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

Search Baileys Harbor Cottage Rentals from CA $220

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Baileys Harbor cottages

A deck with outdoor furniture, a stone fire pit, and a view of a forested area.

1. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (115 reviews)
"Amazing find! Beautiful place, well kept and has all the touches of home. The host was a great communicator and helpful! Definitely would recommend this place to a friend!"
United States
Crystal G.
The price is CA $315
CA $727 total
includes taxes & fees
Nov 9 - Nov 10
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
A white two-story house with a wooden deck and a small porch.

2. 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, (85 reviews)
"Great place, clean, great location!"
United States
Lynn M.
The price is CA $193
CA $220 total
includes taxes & fees
Nov 8 - Nov 9
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
A hot tub with a view of a lake and trees.

3. Insta-worthy Waterfront Cottage with Hot Tub

Insta-worthy Waterfront Cottage with Hot Tub
Ellison Bay
10.0 out of 10, Exceptional, (46 reviews)
"Great house in a great location with friendly and very responsive hosts!"
United States
Bart T.
The price is CA $365
CA $1,128 total
includes taxes & fees
Nov 8 - Nov 9
Insta-worthy Waterfront Cottage with Hot Tub
A house with a number 1A on the door, a sliding glass door, and a view of a marina with boats.

4. Snug Harbor Inn - Cottage 1A

Snug Harbor Inn - Cottage 1A
Sturgeon Bay
9.6 out of 10, Exceptional, (20 reviews)
"Snug Harbor is a cute place to stay right on the water. Wish we could have been there longer. The room was clean and cozy. There were fire pits out front next to the water."
United States
Maria M.
The price is CA $181
CA $225 total
includes taxes & fees
Nov 11 - Nov 12
Snug Harbor Inn - Cottage 1A
A two-story house with a covered porch, a patio with outdoor furniture, and a well-maintained garden.

5. Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10

Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10
Sturgeon Bay
10.0 out of 10, Exceptional, (57 reviews)
"Everything was as expected at Sawyer Harbour. The house was clean and represented exactly as the listing said. We had a fantastic time and would definitely stay again or recommend it to anyone."
United States
Kerry B.
The price is CA $311
CA $755 total
includes taxes & fees
Dec 1 - Dec 2
Door County Waterfront Cottage on Sawyer Harbor | 3BR/2BA | Sleeps 10
A park with picnic tables, a swing set, and a lake view.

6. Snug Harbor Inn - Luxury Cottage 4

Snug Harbor Inn - Luxury Cottage 4
Sturgeon Bay
9.8 out of 10, Exceptional, (17 reviews)
"Great staff and location!"
United States
stephanie s.
The price is CA $209
CA $257 total
includes taxes & fees
Nov 18 - Nov 19
Snug Harbor Inn - Luxury Cottage 4
A lakeside view with boats docked, picnic tables, and a grill.

7. Snug Harbor Inn - 2 Bedroom Cottage

Snug Harbor Inn - 2 Bedroom Cottage
Sturgeon Bay
9.2 out of 10, Wonderful, (62 reviews)
"Great spot next to the harbor and great location for food and music in the park"
United States
Kurt A.
The price is CA $181
CA $225 total
includes taxes & fees
Nov 19 - Nov 20
Snug Harbor Inn - 2 Bedroom Cottage
A wooden dock leading to a marina with several boats docked.

8. Snug Harbor Inn - Luxury Cottage 1

Snug Harbor Inn - Luxury Cottage 1
Sturgeon Bay
9.0 out of 10, Wonderful, (19 reviews)
"The view was beautiful, and the staff are always friendly. I love staying at the Snug Harbor Inn. "
United States
Teresa Z.
The price is CA $251
CA $312 total
includes taxes & fees
Nov 16 - Nov 17
Snug Harbor Inn - Luxury Cottage 1
A lakeside view with a dock, grassy area, and a fire pit.

9. Waterfront cottage 3bdrm

Waterfront cottage 3bdrm
Sturgeon Bay
9.0 out of 10, Wonderful, (77 reviews)
"Nice place to stay with things to do at the home and in the nearby neighborhood. Enjoyable weekend for all."
United States
Cal P.
The price is CA $688
CA $851 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront cottage 3bdrm
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

Open Hearth Lodge

Open Hearth Lodge

10/10 Excellent
"Excellent place to stay. Very pet friendly and loved petting the pups we passed in the halls. Very helpful staff. Beautiful place. Loved the visual of a fireplace in our room. Pool and hot tub were very clean. Breakfast was fresh and good. Coffee great. Would definitely like to stay here again."
Linda 1-night trip
Posted 10 hours ago
Open Hearth Lodge

Find out more about Baileys Harbor

Baileys Harbor Cottages information

Number of reviews
478
Accommodation
177 Cottages
Lowest Price
CA $220
Highest Price
CA $1,128

Frequently asked questions

How much do cottages in Baileys Harbor cost?
Expect to pay between CA $220 and CA $1,128 per night for cottages in Baileys Harbor. No matter your budget, an awesome stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Baileys Harbor?
There are 177 cottages in Baileys Harbor. No matter if you're vacationing with the kids or planning a weekend escape with your besties, Expedia will help you find the ideal place to escape the hustle and bustle.
Why book your cottage in Baileys Harbor with Expedia?
Expedia has some terrific cottages in Baileys Harbor, so start planning for a memorable vacay close to nature. If you have a set budget, click on how much you'd like to spend and the star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We'll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Baileys Harbor?
Expedia can help you look for cheap cottages in Baileys Harbor. To discover a terrific stay in a couple of clicks, use our convenient filter tool to refine your search by amenities, budget and star rating.
What is there to do in Baileys Harbor near my cottage?
There are lots of wonderful things to put on your itinerary in Baileys Harbor. Explore big attractions like Cana Island Lighthouse, Stone's Throw Winery and Ridges Sanctuary. Door County Brewing Company, Kangaroo Lake and Door Shakespeare also appeal to many visitors.

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