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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Baileys Harbor holiday rentals

A spacious kitchen with a large island, a dining area with a sofa, and a fireplace.

1. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (115 reviews)
"Amazing find! Beautiful place, well kept and has all the touches of home. The host was a great communicator and helpful! Definitely would recommend this place to a friend!"
United States
Crystal G.
The price is £381
includes taxes & fees
9 Nov - 10 Nov
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
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, (1,729 reviews)
"Wonderful staff and very clean resort!"
United States
Shannon
The price is £100
includes taxes & fees
7 Dec - 8 Dec
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, (82 reviews)
"Good location, good hotel. "
United States
shane
The price is £115
includes taxes & fees
8 Nov - 9 Nov
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, (989 reviews)
"The homey feel and central location."
United States
Cindy
The price is £92
includes taxes & fees
15 Nov - 16 Nov
Westwood Shores Waterfront Resort
A resort with a swimming pool, outdoor seating, and multiple buildings surrounded by trees.

5. Landmark Resort

Landmark Resort
3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (707 reviews)
"Beautiful property with spacious rooms and the staff helped me during my stay."
United States
Romaine
The price is £146
includes taxes & fees
8 Nov - 9 Nov
Landmark Resort
A white two-story house with a wooden deck and a small porch.

6. 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, (85 reviews)
"Great place, clean, great location!"
United States
Lynn M.
The price is £116
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
A spacious living area with a stone fireplace, a sofa, a chair, and a television.

7. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (530 reviews)
"Great place to stay-beautiful location with great amenities"
United States
Megan
The price is £174
includes taxes & fees
10 Nov - 11 Nov
Waterbury Inn
A patio area with outdoor seating, a curved pathway, and a view of the water and distant cityscape.

8. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (703 reviews)
"Very nice stay."
United States
Brenda
The price is £120
includes taxes & fees
16 Nov - 17 Nov
Bridgeport Waterfront Resort
A white arched entrance with a dark green door, surrounded by greenery and a pathway leading to a porch.

9. 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, (98 reviews)
"Super cozy cottage just a short drive from town. Adorable courtyard with great landscaping. A perfect getaway for my mom and I to visit Door County!"
United States
Kayla V.
The price is £218
includes taxes & fees
8 Nov - 9 Nov
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
A modern living room with a fireplace, a ceiling fan, and a large window with a view of trees.

10. 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, (22 reviews)
"Great location, exceptionally clean, prompt communication with contact person."
United States
Colleen K.
The price is £276
includes taxes & fees
9 Nov - 10 Nov
CONDO 5-Sister Bay Gem-Steps to the Beach
A two-story house with a wrap-around porch, a turret, and a front door with an American flag.

11. 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 £384
includes taxes & fees
16 Nov - 17 Nov
Private 3BR Gem on 2.5 Wooded Acres- Close to All
A wooden deck with a table and bench, large windows with a forest view, and a sliding glass door leading to an interior with a sofa and ceiling fan.

12. Jacksonport Woodland Hearth Retreat - Near Lake Michigan

Jacksonport Woodland Hearth Retreat - Near Lake Michigan
Sturgeon Bay
10.0 out of 10, Exceptional, (8 reviews)
"Great place!"
United States
Anne W.
The price is £323
includes taxes & fees
16 Nov - 17 Nov
Jacksonport Woodland Hearth Retreat - Near Lake Michigan
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.

13. 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 £173
includes taxes & fees
8 Nov - 9 Nov
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
A rustic cabin with a stone exterior and a red balcony, surrounded by trees.

14. Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Updated Vintage 1938 Log Cabin – Walk to Sister Bay
Sister Bay
10.0 out of 10, Exceptional, (226 reviews)
"We had a great stay in Sister Bay! Perfect location within walking distance to all shops and restaurants. Would highly recommend staying here!"
United States
Cole M.
The price is £411
includes taxes & fees
17 Nov - 18 Nov
Updated Vintage 1938 Log Cabin – Walk to Sister Bay
A living room with a sofa, a coffee table, and a window with a view of trees.

15. [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 £212
includes taxes & fees
18 Nov - 19 Nov
[Cozy] loft - steps to downtown!
A backyard with two blue Adirondack chairs, a fire pit, and a house in the background.

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

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (31 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is £381
includes taxes & fees
8 Nov - 9 Nov
Walk to Downtown! Wooded 4BR Sister Bay Home
A modern living room with a fireplace, a dining area, and a kitchen with a bar.

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

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Sister Bay
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful condo located perfectly in the downtown of Sister Bay."
United States
John H.
The price is £276
includes taxes & fees
8 Nov - 9 Nov
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
A hotel room with two beds, a fireplace, a TV, and a view of a marina.

18. Snug Harbor Inn - Cottage 1A

Snug Harbor Inn - Cottage 1A
Sturgeon Bay
9.6 out of 10, Exceptional, (20 reviews)
"Snug Harbor is a cute place to stay right on the water. Wish we could have been there longer. The room was clean and cozy. There were fire pits out front next to the water."
United States
Maria M.
The price is £121
includes taxes & fees
19 Nov - 20 Nov
Snug Harbor Inn - Cottage 1A
Terrace/patio

19. 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 £488
includes taxes & fees
8 Nov - 9 Nov
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
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, (20 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is £276
includes taxes & fees
30 Nov - 1 Dec
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

A lodge with a stone chimney, multiple windows, and a gravel driveway leading to the entrance.
The Landing Resort

The Landing Resort

The Landing Resort
Egg Harbor

8/10 Good

Great location in Door County, and good facilities.
United Kingdom
Anonymous traveller
Reviewed July 24, 2018
The Landing Resort

Find out more about Baileys Harbor

Everything you need to know about Baileys Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Baileys Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Baileys Harbor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Baileys Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Baileys Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Baileys Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Baileys Harbor holiday rentals we have selected for you start as low as £91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Baileys Harbor rentals

At Expedia, we put the best Baileys Harbor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Baileys Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Baileys Harbor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Baileys Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Baileys Harbor?

Yes, there are holiday rentals close to the most popular sights in Baileys Harbor, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Baileys Harbor has to offer?

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: This highly rated holiday home rental in Baileys Harbor is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 70 holiday 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 holiday rentals like in Baileys Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Baileys Harbor. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.