What are the top rated Cottage Rentals in Baileys Harbor?

There are a lot of options in Baileys Harbor. If you plan on staying in the Baileys Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Baileys Harbor: <a href="/property/carraigeen-cottage/BC-10322256" class="class="static-page-link"">Carraigeen Cottage</a> <a href="/property/sunset-shores-waters-edge-cottage-2-by-simple-life-rentals/BC-13207934" class="class="static-page-link"">Sunset Shores - Waters Edge Cottage #2 by Simple Life Rentals</a> <a href="/property/carraig-mor-cottage-beautiful-house-amazing-garden-downtown-baileys-harbor/BC-9523043" class="class="static-page-link"">Carraig Mor Cottage - Beautiful House, Amazing Garden, Downtown Baileys Harbor</a> <a href="/property/marina-cottage-by-simple-life-rentals/BC-13207647" class="class="static-page-link"">Marina Cottage by Simple Life Rentals</a> <a href="/property/stunning-and-spectacular-on-lake-michigan/HA-3211279183" class="class="static-page-link"">Stunning and Spectacular on Lake Michigan!</a> <a href="/property/enjoy-the-quiet-side-of-the-door-county-peninsula-190-of-lake-michigan-shore/HA-321661048" class="class="static-page-link"">Enjoy the quiet side of the Door County peninsula, 190&#39; of Lake Michigan shore</a> <a href="/property/watch-the-amazing-door-county-sunsets-from-hickory-s-porch/HA-321221528" class="class="static-page-link"">Watch the amazing Door County sunsets from Hickory&#39;s porch!</a> <a href="/property/a-quiet-retreat-in-door-county-close-to-the-water-shops-eateries-and-golf/HA-321466961" class="class="static-page-link"">A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf.</a> <a href="/property/3-modern-retro-cottages-with-central-gathering-space-on-kangaroo-lake/HA-3212728970" class="class="static-page-link"">3 Modern retro cottages with central gathering space on Kangaroo Lake</a> <a href="/property/enjoy-the-view-at-this-quaint-lakefront-cottage/HA-321221526" class="class="static-page-link"">Enjoy the view at this quaint lakefront cottage!</a>

How much does it cost to rent a cottage in Baileys Harbor?

The average cost for a cottage rental in Baileys Harbor is $462 per night. Theislandsadvisors has a wide list of great cottages near Baileys Harbor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Baileys Harbor that allow pets?

Yes, here are the top cottage rentals in Baileys Harbor that allow you to bring your pet: Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape Carraig Dale Cottage Beautiful Home in Baileys Harbor Lakeview Cottage in Downtown Baileys Harbor <a href="/all/usa/wisconsin/baileys-harbor" class="class="static-page-link"">See all pet-friendly vacation rentals in Baileys Harbor on Theislandsadvisors</a>

Do you have any rental cottages in Baileys Harbor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Baileys Harbor to find one that works for you.

Are there quality cottages in Baileys Harbor that have indoor swimming pools?

As of 2026, the data from Theislandsadvisors shows that there are Over 38 private swimming pools or cottages with indoor pools in the Baileys Harbor area along with other great amenities.

Baileys Harbor Cottage Rentals By Owner

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

From US $295

10.0 (87 Reviews)

Cottage

Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape

Air Conditioner
Parking
TV

Baileys Harbor Cottage Rentals & Holiday Homes

Find the best cottages in Baileys Harbor - We found 38 exact matches

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