downtown! Wooded 4BR Sister Bay Home
Interior

7. Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.2 out of 10, Wonderful, (49 reviews)
"Beautiful view of water!"
United States
Adam C.
The price is €306
includes taxes & fees
23 Sept - 24 Sept
Door County Cabin on the Water
Interior

8. Family Retreat | Game Room + EV Charger

Family Retreat | Game Room + EV Charger
Sturgeon Bay
10.0 out of 10, Exceptional, (2 reviews)
"Excellent stay! Loved the house layout and the private lot!"
United States
Paul L.
The price is €793
includes taxes & fees
20 Sept - 21 Sept
Family Retreat | Game Room + EV Charger
Exterior

9. Cardinal Crest of Sister Bay

Cardinal Crest of Sister Bay
Sister Bay
10.0 out of 10, Exceptional, (48 reviews)
"Fully equipped kitchen and great, secluded location."
United States
Mary R.
Cardinal Crest of Sister Bay
Outdoor dining

10. Door County Home Away - Backyard Seclusion, Close to Beaches, Shops, Restaurants

Door County Home Away - Backyard Seclusion, Close to Beaches, Shops, Restaurants
Sturgeon Bay
9.6 out of 10, Exceptional, (78 reviews)
"Excellent property to stay at. Very clean, well supplied with the basics."
United States
Tanya H.
Door County Home Away - Backyard Seclusion, Close to Beaches, Shops, Restaurants
Property grounds

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

Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Ephraim
9.8 out of 10, Exceptional, (50 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.
The price is €1,929
includes taxes & fees
27 Sept - 28 Sept
Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Exterior

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

Walk to Downtown + Marina - 3BR Getaway + Charm
Sturgeon Bay
9.8 out of 10, Exceptional, (20 reviews)
"Great place! Will stay again!"
United States
Vladislav T.
The price is €331
includes taxes & fees
14 Sept - 15 Sept
Walk to Downtown + Marina - 3BR Getaway + Charm
Smart TV, fireplace, video games, DVD player

13. Door County Cottage, near Haines Beach!

Door County Cottage, near Haines Beach!
Sturgeon Bay
10.0 out of 10, Exceptional, (60 reviews)
"The host is very prompt with responses and we enjoyed our stay! "
United States
Kevin M.
The price is €492
includes taxes & fees
7 Sept - 8 Sept
Door County Cottage, near Haines Beach!
2 bedrooms, iron/ironing board, WiFi, bed sheets

14. 2BR Home Near Marinas / Ideal for Work or Fishing

2BR Home Near Marinas / Ideal for Work or Fishing
Marinette
The price is €277
includes taxes & fees
29 Sept - 30 Sept
2BR Home Near Marinas / Ideal for Work or Fishing
Property grounds

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

The Oasis! Arcades, Theater Room & Hot Tub
Sturgeon Bay
9.0 out of 10, Wonderful, (47 reviews)
"Kitchen had everything we needed, arcade was amazing! "
United States
Abbey Q.
The Oasis! Arcades, Theater Room & Hot Tub
Exterior

16. Nautical Haven - Sunset views

Nautical Haven - Sunset views
Sturgeon Bay
10.0 out of 10, Exceptional, (33 reviews)
"Check in was easy. The accommodations were great! Highly recommend!"
United States
Cheryl R.
Nautical Haven - Sunset views
Interior

17. Ellison Bay Family Retreat! 8 bed/6 bath/20 acres

Ellison Bay Family Retreat! 8 bed/6 bath/20 acres
Ellison Bay
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful home and secluded location to relax and get away for the weekend!"
United States
Carrie K.
Ellison Bay Family Retreat! 8 bed/6 bath/20 acres
Terrace/patio

18. Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

Waterfront gem, sandy beach, modern kitchen, large great room, free firewood
Sturgeon Bay
9.8 out of 10, Exceptional, (112 reviews)
"I am really enjoy stay there. "
United States
bo young
Waterfront gem, sandy beach, modern kitchen, large great room, free firewood
Property grounds

19. Lakefront! Sleep 32! Hot Tub, Game RM, Huge Yard!

Lakefront! Sleep 32! Hot Tub, Game RM, Huge Yard!
Sturgeon Bay
9.8 out of 10, Exceptional, (115 reviews)
"Emily was very helpful and knowledgeable about the area. She also responded to any questions or concerns we had. Thank you for making our family celebration special."
United States
Sharon V.
The price is €2,111
includes taxes & fees
27 Sept - 28 Sept
Lakefront! Sleep 32! Hot Tub, Game RM, Huge Yard!
Property grounds

20. 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, (98 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.
The price is €2,393
includes taxes & fees
13 Sept - 14 Sept
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

Settlement Inn & Lavender Spa

Settlement Inn & Lavender Spa

10/10 Excellent
"Really like the small kitchen area right in our room. Nice little continental breakfast. Nice location. Very friendly and courteous staff!"
Christine 3-night trip
Posted 6 hours ago
Settlement Inn & Lavender Spa

Find out more about Baileys Harbor

Baileys Harbor Holiday Homes information

Number of reviews
885
Accommodation
499 Holiday Homes
Lowest Price
€209
Highest Price
€2,393