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Baileys Harbor Holiday Rentals

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Holiday Rentals in Baileys Harbor

Property grounds
Serene Lakefront Baileys Harbor Home w/ Deck!
9.6 out of 10, Exceptional, (65)
"Awesome location. Great place"
Serene Lakefront Baileys Harbor Home w/ Deck!
Exterior
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
9.8 out of 10, Exceptional, (26)
"Every thing was awesome about this property, just one little hiccup. The bed was not the most comfortable, basic thin foam mattress that had both of us tossing and turning through the night."
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
On the beach
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
10.0 out of 10, Exceptional, (211)
"The property everything I expected and more. I have never seen a rental house so well stocked with everyday essentials. Not only toiletries, but a full spice rack, laundry detergent, tape, scissors, stacks of firewood for the backyard fire pit, citronella candles for the deck, they really thought of everything. My mother and I stayed for a week in early May and loved it. The mayflies were particularly thick on the peninsula this year, but the citronella candles at the house were a lifesaver and...
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
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Exterior
Scandinavian Lodge
3.5 star property
9.4 out of 10, Exceptional, (1204)
"Perfect place to stay! Definitely coming back! "
The price is NZ$263
includes taxes & fees
19 May - 20 May
Scandinavian Lodge
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Bridgeport Waterfront Resort
3.0 star property
9.0 out of 10, Wonderful, (327)
"Walking distance to local shops and dining."
The price is NZ$302
includes taxes & fees
16 May - 17 May
Bridgeport Waterfront Resort
Restaurant
Landmark Resort
3.5 star property
9.2 out of 10, Wonderful, (427)
"Very nice suite arrangement. Parking a little distant for advanced seniors (80's)."
The price is NZ$243
includes taxes & fees
15 May - 16 May
Landmark Resort
Front of property
Waterbury Inn
2.5 star property
9.0 out of 10, Wonderful, (400)
"Door County is unique in itself. We were there at the very beginning of the season. It seemed that the place was just getting reactivated. The water had a bad sulfur smell when in use the first morning. The second morning it seemed to go away. I believe for the price they should provide a nice continental breakfast. "
The price is NZ$247
includes taxes & fees
16 May - 17 May
Waterbury Inn
Exterior detail
Westwood Shores Waterfront Resort
3.0 star property
9.6 out of 10, Exceptional, (772)
"Awesome place to stay. Kitchen is stocked with everything you need to cook. Brand new TV’s and comfy living room. I would recommend this place to anyone. 5 stars"
Westwood Shores Waterfront Resort
On the beach
Amore' De Bay Romantic Suite for 2 includes Free Continental Breakfast & WiFi.
9.8 out of 10, Exceptional, (183)
"Very quiet. Great lakeside location. Adequate utensils etc. Etc. Highly recommend"
Amore' De Bay Romantic Suite for 2 includes Free Continental Breakfast & WiFi.
Property grounds
Clean Cozy Door County Cottage. Waterfront Property, WiFi.
9.8 out of 10, Exceptional, (93)
"Comfy little cottage with a spectacular view of the bay. Andre is the nicest host, always ready to greet us with a sweet treat. We will be back!"
Clean Cozy Door County Cottage. Waterfront Property, WiFi.
Outdoor dining
Arcade & Theater Room! Modern! Dog Friendly! Wifi!
10.0 out of 10, Exceptional, (5)
"We were very pleased with the accommodations. The beds were very comfortable and the house was well stocked. We would definitely return."
The price is NZ$836
includes taxes & fees
23 May - 24 May
Arcade & Theater Room! Modern! Dog Friendly! Wifi!
Beach
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic
9.8 out of 10, Exceptional, (295)
"Lovely place to stay, and great location to see all of Door County! We so enjoyed all the wildlife and the sounds of the water. Hope to return again."
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic
Outdoor dining
Treehouse at Plum Bottom *Voted Best of Door County
9.8 out of 10, Exceptional, (63)
"We had a great time and would stay again."
Treehouse at Plum Bottom *Voted Best of Door County
Indoor pool, a heated pool
Modern, newly updated condo in scenic Egg Harbor! Heart of Door County!
9.4 out of 10, Exceptional, (152)
"The Landmark has updated their exercise equipment since we were there last year. We like to spend time here because it's close to all the things we like to do. Room has everything you need."
Modern, newly updated condo in scenic Egg Harbor! Heart of Door County!
Sun-loungers
Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit
10.0 out of 10, Exceptional, (128)
"I stayed at this cottage with my husband and our dog for four nights. We had a lovely time and really enjoyed the setting directly on the water. It's truly a fantastic location and cottage and we're planning to return next year. Access was easy. The cottage was clean and tidy when we arrived. (There was a strong scent of air fresheners when we arrived, but were able to air it out.) There's plenty of comfortable seating. The kitchen was fully stocked and great for cooking. The grill area worked...
Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit
Aerial view
Sherwood Lighthouse Cabin - Near Boat Launch & State Park
9.8 out of 10, Exceptional, (27)
"This is a cute, cozy cabin nuzzled into the forest on the end of a quite road. Andy was so responsive and helpful during our stay. We had a great time in the big woods."
Sherwood Lighthouse Cabin - Near Boat Launch & State Park
On the beach
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town
10.0 out of 10, Exceptional, (73)
"We really enjoyed being on the water and how quiet the area was."
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town
Property grounds
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!
7.0 out of 10, Good, (40)
"First, we want Evolve to know that we think this property is a nice piece of property. Whomever initially built it had good instincts. We can see that it could be a an attractive beautiful place. But here is the thing: 1) When we first arrived we were only told to use the keyless code - which Evolve provided. But there was no instruction on how to use the code. When we tried to open the front door it was not opening. Then we eventually tried to enter the code and then push the lock button. It...
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!
Beach
Beautiful Cozy Cottage on Lake Michigan! Summer is here! Don't miss Door county!
8.2 out of 10, Very good, (77)
"The property on Lake Michigan was exactly what I expected from the online photos. It was a beautiful place to relax on the beach and enjoy the sunshine.The bonfire pit was a great addition for us to enjoy. The cottage was clean and gave a perfect amount of space for the size of my family. We are definitely going to come back next summer!"
Beautiful Cozy Cottage on Lake Michigan! Summer is here! Don't miss Door county!
Beach
Stunning Door County Cabin In The Woods, Wi-Fi, Firepit, Fireplace, Game Room
10.0 out of 10, Exceptional, (487)
"We enjoyed our stay. We spent a very relaxing time watching movies, playing board games, and chilling next to the fire pit. The cabin is very cozy and had everything we needed."
Stunning Door County Cabin In The Woods, Wi-Fi, Firepit, Fireplace, Game Room
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See all available properties in Baileys Harbor
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.

