Cottages in Baileys Harbor

September 2026
12
October 2026

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Sep 18 - Sep 20
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Sep 25 - Sep 27
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Oct 9 - Oct 11
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Nov 6 - Nov 8

Cottages in Baileys Harbor

1. Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
Sister Bay
$185
$418 total
includes taxes & fees
Sep 15 - Sep 16
Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
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Top landmarks in Baileys Harbor

A lighthouse with a white tower and a dark top, surrounded by trees.
Photo by Michelle M

Cana Island Lighthouse

9.0/10 (420 reviews)
If seeing the sights is on your list of things to do, head to Cana Island Lighthouse— just one of the landmarks located 4 mi (6.4 km) from central Baileys Harbor. Why not take a stroll along the port and watch the sunset while you're here?
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A group of people sitting around a wooden table in a room with a window and a hanging light fixture.
Photo by Eric & Kristy's Adventures

Door County Brewing Company

9.0/10 (62 reviews)
Door County Brewing Company is in the heart of Baileys Harbor, so why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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An aerial view of a large lake with a small island and a residential area along the shore.

Kangaroo Lake

9.2/10 (68 reviews)
Kangaroo Lake is 2.8 mi (4.5 km) from central Baileys Harbor, why not stop by during your stay. Baileys Harbor has other popular natural features you might want to visit such as Lake Michigan.
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A white church with a red roof and a green door, surrounded by trees.

Ridges Sanctuary

9.2/10 (42 reviews)
Ridges Sanctuary is 0.7 mi (1.1 km) from central Baileys Harbor, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? Want to stretch your legs some more? Head to Baileys Harbor Ridges Park, just a short walk away.
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Baileys Harbor Ridges Park

9.2/10 (89 reviews)
Baileys Harbor Ridges Park is 0.5 mi (0.8 km) from central Baileys Harbor, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? Want to stretch your legs some more? Head to Ridges Sanctuary, just a short walk away.
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Stone's Throw Winery

8.0/10 (100 reviews)
Travelers might want a tour of Stone's Throw Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Baileys Harbor. Why not take a stroll along the port and watch the sunset while you're here?
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Door Shakespeare

6.6/10 (4 reviews)
Door Shakespeare is 2 mi (3.2 km) from central Baileys Harbor, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? If you enjoy the show and want to see another, Birch Creek Music Performance Center isn't far.
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Anclam Beach Park

9.0/10 (11 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Anclam Beach Park is a spot you might want to check out, located 0.4 mi (0.7 km) from central Baileys Harbor. If you want to continue walking by the waves, head to Ephraim Public Beach, Fish Creek Public Beach, and Egg Harbor Beach.
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Learn more about Baileys Harbor

Kayak through Lake Michigan's crystal-clear waters where shipwrecks rest visibly beneath your paddle. The Ridges Sanctuary offers boardwalk trails through rare orchid habitats and wetlands. Climb the spiral staircase of Cana Island Lighthouse for panoramic views that explain why artists flock here each summer. Door County Brewing Company pours craft beers in a rustic taproom where locals debate the best sunset spots. After dark, minimal light pollution reveals stars with startling clarity. Mornings bring the choice between watching the sunrise over Lake Michigan or hunting for fresh cherry pastries at local bakeries. Don't miss the farmers market where fishermen sell their morning catch alongside homemade preserves.

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A sunset over a calm lake with trees and rocky outcrops.

About the destination

Baileys Harbor is a relaxing place known for its restaurants. Enjoy outdoor activities like hiking and biking. Nature lovers visiting Baileys Harbor can explore top areas like Lake Michigan. There's plenty more to see, including sights like Door County Brewing Company and Baileys Harbor Ridges Park.