Vacation rentals in Cana Island

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Woodsy Retreat at Lake Michigan

Come enjoy a spacious, sunny lovely, 400 square foot studio surrounded by gardens and a deep, green forest with Lake Michigan just across the road. On Door County's eastern shore, the studio has cathedral ceilings and two walls of windows that open. Arty, comfy, quiet and secluded with views of the surrounding forest. Full kitchen. Restaurants and market nearby. Excellent hiking and biking. Easy access to all of Door County. For longer or shorter stay, please contact us for availability.

Unique architect-designed home on waterfront bluff

An architect gem with a million dollar view. Located on the bay on a private drive near Ellison Bay, it’s close enough to town but far enough away to be secluded. The main house features a roomy living area with sleeper, kitchen, dining room, shower bath, and loft bedroom. The newly-finished "Garage-Mahal" features a full bathroom, two bedrooms (one full and two twins), kitchenette, and small living room with sleeper. This separate building is ideal for anyone who likes their own space.

A True Farmhouse Experience

How would you like to get away from it all? How would you like to just kick back, relax, and take things in like the good ‘ol days? The Farmhouse might just be the place for you. Located just outside the town of Baileys Harbor, the Farmhouse is located on Gray-Aire Farms, a working farm since 1960. Nestled in the gorgeous surroundings of Northern Door County, you’ll be able to kick your feet up and take in the fresh country air, while watching the cows graze in the pasture.

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Golden Elvis Apt., short stroll from Schoolhouse ☀️

Unwind and enjoy your time on Washington Island while staying at our lovely apartment, just a stones throw away from Schoolhouse Beach and only two miles from town. Our newly built apartment has two bedrooms, a living area, a dining area, and a kitchenette. Walk out to a balcony that overlooks a private yard surrounded by woods, grill a steak on the Weber grill, walk to the beach for an evening swim, and come back and cook marshmallows around a cozy campfire.

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.

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!

The Cabin at Shady Grove

Set among five acres of mature and private woods, this newly renovated vintage log home has 2 bedrooms, 2.5 baths, and sleeps five guests. The property is completely secluded and private, yet only a five minute drive to town and the beach. Relax and unplug. Reconnect with your family, friends, and nature. Welcome to the cabin at Shady Grove.