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, (98 reviews)
"Great stay with a good location"
United States
Michael S.
The price is CA $391
CA $817 total
includes taxes & fees
Jun 14 - Jun 15
Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake

Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
Baileys Harbor
9.6 out of 10, Exceptional, (47 reviews)
"So relaxing … the perfect peaceful getaway. "
United States
Victoria N J.
Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake

Island View Lake House K Lake

Island View Lake House K Lake
Baileys Harbor
10.0 out of 10, Exceptional, (80 reviews)
"We enjoyed our stay!"
United States
Beth N.
The price is CA $917
CA $1,716 total
includes taxes & fees
Jun 2 - Jun 3
Island View Lake House K Lake

30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.

30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.
Menominee
9.6 out of 10, Exceptional, (23 reviews)
"Hosts were great, great location , relaxing stay will definitely look into staying again!"
United States
Tim W.
The price is CA $276
CA $332 total
includes taxes & fees
Jun 4 - Jun 5
30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.

Beautiful yacht for rent with 4 beds, kitchen, grill, 4 tvs, internet, ac

Beautiful yacht for rent with 4 beds, kitchen, grill, 4 tvs, internet, ac
Sturgeon Bay
10.0 out of 10, Exceptional, (2 reviews)
"Amazing yacht stay! Perfect description. Had an amazing time. Communication with host was great, any questions I had were answered quickly. Will definitely be starting here any time in I'm in Saint Pete. 5 stars, highly recommend "
United States
Daniel W.
The price is CA $280
CA $540 total
includes taxes & fees
Jun 1 - Jun 2
Beautiful yacht for rent with 4 beds, kitchen, grill, 4 tvs, internet, ac

Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (953 reviews)
"Beautiful place to stay"
United States
Zohra
The price is CA $242
CA $274 total
includes taxes & fees
May 25 - May 26
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
9.6 out of 10, Exceptional, (56 reviews)
"Charming and plenty of space. Quiet. Perfect location. Very clean, and comfortable"
United States
Karen
The price is CA $182
CA $207 total
includes taxes & fees
May 26 - May 27
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,572 reviews)
"Stayed many times-love the location "
United States
Dirk
The price is CA $282
CA $322 total
includes taxes & fees
Jun 7 - Jun 8
Scandinavian Lodge

Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (593 reviews)
"Friendly staff, very clean and very nice rooms!"
United States
Sonia
The price is CA $182
CA $223 total
includes taxes & fees
May 27 - May 28
Bridgeport Waterfront Resort

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay."
United States
Harold
The price is CA $245
CA $278 total
includes taxes & fees
May 25 - May 26
Evergreen Hill Condominiums

Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (495 reviews)
"Lovely stay."
United States
Susan
The price is CA $221
CA $277 total
includes taxes & fees
May 26 - May 27
Waterbury Inn

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, (127 reviews)
"Fantastic location and super cute house. Perfect place to relax on the water - away from all the bustle of typical DC. "
United States
Lisa B.
The price is CA $261
CA $469 total
includes taxes & fees
Jun 1 - Jun 2
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

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 $315
CA $747 total
includes taxes & fees
May 25 - May 26
Private 3BR Gem on 2.5 Wooded Acres- Close to All

Architect-Designed Flat · King · Egg Harbor

Architect-Designed Flat · King · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (59 reviews)
"Perfect space and such a convenient location. "
United States
Lisa M.
The price is CA $339
CA $581 total
includes taxes & fees
Jun 11 - Jun 12
Architect-Designed Flat · King · Egg Harbor

Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10

Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10
Sturgeon Bay
10.0 out of 10, Exceptional, (50 reviews)
"nice host. "
United States
Jessica J.
The price is CA $234
CA $662 total
includes taxes & fees
May 26 - May 27
Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10

Door County Cabin on the Water

Door County Cabin on the Water
Sturgeon Bay
9.2 out of 10, Wonderful, (44 reviews)
"Very clean and great location!"
United States
Katelyn C.
The price is CA $138
CA $448 total
includes taxes & fees
May 25 - May 26
Door County Cabin on the Water

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, (41 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 $99
CA $333 total
includes taxes & fees
May 31 - Jun 1
Cozy Door County home with detached yoga room- short walk from Potawatomi Park

Modern Door County Home! Arcades & Theater Room!

Modern Door County Home! Arcades & Theater Room!
Sturgeon Bay
9.2 out of 10, Wonderful, (43 reviews)
"My goal was to find a place big enough to provide space to relax either together or separately. This house was perfect! Lots of areas to lounge and good spaces to come together for fun like the arcade room and theatre. The kitchen had plenty of what we needed. The place was clean and organized. I don’t care for memory foam beds but that’s just my personal preference. We would recommend The Oasis. Also really appreciated the fast snow removal and care for the sidewalk. That was above and...
United States
Sarah D.
The price is CA $225
CA $784 total
includes taxes & fees
May 25 - May 26
Modern Door County Home! Arcades & Theater Room!

Snug Harbor Inn - 2 Bedroom Cottage

Snug Harbor Inn - 2 Bedroom Cottage
Sturgeon Bay
9.2 out of 10, Wonderful, (60 reviews)
"Great location and a pretty view."
United States
Nicholas N.
The price is CA $261
CA $336 total
includes taxes & fees
May 25 - May 26
Snug Harbor Inn - 2 Bedroom Cottage

Newly Renovated Waterfront Cabin on Clark Lake

Newly Renovated Waterfront Cabin on Clark Lake
Jacksonport
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay at The Bay! Excellent hospitality as usual from Jeremy & Caitlin. Lovely spot on quiet Clark Lake. All the amenities you need and then some. Well maintained and clean. The perfect spot for some R&R in beautiful Door County! We would love to return in the summer!"
United States
Melanie D.
The price is CA $442
CA $1,046 total
includes taxes & fees
May 25 - May 26
Newly Renovated Waterfront Cabin on Clark Lake
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?

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. Another good choice for your trip to Baileys Harbor is Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 68 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.