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Baileys Harbor Holiday Rentals

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Holiday Rentals in Baileys Harbor

Our top choices for Baileys Harbor holiday rentals

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

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (72)
"We throughly enjoyed our stay at the Red Cherry Cottage. The Cottage was very clean, well stocked and exactly as the listing stated. Michelle’s was very attentive, quick to respond to questions and made sure we had everything we needed for our stay. We are planning on returning in the fall. "
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

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

Beautiful Home in Baileys Harbor

10.0 out of 10, Exceptional, (46)
"We had a wonderful time and home was perfect! Owners were very friendly and nice."
Beautiful Home in Baileys Harbor

Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

10.0 out of 10, Exceptional, (85)
"This was the perfect location for our family getaway! The house was beautiful and there was plenty of room for everyone. It was nice to have the fire pit, play set and games available for us. The kitchen was fully stocked with all the supplies we needed for making meals and the beds were very comfortable. We loved the views and privacy as well as the proximity to many of the spots we visited. The owner was wonderful to work with. Communication was great and Bill provided many...
Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

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, (531)
"Great place to stay and we’ll be back again."
The price is AU$356
includes taxes & fees
2 Sept - 3 Sept
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (508)
"Loved every aspect of our stay. "
The price is AU$364
includes taxes & fees
2 Sept - 3 Sept
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 AU$399
includes taxes & fees
26 Aug - 27 Aug
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 AU$383
includes taxes & fees
4 Sept - 5 Sept
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 AU$760
includes taxes & fees
21 Sept - 22 Sept
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 AU$4,116
includes taxes & fees
7 Sept - 8 Sept
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 AU$376
includes taxes & fees
1 Sept - 2 Sept
30' CARVER BOAT DOCKED AT MENOMINEE MARINA IN HISTORIC DOWNTOWN MENOMINE MI.

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.

Unique Setting - Built on Quarry Bed

9.8 out of 10, Exceptional, (134)
"Very comfortable stay!"
Unique Setting - Built on Quarry Bed

Beautiful Cozy Cottage on Lake Michigan! Summer is here! Don't miss Door county!

8.0 out of 10, Very good, (80)
"perfect spot and owners were very responsive"
Beautiful Cozy Cottage on Lake Michigan! Summer is here! Don't miss Door county!
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

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?

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

How many holiday rentals will I find in Baileys Harbor?

Expedia has 71 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 Cana Island Lighthouse 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.