Photo by ‎Staci Neidert

Baileys Harbor Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Baileys Harbor

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

8.6 out of 10, Excellent, (123)
"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, (81)
"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, (246)
"Very clean, beds are excellent, location is perfect"
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, (34)
"Great stay! Beautiful location, newer place, and very clean!"
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views

9.0 out of 10, Wonderful, (10)
"The property was easy to find. Everything was very coean and organized. The views were phenomenal. Highly recommend staying here."
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, (67)
"Delightful and comfortable"
Cute Cottage - Center of the Door Peninsula - Pet Friendly!

Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

8.0 out of 10, Very good, (3)
"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, (1518)
"The suite was very nice and in a great location. Off the main road but within a short walk of Sister Bay. "
Scandinavian Lodge

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (567)
"Good place for a vacation"
The price is AU$260
includes taxes & fees
2 Nov - 3 Nov
Landmark Resort

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (543)
"Very clean room, beautiful scenery, and helpful staff."
The price is AU$228
includes taxes & fees
3 Nov - 4 Nov
Bridgeport Waterfront Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (484)
"We really like staying at the Waterbury which is close to many of the places we like going in Door County. "
The price is AU$269
includes taxes & fees
2 Nov - 3 Nov
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (891)
"Very nice place for a family vacation. Great lake views, super friendly staff, comfortable rooms. "
The price is AU$174
includes taxes & fees
3 Nov - 4 Nov
Westwood Shores Waterfront Resort

Lakefront! Rustic Cabin w/ Game RM/Kayaks/Bikes!

9.6 out of 10, Exceptional, (58)
"Great property and amenities it’s a great place to spend a getaway weekend "
Lakefront! Rustic Cabin w/ Game RM/Kayaks/Bikes!

Evergreen Hill Condominiums

3.5 star property
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
The price is AU$231
includes taxes & fees
2 Nov - 3 Nov
Evergreen Hill Condominiums

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

9.8 out of 10, Exceptional, (75)
"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 AU$3,719
includes taxes & fees
15 Oct - 16 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, (347)
"Cozy. Great location. Nice amenities."
Waterfront Swedish-style Log Cabin on Sand Bay, Door County - Moonlight Magic

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

10.0 out of 10, Exceptional, (132)
"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

Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

10.0 out of 10, Exceptional, (98)
"The cottage was exactly what we needed. A comfortable place to sleep between fishing trips and even a dock to try our luck from in the evening. All of the reviews that talk about how clean the cottage is kept are completely accurate. Andre is a very accommodating host. "
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

Loma Cottages

3.0 star property
Loma Cottages

Sister Bay Log Cabin - Recent Remodel!

10.0 out of 10, Exceptional, (183)
"fun one night stay in door county. cottage was small but cute and had everything we needed for our stay."
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Baileys Harbor Hotel Reviews

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 favourite 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 depend 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 AU$174 per night. Entering your travel dates in the search wizard might find you 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?

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!: This highly rated holiday home rental in Baileys Harbor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Baileys Harbor is Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 69 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.