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Top Holiday 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, (62)
"We had a great stay! Perfect location in Door County for a couple and a dog. Easy drive to everything - we loved it!"
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, (1461)
"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, (533)
"Great place to stay and we’ll be back again."
The price is £171
includes taxes & fees
2 Sept - 3 Sept
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (512)
"Loved every aspect of our stay. "
The price is £175
includes taxes & fees
3 Sept - 4 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 £178
includes taxes & fees
2 Sept - 3 Sept
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (875)
"Very nice place for a family vacation. Great lake views, super friendly staff, comfortable rooms. "
The price is £180
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, (53)
"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 £365
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, (71)
"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 £1,989
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 £183
includes taxes & fees
1 Sept - 2 Sept
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, (84)
"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 holiday rentals

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

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

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 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.