Holiday rentals with a patio in Sister Bay

Northern Door Family Cottage - Best Autumn Getaway

Nestled in a serene cedar forest just minutes from boat rentals and tours at Gills Rock, this charming family home offers a tranquil retreat at the northern tip of Door County. The spacious cottage is located on 5 acres and features a well-equipped kitchen, vaulted ceilings with intricate wood accents, large windows that invite natural light, and an eclectic library to browse. An ample deck with a stone fireplace overlooks the lush forest, perfect for outdoor dining and nighttime stargazing.

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.

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.

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.

Family-Friendly, Modern Historic Farmhouse

Welcome to Oak and Orchard House! This dog-friendly home is a beautifully renovated 3 bedroom, 2 full bath, 1923 farmhouse on a quiet street, situated between forest and field, equipped with brand new appliances and modern amenities, and full of character and history. It is also home to an old orchard of apple, pear, and cherry trees, and with views of the bay in the distance—this house is quintessentially Door County!

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

Sunset Sanctuary- with outdoor hot tub

Take a break and unwind at this peaceful Door County oasis. This updated cabin is tucked away on a beautiful wooded bluff overlooking the bay. *Dogs allowed, but no cats or other pets allowed. **Internet has been upgraded to Starlink and is much more reliable.