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Baileys Harbor Holiday Rentals

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Our top choices for Baileys Harbor holiday rentals

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 AU$1,435
includes taxes & fees
7 Sept - 8 Sept
Dog Friendly home in Baileys Harbor near Cana Island Lighthouse

2. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (77 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is AU$391
includes taxes & fees
7 Sept - 8 Sept
Evergreen Hill Condominiums

3. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (972 reviews)
"Excellent resort in a great location"
United States
Ben
The price is AU$364
includes taxes & fees
2 Sept - 3 Sept
Westwood Shores Waterfront Resort

4. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (510 reviews)
"Perfect place!"
United States
Kay
The price is AU$373
includes taxes & fees
2 Sept - 3 Sept
Waterbury Inn

5. 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, (75 reviews)
"Wonderful location, amazing accomodations, everything you could possibly need that you might have forgotten."
United States
melinda o.
The price is AU$315
includes taxes & fees
29 Sept - 30 Sept
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

6. 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 AU$1,402
includes taxes & fees
3 Sept - 4 Sept
Cedar & Glass | Modern Architecture Forest Retreat

7. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (646 reviews)
"Enjoyed my stay, no complaints"
United States
Jordan
The price is AU$362
includes taxes & fees
7 Sept - 8 Sept
Bridgeport Waterfront Resort

8. 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, (14 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is AU$1,048
includes taxes & fees
2 Sept - 3 Sept
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

9. 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 AU$830
includes taxes & fees
23 Sept - 24 Sept
Private 3BR Gem on 2.5 Wooded Acres- Close to All

10. Modern 1BD Retreat · Patio & Firepit · Egg Harbor

Modern 1BD Retreat · Patio & Firepit · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (94 reviews)
"Loved staying here! The Flats have such a nice layout for getaways! They had everything we needed plus a great location. Will be staying here again!"
United States
Heather M.
The price is AU$528
includes taxes & fees
7 Sept - 8 Sept
Modern 1BD Retreat · Patio & Firepit · Egg Harbor

11. Architect-Designed Flat · King · Egg Harbor

Architect-Designed Flat · King · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (65 reviews)
"Great location. Good communication with owners. Nice little touches (chocolate bar, beer coupon) well furnished for eating if you choose to."
United States
Shannon
The price is AU$536
includes taxes & fees
22 Sept - 23 Sept
Architect-Designed Flat · King · Egg Harbor

12. 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

13. SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Egg Harbor
9.2 out of 10, Wonderful, (152 reviews)
"We love The Landmark Resort. It’s our favorite place to stay when visiting Door County. The condo was clean and comfortable."
United States
Nicole D.
The price is AU$461
includes taxes & fees
2 Sept - 3 Sept
SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

14. SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!
Egg Harbor
9.4 out of 10, Exceptional, (179 reviews)
"Our stay was very pleasant. Accommodations were perfect. Staff was very friendly and professional. The host was very accommodating. Will definitely stay there again."
United States
Joseph M.
The price is AU$414
includes taxes & fees
2 Sept - 3 Sept
SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

15. Sunset Sanctuary-Bay side Bluff with Hot Tub

Sunset Sanctuary-Bay side Bluff with Hot Tub
Egg Harbor
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and all the essentials!"
United States
Jordan N.
The price is AU$1,023
includes taxes & fees
2 Sept - 3 Sept
Sunset Sanctuary-Bay side Bluff with Hot Tub

16. Cabin on Peninsula | Waterfront + Sunset View

Cabin on Peninsula | Waterfront + Sunset View
Jacksonport
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful stay, exactly as described. Had a blast, plan on returning soon."
United States
John N.
Cabin on Peninsula | Waterfront + Sunset View

17. 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 AU$861
includes taxes & fees
27 Sept - 28 Sept
Walk to Downtown! Wooded 4BR Sister Bay Home

18. Charming garden cottage downtown Ellison Bay walking distance to lake and shops

Charming garden cottage downtown Ellison Bay walking distance to lake and shops
Ellison Bay
9.8 out of 10, Exceptional, (133 reviews)
"Just couldn’t be better, great location, exemplary cleanliness, so comfortable. The host was extremely responsive and we would absolutely stay there again"
United States
James
The price is AU$525
includes taxes & fees
9 Sept - 10 Sept
Charming garden cottage downtown Ellison Bay walking distance to lake and shops

19. 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 AU$1,249
includes taxes & fees
20 Sept - 21 Sept
Family Retreat | Game Room + EV Charger
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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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, 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 favourite 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 depend 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 AU$333 per night. Entering your travel dates in the search wizard might find you 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?

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!: This highly rated holiday home rental in Baileys Harbor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday 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.