Vakantiewoningen met patio in Sister Bay

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-Friendly • Firepit, Deck, Near Beach & Shops

Just under a mile from the beach and the heart of downtown Sister Bay, Bay Dreaming is the perfect escape. This spacious home sleeps 12 and is ideal for families and friends traveling together. The unique layout features three separate "wings" each with a full bathroom. Set on a half-acre wooded lot, the fenced-in backyard has room for cornhole, croquet, and relaxing nights around a large firepit. Unwind or dine al fresco on the wraparound deck, complete with plenty of seating for everyone.

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.

Cottage & Bay: Home with Game Room Near DT SB

Cottage & Bay is just minutes away from downtown Sister Bay and is nestled on 4.5 wooded acres. • 3 inviting bedrooms (1 King, 2 Queens, 1 Twin Bunk) • 2 spacious bathrooms (walk-in shower & tub/shower) • Dog-friendly home (One-time pet fee applies) • Fully equipped kitchen & coffee bar • Gas fireplace & sunroom • Garage game room • Fire pit area & deck • 2 inflatable stand-up paddle boards with life jackets • SmartTVs with YouTubeTV provided • Washer & dryer and private parking

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.

Walden too

Forest Sanctuary with access to Lake Michigan. This beautiful & cozy A-frame on Glidden Drive is a perfect retreat/vacation spot in Door County. A five minute walk to Donny's Glidden supper club and sandy beach access. Large indoor fireplace. Three bedrooms and a loft for dedicated work space. The property backs onto 1000 acre nature preserve with miles of trails to explore. We designed the space with all natural materials, and high-end amenities.

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.