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Baileys Harbor Vacation Rentals

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Our top choices for Baileys Harbor vacation 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 CA $951
CA $1,511 total
includes taxes & fees
Sep 3 - Sep 4
Dog Friendly home in Baileys Harbor near Cana Island Lighthouse

2. 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 CA $304
CA $372 total
includes taxes & fees
Sep 2 - Sep 3
Waterbury Inn

3. 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 CA $309
CA $351 total
includes taxes & fees
Sep 7 - Sep 8
Evergreen Hill Condominiums

4. 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.
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

5. 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, (151 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 CA $235
CA $466 total
includes taxes & fees
Sep 2 - Sep 3
SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

6. 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 CA $212
CA $414 total
includes taxes & fees
Aug 31 - Sep 1
SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

7. 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 CA $312
CA $554 total
includes taxes & fees
Sep 7 - Sep 8
Modern 1BD Retreat · Patio & Firepit · Egg Harbor

8. 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.
Private 3BR Gem on 2.5 Wooded Acres- Close to All

9. 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 CA $320
CA $363 total
includes taxes & fees
Sep 2 - Sep 3
Westwood Shores Waterfront Resort

10. 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 CA $357
CA $613 total
includes taxes & fees
Sep 22 - Sep 23
Architect-Designed Flat · King · Egg Harbor

11. 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)
"Nice place, had all we needed."
United States
Andy B.
The price is CA $94
CA $326 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Door County home with detached yoga room- short walk from Potawatomi Park

12. 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 CA $932
CA $2,258 total
includes taxes & fees
Sep 15 - Sep 16
A Truly Luxurious Door County Retreat

13. 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 CA $313
CA $537 total
includes taxes & fees
Sep 9 - Sep 10
Charming garden cottage downtown Ellison Bay walking distance to lake and shops

14. Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views

Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views
Ellison Bay
10.0 out of 10, Exceptional, (38 reviews)
"The place was perfect for a little getaway, had everything we needed and was for beautiful and cozy "
United States
Anonymous traveller
The price is CA $338
CA $1,108 total
includes taxes & fees
Aug 31 - Sep 1
Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views

15. Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Ellison Bay
9.6 out of 10, Exceptional, (138 reviews)
"Beautiful cabin & in a perfect location. We absolutely loved our stay "
United States
Regina J.
The price is CA $313
CA $537 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

16. Cedar & Glass | Fish Creek Modern Forest Retreat

Cedar & Glass | Fish Creek Modern 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 CA $744
CA $1,433 total
includes taxes & fees
Sep 3 - Sep 4
Cedar & Glass | Fish Creek Modern Forest Retreat

17. 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 CA $165
CA $483 total
includes taxes & fees
Sep 1 - Sep 2
Door County Cabin on the Water

18. A Charming Door County Condo in the heart of Sturgeon Bay

A Charming Door County Condo in the heart of Sturgeon Bay
Sturgeon Bay
9.4 out of 10, Exceptional, (6 reviews)
"Everything was great, Beautiful Home, great neighborhood, had a wonderfull trip, will definitely book another stay in the future, Kelly was awesome "
United States
Angela M.
The price is CA $153
CA $347 total
includes taxes & fees
Sep 13 - Sep 14
A Charming Door County Condo in the heart of Sturgeon Bay

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

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Sister Bay
10.0 out of 10, Exceptional, (22 reviews)
"This condo is awesome, brand new, beautiful and can’t beat the location! Our host was very communicative and helpful! Very well apportioned kitchen and bathrooms. Would highly recommend and plan to stay here again! "
United States
Sean O.
The price is CA $491
CA $914 total
includes taxes & fees
Sep 7 - Sep 8
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

20. 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 CA $542
CA $1,020 total
includes taxes & fees
Sep 2 - Sep 3
Sunset Sanctuary-Bay side Bluff with Hot Tub
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

Find out more about Baileys Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Baileys Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

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