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Baileys Harbor Holiday Rentals

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Holiday Rentals in Baileys Harbor

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

8.6 out of 10, Excellent, (121)
"The location is great. Can walk all over. Views are stunning. The biggest issue was the cleanliness of the home. It really needs a deep clean and some updating. "
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (78)
"Loved our stay, so cute!!!"
Red Cherry Woods Cottage 🍒 New Construction!

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

10.0 out of 10, Exceptional, (245)
"Great place to stay. Secluded, clean, comfy, great view. Would stay at this place again! :)"
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

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

9.8 out of 10, Exceptional, (33)
"Great stay! Beautiful location, newer place, and very clean!"
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1498)
"This is a lovely property, everything is top notch, and we will definitely stay here again next time we are in Door County!"
Scandinavian Lodge

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (554)
"Beautiful setting and nice facilities "
The price is NZ$400
includes taxes & fees
6 Oct - 7 Oct
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (528)
"Another great stay at this hotel. Very clean, friendly, beautiful views. Will stay again."
The price is NZ$409
includes taxes & fees
29 Sept - 30 Sept
Bridgeport Waterfront Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (479)
"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 NZ$345
includes taxes & fees
27 Oct - 28 Oct
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (884)
"Very nice place for a family vacation. Great lake views, super friendly staff, comfortable rooms. "
The price is NZ$244
includes taxes & fees
27 Oct - 28 Oct
Westwood Shores Waterfront Resort

On the Beach💔😁🦴 Lake Effect

7.0 out of 10, Good, (16)
"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💔😁🦴 Lake Effect

Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

9.6 out of 10, Exceptional, (58)
"Great property and amenities it’s a great place to spend a getaway weekend "
Lakefront! Amazing Fishing! Arcades, Kayaks, Bikes

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

9.8 out of 10, Exceptional, (72)
"We had a great stay there was a ton of fun things to do around the property, we had a lot of fun playing in the pool, playing games and many other things. From great grandma to great grandchildren there was never a dull moment."
The price is NZ$4,612
includes taxes & fees
19 Oct - 20 Oct
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

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

9.8 out of 10, Exceptional, (346)
"Very homey and clean. Was a great time."
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic

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

9.8 out of 10, Exceptional, (88)
"Perfect for our family! Only 1 critique - windows & screens néed cleaning. Otherwise,we loved it!!"
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, (131)
"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

Lakefront, Sleep16! Amazing Fishing! Game Room!

9.6 out of 10, Exceptional, (73)
"Lots of space. Great outdoor areas"
Lakefront, Sleep16! Amazing Fishing! Game Room!

Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

9.8 out of 10, Exceptional, (104)
"Lovely location on the water. Quiet, remote. Home was lovely, clean, set up for a family. Enjoyed campfire and wading in the bay! "
The price is NZ$1,279
includes taxes & fees
6 Oct - 7 Oct
Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

10.0 out of 10, Exceptional, (98)
"Great relaxing weekend. Host is friendly & helpful. Enjoyed the local farmer’s market and meals in town. Great time! "
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

9.8 out of 10, Exceptional, (118)
"great getaway!"
The price is NZ$563
includes taxes & fees
29 Sept - 30 Sept
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

Sister Bay Log Cabin - Recent Remodel!

10.0 out of 10, Exceptional, (181)
"What a great stay for my husband and I and our pups. This cabin was stocked with everything we needed. The location was perfect for exploring around Door County and a short walk to see the sunset. "
Sister Bay Log Cabin - Recent Remodel!
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, 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 NZ$244 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?

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: 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 7 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.

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.