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Take Me Back Log Cabin

Are you ready to spend quality time in nature in a winter wonderland? 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.

Group-Retreat • Firepit, Deck, Near Beach & Shops

Bay Dreaming is the ultimate retreat for families and friends, located just under a mile from the beach and the heart of downtown Sister Bay. This spacious home comfortably sleeps 12+ and features three private wings, each with its own full bathroom—providing plenty of comfort, space, and privacy for everyone. Enjoy the fenced backyard with lawn games, a large firepit, and plenty of room to relax. Dine al fresco or unwind on the wraparound deck nestled on a peaceful, wooded half-acre lot.

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.

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.

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

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.

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

Aspen House, Sister Bay, WI

Keep it simple at this peaceful and centrally-located place. Two bedroom, one large bathroom guest cottage one short mile from the center of Sister Bay, 1/4 mile to the lake, quiet neighborhood setting ready for your getaway. We are a dog friendly property as we have a canine property manager and you may encounter friendly neighborhood dogs!

2 bed 2 bath Condo

This unique space is close to everything, and a short walk or drive to downtown Sister Bay. Cleverly hidden behind Country Walk shops, this condo has a quiet, relaxing atmosphere and the comfort that you hope for when you’re away from home. Please note: There is a flight of stairs leading into the condo, so it is not handicap accessible.