Baileys Harbor Vacation Rentals

Name: NEW! "Spruce Retreat" is a beautiful and romantic hideway.
Address: Sister Bay

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Vacation Rentals in Baileys Harbor

The Cherry Cabana- Sister Bay

With a stay at this vacation home in Sister Bay, you'll be within a 15-minute walk of Lake Michigan and Pirate's Cove Adventure Golf.

Beautiful Door County Waterfront Property - Fall Dates Available

When you stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, just steps from Lake Michigan and a 5-minute drive from Bay Shore Blufflands Nature Preserve.

Country Estate! Pool, Game Room, Sauna

$1,783

includes taxes & fees

$1,594 per night

Jan 1 - Jan 2, 2025

With a stay at this vacation home in Sturgeon Bay, you'll be on a lake, within a 10-minute drive of Lake Michigan and Snake Island.

Downtown Sturg - Arcades/Theater/Modern

$493

includes taxes & fees

$440 per night

Jan 2 - Jan 3, 2025

With a stay at this vacation home in Sturgeon Bay, you'll be near the beach, within a 10-minute drive of Lake Michigan and Crossroads At Big Creek.

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

With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Peninsula School of Art.

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

When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Cana Island Lighthouse.

Whispering Pines By The Bay, quiet seclusion near water and town

Located in Sturgeon Bay, this vacation home is in a rural location, a 4-minute drive from Crossroads At Big Creek and 6 minutes from Sturgeon Bay Ship Canal Lighthouse.

Breathtaking views on the Bay! Waterfrontage!

With a stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, within a 10-minute drive of Lake Michigan and Third Avenue Playhouse.

New! Beautiful newly built family home immersed in nature. Fish Creek, WI

With a stay at this vacation home in Fish Creek, you'll be within a 10-minute drive of Lake Michigan and The Skyway Drive-In Theatre.

Enjoy 110' of Waterfront w/ Water Toys at Sandy Bottom Bay Beach House For 8!!

When you stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, just steps from Lake Michigan and a 4-minute drive from Snake Island.

Premier Vacation Rental, Pet Friendly, Walk to Water, Restaurant, Shopping, WiFi

With a stay at this vacation home in Ellison Bay, you'll be within a 5-minute drive of Lake Michigan and Northport Pier.

NEW! "Spruce Retreat" is a beautiful and romantic hideway.

With a stay at this vacation home in Ephraim, you'll be next to a golf course, within a 5-minute drive of Lake Michigan and Bay Ridge Golf Course.

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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.