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Holiday Rentals in Baileys Harbor

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Holiday Rentals in Baileys Harbor

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

Baileys Harbor
8.6 out of 10, Excellent, (125)
"Great location on the water."
United States
Linda M.
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Red Cherry Woods Cottage 🍒 New Construction!

Baileys Harbor
10.0 out of 10, Exceptional, (85)
"Lovely new cottage in the woods with easy access to nearby Baileys Harbor & Fish Creek. Well-appointed kitchen, nice amenities, welcoming and responsive owners. Would stay here again."
United States
David F.
Red Cherry Woods Cottage 🍒 New Construction!

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

Baileys Harbor
10.0 out of 10, Exceptional, (247)
"Very clean, beds are excellent, location is perfect"
United States
Harry P.
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Baileys Harbor
9.8 out of 10, Exceptional, (208)
"Our family loved our stay here. It was a peaceful location with gorgeous views. We especially loved having the kayaks available for our afternoon paddles!"
United States
L B.
250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

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

Baileys Harbor
8.0 out of 10, Very good, (3)
"Great dog friendly place"
United States
Addie
Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

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

Baileys Harbor
10.0 out of 10, Exceptional, (85)
"We had a great stay with 15 family members. The house was perfect for us. Many bedrooms, bathrooms, and we could all fit around the dining table! Check-in was easy and the Wi-Fi worked well. The house was so well equipped! Had absolutely everything we needed! So much fun and family time! Bill was a great communicator and made the process easy."
United States
Phyllis E.
Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

Scandinavian Lodge

3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1539)
"The suite was very nice and in a great location. Off the main road but within a short walk of Sister Bay. "
United States
Erwin
Scandinavian Lodge

Bridgeport Waterfront Resort

3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (557)
"Very walkable area Nice accommodations."
United States
Mary
The price is €128
includes taxes & fees
10 Nov - 11 Nov
Bridgeport Waterfront Resort

Landmark Resort

3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (599)
"Beautiful time of year to stay - gorgeous colors! Quiet, cozy and liked easy checkout."
United States
Darcy
The price is €147
includes taxes & fees
9 Nov - 10 Nov
Landmark Resort

Westwood Shores Waterfront Resort

3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (905)
"We love staying here! The staff is so friendly and the pool and hottub is always clean."
United States
Stephanie
The price is €97
includes taxes & fees
12 Nov - 13 Nov
Westwood Shores Waterfront Resort

Waterbury Inn

2.5 star property
Ephraim
9.0 out of 10, Wonderful, (491)
"Lovely stay."
United States
Susan
Waterbury Inn

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

Sturgeon Bay
9.6 out of 10, Exceptional, (63)
"It was really nice, very clean, if you like to fish that’s the place to have would go there again"
United States
Paul V.
Lakefront! Rustic Cabin w/ Game RM/Kayaks/Bikes!

Sister Bay Log Cabin - Recent Remodel!

Sister Bay
10.0 out of 10, Exceptional, (185)
"Cabin is sweet and cozy. Stayed with my 21 and 16 year old. Great location close to center of town. Michelle was very friendly. Cabin was very clean! Highly recommend!"
United States
Megan A.
The price is €549
includes taxes & fees
29 Nov - 30 Nov
Sister Bay Log Cabin - Recent Remodel!

Evergreen Hill Condominiums

3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (69)
"Everything was great Noce and clean, great location and super friendly staff. We will be back with more family!!"
United States
Karen
The price is €130
includes taxes & fees
1 Dec - 2 Dec
Evergreen Hill Condominiums

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

Sturgeon Bay
9.8 out of 10, Exceptional, (79)
"Great place, great location, great amenities an overall A GREAT PLACE to relax with friends and family"
United States
Anonymous traveller
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

Sturgeon Bay
10.0 out of 10, Exceptional, (100)
"Great relaxing weekend. Host is friendly & helpful. Enjoyed the local farmer’s market and meals in town. Great time! "
United States
Ame K.
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

BRAND NEW! Newly Constructed home, walking distance to downtown Fish Creek!

Fish Creek
9.2 out of 10, Wonderful, (28)
"Fit us perfectly….eight adults and five children all ten and under. Plenty of refrigerator space and area for food. We spent a week enjoying the area and were happy to have a perfect central Door County location "
United States
Mark B.
BRAND NEW! Newly Constructed home, walking distance to downtown Fish Creek!

8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake!

Sturgeon Bay
9.4 out of 10, Exceptional, (138)
"Wonderful views the lake upon entry in the house. The space was great with our family and friends joining us to celebrate our daughter's wedding. "
United States
Doris P.
8 Miles Of Sand Beach To Explore ~ Outstanding Sunset Views Over The Lake!

Lakefront Cabin | Game RM, Pier, Insane Fishing!

Sturgeon Bay
9.6 out of 10, Exceptional, (80)
"This property was perfect for my very large family! The home is beautiful and in a perfect setting. There's plenty to do and we had such a wonderful time. I would highly recommend staying here!"
United States
Mike P.
Lakefront Cabin | Game RM, Pier, Insane Fishing!

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Ellison Bay
10.0 out of 10, Exceptional, (135)
"My son and I love this property! We really enjoy hanging out with Dan and Gretel! It's a wonderful place to take a break!"
United States
Micah H.
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit
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

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 €97 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. Other favourite homes for rent in Baileys Harbor are Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find! and 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE.

How many holiday rentals will I find in Baileys Harbor?

Expedia has 67 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.