Baileys Harbor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Baileys Harbor vacation rentals

Fridge, microwave, oven, stovetop

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (94 reviews)
"Great stay with a good location"
United States
Michael S.
The price is ￥39,953
￥86,341 total
includes taxes & fees
Apr 25 - Apr 26
Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape
Front of property - evening/night

Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (942 reviews)
"Rooms were very nice, views amazing, pool and hot tub were very relaxing, and the staff was amazing and super helpful"
United States
Connor
The price is ￥17,419
￥19,771 total
includes taxes & fees
Apr 6 - Apr 7
Westwood Shores Waterfront Resort
Juniper at Loma Cottages | Terrace/patio

Loma Cottages

Loma Cottages
3.0 star property
Fish Creek
Loma Cottages
Exterior

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay."
United States
Harold
The price is ￥21,962
￥24,928 total
includes taxes & fees
Apr 1 - Apr 2
Evergreen Hill Condominiums
Smart TV, fireplace, books

Sawyer Harbor Waterfront Escape

Sawyer Harbor Waterfront Escape
Sturgeon Bay
10.0 out of 10, Exceptional, (47 reviews)
"nice host. "
United States
Jessica J.
The price is ￥28,671
￥78,758 total
includes taxes & fees
Apr 1 - Apr 2
Sawyer Harbor Waterfront Escape
Marina

Snug Harbor Inn - Cottage 1A

Snug Harbor Inn - Cottage 1A
Sturgeon Bay
9.6 out of 10, Exceptional, (17 reviews)
"This was such an excellent place to stay! Not only was it easy to find and right in the middle of where we wanted to be, it was exactly as advertised as a quaint, clean, and very cozy one bedroom cottage that i would highly recommend anyone visiting Door County to look into staying at. You won't be disappointed!"
United States
Andrew S.
The price is ￥22,219
￥28,857 total
includes taxes & fees
Apr 6 - Apr 7
Snug Harbor Inn - Cottage 1A
Interior

Cozy Door County home with detached yoga room- short walk from Potawatomi Park

Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Sturgeon Bay
10.0 out of 10, Exceptional, (39 reviews)
"Amazing location, cozy home, amazing host (Make sure to stop at their bakery), and amazing price!"
United States
Willy S.
The price is ￥10,100
￥37,119 total
includes taxes & fees
Apr 4 - Apr 5
Cozy Door County home with detached yoga room- short walk from Potawatomi Park
Exterior

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

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.4 out of 10, Exceptional, (47 reviews)
"Enjoyable and relaxing place to stay."
United States
Eugene M.
The price is ￥18,756
￥26,747 total
includes taxes & fees
Apr 1 - Apr 2
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Property grounds

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, (58 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is ￥37,160
￥87,299 total
includes taxes & fees
Apr 1 - Apr 2
Private 3BR Gem on 2.5 Wooded Acres- Close to All
Outdoor dining

Beach Harbor Resort - Studio Cottage

Beach Harbor Resort - Studio Cottage
Sturgeon Bay
7.6 out of 10, Good, (10 reviews)
"Property was tired, but fair for the price. "
United States
Amy
The price is ￥22,283
￥30,157 total
includes taxes & fees
Apr 6 - Apr 7
Beach Harbor Resort - Studio Cottage
Exterior

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,564 reviews)
"Room was very nice and clean, staff was very friendly. We had a great stay. "
United States
STEVEN
The price is ￥22,150
￥25,250 total
includes taxes & fees
Apr 30 - May 1
Scandinavian Lodge
Exterior

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Ephraim
9.8 out of 10, Exceptional, (84 reviews)
"Very charming and quiet place to stay. Great location near town! "
United States
Tedra M.
The price is ￥22,283
￥48,978 total
includes taxes & fees
Apr 3 - Apr 4
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
TV, books

**Updated 1st floor Apartment

**Updated 1st floor Apartment
Sturgeon Bay
8.4 out of 10, Very Good, (6 reviews)
"Beautiful place to stay!"
United States
Jessie L.
The price is ￥27,092
￥36,608 total
includes taxes & fees
Apr 5 - Apr 6
**Updated 1st floor Apartment
Property grounds

Lakefront Cabin with Game Room and Great Fishing

Lakefront Cabin with Game Room and Great Fishing
Sturgeon Bay
9.6 out of 10, Exceptional, (69 reviews)
"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 Cabin with Game Room and Great Fishing
Exterior

A City Cottage in the heart of Sturgeon Bay

A City Cottage in the heart of Sturgeon Bay
Sturgeon Bay
9.8 out of 10, Exceptional, (29 reviews)
"if you are looking for a cute place in the downtown of Sturgeon bay, walkable to all stores and the river, also, it was a good starting point to exploring Door county. "
United States
george
The price is ￥11,462
￥30,478 total
includes taxes & fees
Apr 5 - Apr 6
A City Cottage in the heart of Sturgeon Bay
Restaurant

Landmark Resort

Landmark Resort
3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (612 reviews)
"Highlights are the room layouts, big pool and hot tub. Big lobby area, so it's really fun to go with a group of friends and play games. Our 4 and 5 year olds have a blast here!"
United States
Chelsie
The price is ￥24,095
￥29,168 total
includes taxes & fees
Apr 13 - Apr 14
Landmark Resort
Outdoor dining

Snug Harbor Inn - Suite 202 & 203

Snug Harbor Inn - Suite 202 & 203
Sturgeon Bay
The price is ￥27,092
￥35,117 total
includes taxes & fees
Apr 5 - Apr 6
Snug Harbor Inn - Suite 202 & 203
Terrace/patio

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home, quiet secluded neighborhood. It was centrally located to our girls trip! Wonderful hosts and very very clean! Would definitely stay here again!"
United States
Kae R.
The price is ￥32,347
￥106,402 total
includes taxes & fees
Apr 6 - Apr 7
Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Desk, iron/ironing board, travel crib, WiFi

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (27 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is ￥37,160
￥87,350 total
includes taxes & fees
Apr 1 - Apr 2
Walk to Downtown! Wooded 4BR Sister Bay Home
Interior

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Harbor Cottage | Downtown Fish Creek-Dog Friendly
Fish Creek
10.0 out of 10, Exceptional, (1 review)
The price is ￥23,495
￥66,878 total
includes taxes & fees
Apr 19 - Apr 20
Harbor Cottage | Downtown Fish Creek-Dog Friendly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Baileys Harbor Hotel Reviews

Newport Resort

Newport Resort

10/10 Excellent
"Great! "
Matt 1-night trip
Posted 4 hours ago
Newport Resort

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Baileys Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Baileys Harbor
  • Use the map to find apartments and other holiday homes in the Baileys Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Baileys Harbor while they last

Look no further and take a look at our great range of rental properties in Baileys Harbor!

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?

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!: This highly rated vacation home rental in Baileys Harbor is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Baileys Harbor are 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE and Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 66 vacation 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 Stone's Throw Winery 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.