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

Baileys Harbor Vacation Rentals

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Check prices for these dates

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

Our top choices for Baileys Harbor vacation rentals

A deck with a blue umbrella, wicker baskets, and a welcome mat.

1. Beautiful Home in Baileys Harbor

Beautiful Home in Baileys Harbor
Baileys Harbor
10.0 out of 10, Exceptional, (47 reviews)
"We had a wonderful time and home was perfect! Owners were very friendly and nice."
United States
Denise Z.
Beautiful Home in Baileys Harbor
A large hotel with multiple balconies, a swimming pool, and a well-maintained lawn.

2. Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,705 reviews)
"Clean property and great staff"
United States
Cassara
The price is ￥17,620
￥20,087 total
includes taxes & fees
Nov 2 - Nov 3
Scandinavian Lodge
A multi-story building with a central staircase, surrounded by trees and a well-maintained lawn.

3. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (79 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is ￥21,660
￥24,585 total
includes taxes & fees
Nov 1 - Nov 2
Evergreen Hill Condominiums
A poolside area with chairs and tables, a lamp post, and a view of the sunset over the water.

4. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (982 reviews)
"Excellent view from our room, great kitchenette, friendly staff, wonderful pool, this is our second stay and we'll be back for more!"
United States
Gregory
The price is ￥17,215
￥19,539 total
includes taxes & fees
Nov 11 - Nov 12
Westwood Shores Waterfront Resort
An outdoor dining area with tables and chairs, string lights, and umbrellas.

5. Landmark Resort

Landmark Resort
3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (688 reviews)
"Very outdated hotel. Scenic landscape and view. Nice pools."
United States
David
The price is ￥25,894
￥31,183 total
includes taxes & fees
Nov 2 - Nov 3
Landmark Resort
An indoor swimming pool with a 3ft depth marker, surrounded by lounge chairs and a wooden ceiling.

6. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (523 reviews)
"Nice place, good price for the area."
United States
Joseph
The price is ￥30,085
￥37,140 total
includes taxes & fees
Oct 25 - Oct 26
Waterbury Inn
A room with large windows offering a view of a forest and the ocean.

7. AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!
Egg Harbor
9.4 out of 10, Exceptional, (187 reviews)
"Said woods view. It was a parking lot view. Pullout couch mattress was terrible. Felt every spring. Resort itself was nice,"
United States
Dennis
The price is ￥22,624
￥45,598 total
includes taxes & fees
Oct 21 - Oct 22
AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!
A room with large windows offering a view of a forest and the ocean.

8. AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Egg Harbor
9.2 out of 10, Wonderful, (157 reviews)
"Great place. Perfect location."
United States
Jennifer C.
The price is ￥25,138
￥51,206 total
includes taxes & fees
Oct 18 - Oct 19
AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
A white two-story house with a wooden deck and a small porch.

9. Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.6 out of 10, Exceptional, (81 reviews)
"Great place, clean, great location!"
United States
Lynn M.
The price is ￥21,815
￥24,760 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
A waterfront property with a paved walkway, a stone retaining wall, and a large building with multiple balconies.

10. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (680 reviews)
"Great location and beautiful views."
United States
John
The price is ￥20,867
￥25,590 total
includes taxes & fees
Nov 2 - Nov 3
Bridgeport Waterfront Resort
A modern living room with a fireplace, a dining area, and a kitchen with a bar.

11. CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Sister Bay
10.0 out of 10, Exceptional, (23 reviews)
"Fantastic experience in the heart of everything you want to do and see in Sisters Bay."
United States
Charles W.
The price is ￥23,517
￥61,976 total
includes taxes & fees
Nov 1 - Nov 2
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
A cozy living room with a wooden ceiling, a beige sofa, a white armchair, and a small table.

12. Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
Sister Bay
9.8 out of 10, Exceptional, (57 reviews)
"One of the best places to stay near Sister Bay. The location is very convenient but quieter, the house is cute and well equipped with all the items we need, and the spacious backyard is a huge bonus!"
United States
Katherine
The price is ￥22,292
￥68,010 total
includes taxes & fees
Oct 25 - Oct 26
Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
A two-story house with a wrap-around porch, a turret, and a front door with an American flag.

13. 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 ￥35,742
￥84,927 total
includes taxes & fees
Nov 1 - Nov 2
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.

14. 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 ￥34,782
￥64,887 total
includes taxes & fees
Nov 1 - Nov 2
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.

15. 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 ￥36,042
￥85,483 total
includes taxes & fees
Nov 9 - Nov 10
Walk to Downtown! Wooded 4BR Sister Bay Home
A modern cabin with a wooden exterior, surrounded by a forest and snow-covered ground.

16. Cedar & Glass | Modern Architectural Retreat

Cedar & Glass | Modern Architectural Retreat
Fish Creek
9.6 out of 10, Exceptional, (5 reviews)
Cedar & Glass | Modern Architectural Retreat
A modern living room with a fireplace, a ceiling fan, and a large window with a view of trees.

17. CONDO 5-Sister Bay Gem-Steps to the Beach

CONDO 5-Sister Bay Gem-Steps to the Beach
Sister Bay
10.0 out of 10, Exceptional, (21 reviews)
The price is ￥23,517
￥61,976 total
includes taxes & fees
Nov 3 - Nov 4
CONDO 5-Sister Bay Gem-Steps to the Beach
A living room with a sofa, a coffee table, and a window with a view of trees.

18. [Cozy] loft - steps to downtown!

[Cozy] loft - steps to downtown!
Sturgeon Bay
9.6 out of 10, Exceptional, (45 reviews)
"Excellent stay! Will definitely be recommending to others!"
United States
Autumn M.
The price is ￥9,170
￥46,259 total
includes taxes & fees
Nov 2 - Nov 3
[Cozy] loft - steps to downtown!
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.

19. 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 ￥11,067
￥38,213 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
A modern room with a large window, a dining table, and a bench.

20. CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
Sister Bay
10.0 out of 10, Exceptional, (19 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is ￥23,517
￥61,976 total
includes taxes & fees
Nov 1 - Nov 2
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
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

Newport Resort

Newport Resort

8/10 Good
"I was injured at the hotel during our stay. I could tell the employee felt terrible and they did give me a sweatshirt I just felt they should reached me and offered more considering how injured I was."
Tammy 3-night trip
Posted 15 hours ago
Newport Resort

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Baileys Harbor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Baileys Harbor!

Frequently asked questions

Can I find vacation rentals in Baileys Harbor?

Yes, we offer vacation rentals close to top attractions in Baileys Harbor, or you can select a secluded option if you'd like a relaxing place to stay. Visitors to Baileys Harbor speak positively about the scenic lakeside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

What are some of the best vacation home rentals that Baileys Harbor has to offer?

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: This highly rated vacation home rental in Baileys Harbor is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 70 vacation rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

Lake Michigan and Kangaroo Lake are a couple of scenic spots to enjoy the outdoors, whereas Door Shakespeare is one of the cultural attractions. Door County Brewing Company and Cana Island Lighthouse are other places to visit while you're in town.

What are vacation rentals like in Baileys Harbor?

Vacation rentals are privately owned properties you can stay in for several days or longer in Baileys Harbor. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.