Holiday rentals with a patio in Baileys Harbor

Take Me Back Log Cabin

Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

Moonlight Bay Retreat

Welcome to your perfect vacation escape—a beautifully updated classic A-Frame nestled right on the sandy shores of Moonlight Bay. This stylish yet cozy home combines modern comfort with timeless charm. Wake up to breathtaking sunrises over the bay, spend your days lounging on the beach, and end your evenings gathered around the fire pit under a canopy of stars. Whether you're planning a family getaway or a peaceful escape with friends, this is the kind of place you’ll never want to leave.

Cozy & Relaxing Wooded Home; Close to Everything!

Relax with the family at this quiet, spacious, and secluded 3 bedroom, 1.5 bath home. Just up the road from Lake Michigan and charming downtown Bailey's Harbor, our central location makes it a breeze to visit all of Door County - Sister Bay, Fish Creek, and Ephraim are all just minutes away. Hikers will enjoy the nearby Ridges Sanctuary, Toft Point, and more. This property allows for proximity to all of the fun, while allowing a tranquil and quiet place to stay and relax while on vacation.

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Cozy Cottage on a Rock Bluff Overlooking Lake MI

Baileys on the Rocks "Rockledge" Cottage is a private historic cottage located on a small rock bluff in Baileys Harbor, Wisconsin in beautiful Door County. Situated on a wooded lot and directly across the street from Lake Michigan, you'll find it hard to believe you are in the village of Baileys Harbor and within walking distance of its popular beaches, harbor, restaurants and quaint shops. *Cleaning Procedures Meet or Exceed CDC Guidelines*

Cottage in Sister Bay

Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island