Baileys Harbor Vacations

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Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Baileys Harbor WI
8.6/10 Excellent! (100 reviews)
Beautiful location right on the water and in the middle of everything Bailey's Harbor has to offer. House had plenty of space for our family. Owners were very kind and answered all our questions.

Reviewed on 1 December 2025

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Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Baileys Harbor WI
9.8/10 Exceptional! (203 reviews)
House was Beautiful!! We really enjoyed the fireplace and playing games at the large family table. The view of the lake is great and awesome that they are pet friendly the pup really enjoyed herself.

Reviewed on 6 February 2026

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250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE
Scandinavian Lodge

Scandinavian Lodge

3.5 out of 5
10506 State HWY 57 Sister Bay WI
9.2/10 Wonderful! (1,560 reviews)
The was very clean and roomy for myself and my wife. The was very helpful and courteous.

Reviewed on 1 February 2026

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Scandinavian Lodge
See all 1,152 properties in Baileys Harbor
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.

Discover the most popular places to visit in Baileys Harbor

Great times and great beer. Come around Mid June for the annual Door County Beer Fest. Could that be Aaron Rodgers? You never now who you'll run into up here. www.FunToBeFree.com

Door County Brewing Company

Enjoy a trip to Door County Brewing Company and popular activities like hiking in Baileys Harbor. Amble around this family-friendly area's waterfront and enjoy its seafood restaurants.

Door County Brewing Company

Baileys Harbor Ridges Park

Explore the lovely green spaces of Baileys Harbor Ridges Park and enjoy the hiking trails in Baileys Harbor. Amble around this romantic area's waterfront and enjoy its seafood restaurants.

Baileys Harbor Ridges Park

Anclam Beach Park

Why not spend a carefree afternoon at Anclam Beach Park during your travels in Baileys Harbor? Amble around this relaxing area's lakeside and enjoy its top-notch restaurants.

Anclam Beach Park

Frequently asked questions

How do I find cheap flights to Baileys Harbor that have flexible change policies?
It's quick and easy with Expedia. Step 1: Type in your preferred travel dates and click "Search." Second step: Check "No change fee" just below the "Flexible change policies" heading to the left of the screen. Step 3. Score your flexible and cheap fare to Baileys Harbor.
Which airlines fly to Baileys Harbor?
Dig out your suitcase and choose between these top airlines that service Baileys Harbor:

  • Delta Air Lines - 225 flights to or near Baileys Harbor each month, including 173 flights to Austin Straubel Intl. Airport (GRB) per month.
  • United Airlines - 121 flights to or near Baileys Harbor each month, including 121 flights to Austin Straubel Intl. Airport (GRB) per month.
  • American Airlines - 91 flights to or near Baileys Harbor each month, including 91 flights to Austin Straubel Intl. Airport (GRB) per month.

How can I find cheap tickets to Baileys Harbor?
One of the best ways to nab cheap tickets to Baileys Harbor is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will bring up the cheapest prices for nearby days. The best price for a flight to Baileys Harbor in the last seven days was . Booking in advance will generally help you pick up an even bigger bargain.
How much is a flight to Baileys Harbor?
If you were journeying one way from (), you could've picked up a bargain fare for in the last seven days. Return flights to Baileys Harbor ranged from to over the same period.
What are the most popular airports to fly into in Baileys Harbor?
Once you've figured out where you're headed first in Baileys Harbor, take your pick of these well-known airports:

  • Austin Straubel Intl. Airport (GRB) - 398 flights per month.
  • Delta County Airport (ESC) - 52 flights per month.

When is the cheapest time to fly to Baileys Harbor?
If you'd rather spend your hard-earned vacation money enjoying the best of Baileys Harbor rather than on your flight there, depart earlier in the week. The most cost-effective day to fly is generally Tuesday, with Monday close behind. With many folks keeping their travel to weekends, Saturday tends to have the costliest airfares.
How much is a plane ticket to Baileys Harbor?
Fares to Baileys Harbor varied from to in the last seven days. Usually, the earlier you make a reservation, the better the price.
What months are the cheapest to book a flight to Baileys Harbor?
February is a good month to get your hands on an impressive deal to Baileys Harbor. Bear in mind that the costliest time to book in the U.S. Isn't during the height of summer, but the festive month of December.
How long is a flight to Baileys Harbor?
It could take you an hour or longer — it really depends on which part of the country you're journeying from. The average flight times for these in-demand domestic routes to Baileys Harbor will give you a rough idea of what to expect:

  • Chicago, IL (ORD-O'Hare Intl.) to Austin Straubel Intl. Airport (GRB) - 1 hour and 6 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Austin Straubel Intl. Airport (GRB) - 1 hour and 18 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Austin Straubel Intl. Airport (GRB) - 1 hour and 10 minutes