Other types of properties in Baileys Harbor you may be interested in

View from property
Beachfront Inn
2.0 star property
9.4 out of 10, Exceptional, (212)
"Lovely lakeside motel! Walking distance to restaurants, parks, and a private beach. Dog friendly too!"
The price is NZ$214
includes taxes & fees
22 May - 23 May
Beachfront Inn
Wicker Suite (Guest House) | Living area
Ridges Inn & Suites
2.5 star property
7.8 out of 10, Good, (381)
"Rooms were a little dated but, overall was a nice quiet place to stay."
The price is NZ$164
includes taxes & fees
19 May - 20 May
Ridges Inn & Suites
Outdoor pool
Gordon Lodge
4.0 star property
9.4 out of 10, Exceptional, (1000)
"The bench near the lake and the beauty of the lake right outside the hotel plus the lodge for breakfast was terrific."
The price is NZ$381
includes taxes & fees
19 May - 20 May
Gordon Lodge
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Baileys Harbor holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Baileys Harbor. 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 Baileys Harbor. 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 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 holiday 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 Baileys Harbor short-term rentals, that won’t be hard to do.

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?

Arcade & Theater Room! Modern! Dog Friendly! Wifi!: This holiday home rental outside Baileys Harbor is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Baileys Harbor is Serene Lakefront Baileys Harbor Home w/ Deck!.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 66 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 Stone's Throw Winery 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.

Recent reviews of Baileys Harbor properties
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