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Baileys Harbor Vacation Rentals

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Vacation Rentals in Baileys Harbor

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

8.6 out of 10, Excellent, (117)
"We had a lovely stay. The sunroom overlooking the lake was our favorite room. We have a big family, so the many bedrooms and bathrooms was great!"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views

9.0 out of 10, Wonderful, (10)
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views

Cute Cottage - Center of the Door Peninsula - Pet Friendly!

9.8 out of 10, Exceptional, (61)
"Everything was as described and completely met our expectations! Super cute and clean. Location was great. Would definitely stay again!"
Cute Cottage - Center of the Door Peninsula - Pet Friendly!

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (73)
"We had a wonderful stay at this beautiful cottage. Very clean and good location. Highly recommend "
Red Cherry Woods Cottage 🍒 New Construction!

Sunflower Cabin- Dog Friendly on Kangaroo Lake

10.0 out of 10, Exceptional, (1)
"We were a bit concerned since big storms rolled in ahead of our stay but all went smoothly. Great communication with VRBO. We had everything we needed. The bed and pillows felt like home. Plenty of fans to keep us cool and comfortable. The lake was a bit rough to go in but lovely to sit on the pier and take in the quiet breeze over the water. Spent most of our time out and about with the dogs. Very dog friendly in Door County! "
Sunflower Cabin- Dog Friendly on Kangaroo Lake

Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

9.8 out of 10, Exceptional, (32)
"Great stay! Beautiful location, newer place, and very clean!"
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

9.0 out of 10, Wonderful, (2)
"Great dog friendly place"
Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1460)
"Good stay Property needs a few repairs and some updating. Would stay again"
Scandinavian Lodge

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (532)
"Great place to stay and we’ll be back again."
The price is CA $282
CA $320 total
includes taxes & fees
Sep 2 - Sep 3
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (510)
"Loved every aspect of our stay. "
The price is CA $274
CA $327 total
includes taxes & fees
Sep 2 - Sep 3
Bridgeport Waterfront Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (471)
"Great space for a family of 4. Lobby area is very cozy and the fire pit tables and grills outside were a nice amenity. The property was a little dated, but overall, very clean and nice staff. We especially loved the walkable access to the cafe across the street called Sip. We would stay here again."
The price is CA $270
CA $333 total
includes taxes & fees
Sep 2 - Sep 3
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (874)
"Very nice place for a family vacation. Great lake views, super friendly staff, comfortable rooms. "
The price is CA $303
CA $344 total
includes taxes & fees
Sep 4 - Sep 5
Westwood Shores Waterfront Resort

On the Beach

6.6 out of 10, (14)
"A very Nice stay. Door county can be really noisy in August but this location is nice and quiet. It was delightful to walk out barefoot to the beach. The kitchen was also quite conducive to having meals at the site."
On the Beach

Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

9.8 out of 10, Exceptional, (52)
"Very relaxing getaway to explore Door County! Even if it was wintertime, there's still so much to see and enjoy. I had to ask Emily a couple questions while we were there and she was very prompt with answering. Very easy check in and out process. The gameroom was awesome! Overall the property was very nice!"
The price is CA $171
CA $671 total
includes taxes & fees
Sep 21 - Sep 22
Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

10.0 out of 10, Exceptional, (70)
"We enjoyed our stay with the kiddos, family and friends. There was plenty to do on site and we didn't need to leave, which was exactly what we were looking for with the age of some of the kids in our group. We'll certainly be back!"
The price is CA $1,257
CA $3,651 total
includes taxes & fees
Sep 7 - Sep 8
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

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

9.6 out of 10, Exceptional, (20)
"Very friendly host, peaceful and enjoyable experience "
The price is CA $277
CA $333 total
includes taxes & fees
Sep 1 - Sep 2
30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.

Waterfront Log Home, WiFi, 3 bedrooms, Direct TV, Fire Pit

9.8 out of 10, Exceptional, (83)
"We very much enjoyed our stay! Explored Door County, enjoyed sitting around the fire, fall colors. Perfect Halloween weekend!"
Waterfront Log Home, WiFi, 3 bedrooms, Direct TV, Fire Pit

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

10.0 out of 10, Exceptional, (127)
"Stay was wonderful, clean and comfortable. Would suggest fixing shower, flickering light, timer on fireplace, and curtains on the bay side. "
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic

9.8 out of 10, Exceptional, (341)
"We had a great time staying here. Everything was clean, well communicated, and the view cannot be beat. Would absolutely recommend, and would stay again. "
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic

Clean Cozy Door County Cottage. Waterfront Property, WiFi.

9.8 out of 10, Exceptional, (127)
"Right on the bay. Cabins were fully equiped with what we needed, well maintained, and cozy"
Clean Cozy Door County Cottage. Waterfront Property, WiFi.
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

Find out more about Baileys Harbor

Everything you need to know about Baileys Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Baileys Harbor vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Baileys Harbor vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Baileys Harbor vacation rentals we have selected for you start as low as CA $171 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 vacation 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 vacation.

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 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?

Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations: This highly rated vacation home rental in Baileys Harbor is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 71 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.