An aerial view of a coastal island with a mix of residential areas, green spaces, and rocky coastlines.

Baileys Harbor Vacation Rentals

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Our top choices for Baileys Harbor vacation rentals

1. Dog Friendly home in Baileys Harbor near Cana Island Lighthouse

Dog Friendly home in Baileys Harbor near Cana Island Lighthouse
Baileys Harbor
$863 nightly
The price is $979
Sep 29 - Sep 30
Total with taxes and fees
Dog Friendly home in Baileys Harbor near Cana Island Lighthouse

2. Beautiful Home in Baileys Harbor

Beautiful Home in Baileys Harbor
Baileys Harbor
10.0 out of 10, Exceptional, (47 reviews)
"We had a wonderful time and home was perfect! Owners were very friendly and nice."
United States
Denise Z.
Beautiful Home in Baileys Harbor

3. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (79 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
$236 nightly
The price is $268
Sep 27 - Sep 28
Total with taxes and fees
Evergreen Hill Condominiums

4. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (519 reviews)
"It was a nice private quiet place!"
United States
Elizabeth
$263 nightly
The price is $299
Sep 22 - Sep 23
Total with taxes and fees
Waterbury Inn

5. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (977 reviews)
"Excellent resort in a great location"
United States
Ben
$252 nightly
The price is $286
Sep 27 - Sep 28
Total with taxes and fees
Westwood Shores Waterfront Resort

6. Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.6 out of 10, Exceptional, (77 reviews)
"We had an amazing stay! The house was very accommodating and was a great location!!!"
United States
Natalie L.
$156 nightly
The price is $177
Oct 5 - Oct 6
Total with taxes and fees
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

7. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (656 reviews)
"Loved the views, Great amenities! Enjoyed the stay."
United States
Jennifer
$215 nightly
The price is $245
Sep 22 - Sep 23
Total with taxes and fees
Bridgeport Waterfront Resort

8. Cedar & Glass | Modern Architectural Retreat

Cedar & Glass | Modern Architectural Retreat
Fish Creek
9.6 out of 10, Exceptional, (5 reviews)
"A thoughtfully designed and curated home with top end amenities. We stayed for 3 nights and loved the serenity of the setting and space. The house has gorgeous showers, a gas fireplace and fun games to play. Loved being able to make all kinds of coffee drinks on the espresso machine. Perfect place to stay and enjoy nature and decompress. Highly recommended!!!"
United States
katherine k.
$786 nightly
The price is $892
Sep 28 - Sep 29
Total with taxes and fees
Cedar & Glass | Modern Architectural Retreat

9. Private 3BR Gem on 2.5 Wooded Acres- Close to All

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Sister Bay
10.0 out of 10, Exceptional, (60 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
$517 nightly
The price is $557
Sep 23 - Sep 24
Total with taxes and fees
Private 3BR Gem on 2.5 Wooded Acres- Close to All

10. Sunset Sanctuary-Bay side Bluff with Hot Tub

Sunset Sanctuary-Bay side Bluff with Hot Tub
Egg Harbor
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and all the essentials!"
United States
Jordan N.
$646 nightly
The price is $733
Sep 25 - Sep 26
Total with taxes and fees
Sunset Sanctuary-Bay side Bluff with Hot Tub

11. AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!
Egg Harbor
9.4 out of 10, Exceptional, (183 reviews)
"Our stay was very pleasant. Accommodations were perfect. Staff was very friendly and professional. The host was very accommodating. Will definitely stay there again."
United States
Joseph M.
$273 nightly
The price is $310
Sep 27 - Sep 28
Total with taxes and fees
AUTUMN DEAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

12. Spruce Suite | Downtown Fish Creek~Dog-friendly

Spruce Suite | Downtown Fish Creek~Dog-friendly
Fish Creek
9.8 out of 10, Exceptional, (6 reviews)
"Such a lovely place! We can’t wait to plan our return visit. "
United States
Melinda C.
Spruce Suite | Downtown Fish Creek~Dog-friendly

13. AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Egg Harbor
9.2 out of 10, Wonderful, (154 reviews)
"We love The Landmark Resort. It’s our favorite place to stay when visiting Door County. The condo was clean and comfortable."
United States
Nicole D.
$296 nightly
The price is $336
Sep 30 - Oct 1
Total with taxes and fees
AUTUMN DEAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

14. CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
Sister Bay
10.0 out of 10, Exceptional, (15 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
$598 nightly
The price is $658
Sep 27 - Sep 28
Total with taxes and fees
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

15. Sister Bay Eclectic Cottage

Sister Bay Eclectic Cottage
Sister Bay
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay. Convenient location, and relaxing."
United States
Amanda I.
$645 nightly
The price is $656
Sep 22 - Sep 23
Total with taxes and fees
Sister Bay Eclectic Cottage

16. Charming garden cottage downtown Ellison Bay walking distance to lake and shops

Charming garden cottage downtown Ellison Bay walking distance to lake and shops
Ellison Bay
9.8 out of 10, Exceptional, (134 reviews)
"Just couldn’t be better, great location, exemplary cleanliness, so comfortable. The host was extremely responsive and we would absolutely stay there again"
United States
James
Charming garden cottage downtown Ellison Bay walking distance to lake and shops

17. Cozy Cabin! Amazing Location in Fish Creek! Pool!

Cozy Cabin! Amazing Location in Fish Creek! Pool!
Fish Creek
9.4 out of 10, Exceptional, (117 reviews)
"Nice place to stay in Door County. Very centralized and walkable to town."
United States
Paul E.
$365 nightly
The price is $414
Oct 18 - Oct 19
Total with taxes and fees
Cozy Cabin! Amazing Location in Fish Creek! Pool!

18. Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.6 out of 10, Exceptional, (30 reviews)
"Nice clean property close to town."
United States
Nicole H.
$598 nightly
The price is $647
Sep 27 - Sep 28
Total with taxes and fees
Walk to Downtown! Wooded 4BR Sister Bay Home

19. Harbor Cottage | Downtown Fish Creek-Dog Friendly

Harbor Cottage | Downtown Fish Creek-Dog Friendly
Fish Creek
9.6 out of 10, Exceptional, (5 reviews)
$473 nightly
The price is $537
Sep 23 - Sep 24
Total with taxes and fees
Harbor Cottage | Downtown Fish Creek-Dog Friendly

20. Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!

Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Ephraim
9.8 out of 10, Exceptional, (52 reviews)
"This stay was exactly what we were looking for for our weekend gathering! People had their own rooms and the host was very helpful "
United States
Hannah H.
$1,894 nightly
The price is $2,159
Sep 27 - Sep 28
Total with taxes and fees
Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
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 vacation rentals

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

Baileys Harbor vacation 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 low season months. For more hustle and bustle, you may prefer to visit Baileys Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $245 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Baileys Harbor rentals

At Expedia, we put the best Baileys Harbor vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Baileys Harbor?

Yes, we offer vacation rentals close to top attractions in Baileys Harbor, or you can select a secluded option if you'd like a relaxing place to 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 vacation home rentals that Baileys Harbor has to offer?

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: This highly rated vacation home rental in Baileys Harbor is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 70 vacation rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

Lake Michigan and Baileys Harbor Ridges Park are a couple of scenic spots to enjoy the outdoors, whereas Door Shakespeare is one of the cultural attractions. Door County Brewing Company and Kangaroo Lake are other places to visit while you're in town.

What are vacation rentals like in Baileys Harbor?

Vacation rentals are privately owned properties you can stay in for several days or longer in Baileys Harbor. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.