Photo by ‎Staci Neidert

Baileys Harbor Holiday Rentals

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Holiday Rentals in Baileys Harbor

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (232)
"The house is lovely, with all the amenities you need for a quiet time away. Being right on the lake was really nice "
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (49)
"Bright & cheery, comfortable, fully appointed with everything you need and exceptional communication with owners. Highly recommend!!"
Red Cherry Woods Cottage 🍒 New Construction!

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

8.6 out of 10, Excellent, (111)
"Great property within walking distance of anything you would want in Bailey’s Harbor"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Rustic Log Home located near Baileys Harbor

10.0 out of 10, Exceptional, (115)
"This home was a perfect fit for our family of 7, along with Grandma, to spend the Thanksgiving holiday. The description online was very accurate.The home was clean and welcoming. The kitchen was fully stocked. Lisa, the host, lives nearby and is very responsive to any questions or issues. Beds were comfortable and plenty of towels. Fireplace was so nice. Great stay."
Rustic Log Home located near Baileys Harbor

⭐ 250' RELAXING WATERFRONT, SPACIOUS REMODEL & WALKING DISTANCE TO SAND BEACH ⭐

9.8 out of 10, Exceptional, (191)
"Had a great time and house was beautiful in the woods!"
⭐ 250' RELAXING WATERFRONT, SPACIOUS REMODEL & WALKING DISTANCE TO SAND BEACH ⭐

Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!

9.8 out of 10, Exceptional, (45)
"The cottage was center in the county so it made it very easy to get to the different places we went to. The county has so much to see and do. The three state parks are always great place for hiking. Thank you "
Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1376)
"We love stay here! We having been coming for several years now. They have made some nice updates within the condo suites. The only comment we have in the updated shower area, the shower head is so high up the average person isn’t even able to reach the shower hose to shower and if left on the holder the shower is spraying all over. We are able to work with it but wished it was a lower to reach. 😊"
The price is AU$233
includes taxes & fees
13 Mar - 14 Mar
Scandinavian Lodge

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (467)
"Great location!"
The price is AU$271
includes taxes & fees
26 Mar - 27 Mar
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (446)
"property was average which should be expected for the age. Location is great, which is why I booked it."
The price is AU$234
includes taxes & fees
16 Mar - 17 Mar
Bridgeport Waterfront Resort

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (833)
"Really nice property. Here in winter ice fishing so not a lot of things going on outside on the ground but very clean, roomy, good value"
The price is AU$178
includes taxes & fees
16 Mar - 17 Mar
Westwood Shores Waterfront Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (454)
"We had a wonderful stay and will definitely be back! "
The price is AU$220
includes taxes & fees
13 Mar - 14 Mar
Waterbury Inn

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

10.0 out of 10, Exceptional, (50)
"Our stay was wonderful! The best of a warm indoor pool to a fresh snow covered yard! The kids had a blast."
The price is AU$2,688
includes taxes & fees
20 Mar - 21 Mar
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

10.0 out of 10, Exceptional, (154)
"Another great time here, the views are spectacular, and while we were here we had some snowy weather which is just icing on the cake. So manny things to do from the snow mobile tour with bar hopping to the dining options. It was so nice to visit in the off season, there is just so much beauty here!!!Thanks again Door County!!!"
Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

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

9.8 out of 10, Exceptional, (322)
"My wife and 2 dogs had an amazing time"
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic

Spectacular water view condo!

9.6 out of 10, Exceptional, (244)
"Overall great just had an issue getting shower to turn on very hard to pull out facet.Seems like it had not been used for a very long time. "
The price is AU$312
includes taxes & fees
30 Mar - 31 Mar
Spectacular water view condo!

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

10.0 out of 10, Exceptional, (117)
"Was a great retreat in door county"
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

9.8 out of 10, Exceptional, (43)
"We were quite comfortable at the The Lake Haus. It was very peaceful looking out at the bay from the firepit area and the sunsets from the dock were gorgeous. The game room was a hit with everyone, especially the golf and Tempest arcade games and the electronic dart board. The bunk room was very well laid out and the beds very comfortable. The kitchen and living room/dining area were a bit small for our group of nine, but we made do without too much trouble. This was a nice place to...
The price is AU$797
includes taxes & fees
23 Mar - 24 Mar
Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

"Enduring Memories" Lakefront Cottage in Jacksonport - Newly Furnished for 2024!

9.0 out of 10, Wonderful, (31)
"We stayed in late Oct 2024. Cabin is older, but very clean. Was a bit chilly in the main room in the evenings (temps in low to mid 40’s); the heaters seemed to have some trouble keeping up. There is a wood burning fireplace in the main room which would have helped, I’m sure, but we were just there in the evenings and didn’t go to the trouble to build a fire. There is an electric fireplace in the bedroom, so it stayed adequately warm at night. The views were beautiful of the sunrises on Lake...
"Enduring Memories" Lakefront Cottage in Jacksonport - Newly Furnished for 2024!

Sister Bay Vintage Log Cabin

10.0 out of 10, Exceptional, (167)
"Had a great few days in Sister Bay with my wife and our two dogs. Great time!!"
Sister Bay Vintage Log Cabin

One-of-a-Kind Rustic Retreat in Dtwn Sturgeon Bay!

9.6 out of 10, Exceptional, (53)
"Loved the decor. Wish there had been a stove. I make most of our meals to save money. The money saved will get us 1-2extra nights"
One-of-a-Kind Rustic Retreat in Dtwn Sturgeon Bay!
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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Other types of properties in Baileys Harbor you may be interested in

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (232)
"The house is lovely, with all the amenities you need for a quiet time away. Being right on the lake was really nice "
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (49)
"Bright & cheery, comfortable, fully appointed with everything you need and exceptional communication with owners. Highly recommend!!"
Red Cherry Woods Cottage 🍒 New Construction!

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

8.6 out of 10, Excellent, (111)
"Great property within walking distance of anything you would want in Bailey’s Harbor"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
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.

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?

Rustic Log Home located near Baileys Harbor: This highly rated holiday home rental in Baileys Harbor is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in Baileys Harbor are Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands! and Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 63 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.