Baileys Harbor Vacation Rentals

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Our top choices for Baileys Harbor vacation rentals

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (95 reviews)
"Great stay with a good location"
United States
Michael S.
The price is CA $346
CA $756 total
includes taxes & fees
Apr 25 - Apr 26
Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (942 reviews)
"Rooms were very nice, views amazing, pool and hot tub were very relaxing, and the staff was amazing and super helpful"
United States
Connor
The price is CA $151
CA $171 total
includes taxes & fees
Apr 14 - Apr 15
Westwood Shores Waterfront Resort

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

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.4 out of 10, Exceptional, (47 reviews)
"Enjoyable and relaxing place to stay."
United States
Eugene M.
The price is CA $163
CA $233 total
includes taxes & fees
Apr 14 - Apr 15
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

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, (40 reviews)
"Amazing location, cozy home, amazing host (Make sure to stop at their bakery), and amazing price!"
United States
Willy S.
The price is CA $87
CA $317 total
includes taxes & fees
Apr 10 - Apr 11
Cozy Door County home with detached yoga room- short walk from Potawatomi Park

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,564 reviews)
"Room was very nice and clean, staff was very friendly. We had a great stay. "
United States
STEVEN
The price is CA $179
CA $205 total
includes taxes & fees
Apr 13 - Apr 14
Scandinavian Lodge

Sawyer Harbor Waterfront Escape

Sawyer Harbor Waterfront Escape
Sturgeon Bay
10.0 out of 10, Exceptional, (48 reviews)
"nice host. "
United States
Jessica J.
The price is CA $217
CA $637 total
includes taxes & fees
Apr 14 - Apr 15
Sawyer Harbor Waterfront Escape

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (72 reviews)
"We enjoyed our stay."
United States
Harold
The price is CA $190
CA $215 total
includes taxes & fees
Apr 13 - Apr 14
Evergreen Hill Condominiums

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, (58 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is CA $321
CA $751 total
includes taxes & fees
Apr 12 - Apr 13
Private 3BR Gem on 2.5 Wooded Acres- Close to All

[Cozy] loft - steps to downtown!

[Cozy] loft - steps to downtown!
Sturgeon Bay
9.6 out of 10, Exceptional, (41 reviews)
"Excellent stay! Will definitely be recommending to others!"
United States
Autumn M.
The price is CA $80
CA $400 total
includes taxes & fees
Apr 13 - Apr 14
[Cozy] loft - steps to downtown!

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, (84 reviews)
"Very charming and quiet place to stay. Great location near town! "
United States
Tedra M.
The price is CA $192
CA $418 total
includes taxes & fees
Apr 12 - Apr 13
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

Beach Harbor Resort - Studio Cottage

Beach Harbor Resort - Studio Cottage
Sturgeon Bay
7.6 out of 10, Good, (10 reviews)
"Property was tired, but fair for the price. "
United States
Amy
The price is CA $220
CA $295 total
includes taxes & fees
Apr 12 - Apr 13
Beach Harbor Resort - Studio Cottage

Snug Harbor Inn - 2 Bedroom Cottage

Snug Harbor Inn - 2 Bedroom Cottage
Sturgeon Bay
9.2 out of 10, Wonderful, (58 reviews)
"Great location and a pretty view."
United States
Nicholas N.
The price is CA $262
CA $336 total
includes taxes & fees
Apr 10 - Apr 11
Snug Harbor Inn - 2 Bedroom Cottage

Lakefront Cabin with Game Room and Great Fishing

Lakefront Cabin with Game Room and Great Fishing
Sturgeon Bay
9.6 out of 10, Exceptional, (70 reviews)
"It was really nice, very clean, if you like to fish that’s the place to have would go there again"
United States
Paul V.
The price is CA $224
CA $736 total
includes taxes & fees
Apr 26 - Apr 27
Lakefront Cabin with Game Room and Great Fishing

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Harbor Cottage | Downtown Fish Creek-Dog Friendly
Fish Creek
10.0 out of 10, Exceptional, (1 review)
The price is CA $203
CA $576 total
includes taxes & fees
Apr 20 - Apr 21
Harbor Cottage | Downtown Fish Creek-Dog Friendly

A City Cottage in the heart of Sturgeon Bay

A City Cottage in the heart of Sturgeon Bay
Sturgeon Bay
9.8 out of 10, Exceptional, (29 reviews)
"if you are looking for a cute place in the downtown of Sturgeon bay, walkable to all stores and the river, also, it was a good starting point to exploring Door county. "
United States
george
The price is CA $99
CA $262 total
includes taxes & fees
Apr 22 - Apr 23
A City Cottage in the heart of Sturgeon Bay

Landmark Resort

Landmark Resort
3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (612 reviews)
"Highlights are the room layouts, big pool and hot tub. Big lobby area, so it's really fun to go with a group of friends and play games. Our 4 and 5 year olds have a blast here!"
United States
Chelsie
The price is CA $208
CA $252 total
includes taxes & fees
Apr 13 - Apr 14
Landmark Resort

Super Unique 3-bedroom waterfront home charming Sturgeon Bay-Generator Included

Super Unique 3-bedroom waterfront home charming Sturgeon Bay-Generator Included
Sturgeon Bay
10.0 out of 10, Exceptional, (2 reviews)
"The host was very responsive to any questions I had and was also proactive with potential issues, like snow removal. The property was well-equipped, clean, and a great place to stay!"
United States
TheV3Ct0RMAN
The price is CA $162
CA $701 total
includes taxes & fees
Apr 12 - Apr 13
Super Unique 3-bedroom waterfront home charming Sturgeon Bay-Generator Included

Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (582 reviews)
"Great location and friendly staff"
United States
Christine
The price is CA $183
CA $223 total
includes taxes & fees
Apr 13 - Apr 14
Bridgeport Waterfront Resort

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (27 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is CA $321
CA $751 total
includes taxes & fees
Apr 12 - Apr 13
Walk to Downtown! Wooded 4BR Sister Bay Home

Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.2 out of 10, Wonderful, (42 reviews)
"Very clean and great location!"
United States
Katelyn C.
The price is CA $125
CA $429 total
includes taxes & fees
Apr 20 - Apr 21
Door County Cabin on the Water
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.

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?

Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor: This highly rated vacation home rental in Baileys Harbor has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Baileys Harbor are Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find! and 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 66 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.