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The Maple House in the Heart of Sister Bay

Prime location! Walk to everything! Newly remodeled house near the best of everything Sister Bay has to offer. A short and easy walk to the public beach, Al Johnson’s, Wild Tomato Pizza, CHOP, Husby’s, Sister Bay Bowl, shopping and much much more! You will find this 4BR/3.5 bath home well stocked and full of amenities. Enjoy the wood burning fireplace in the living room or relax in the lower level rec room. Have a beverage on the covered porch before walking to dinner. This home is a must stay!

Sea Glass Cottage

Welcome to Sea Glass Cottage. Your Door County home away from home. This light and airy cottage is on the water with rock beach, beautiful sunrises, great room with beam ceilings & wood burning fireplace, kitchen ready for cooking and baking. A view of Lake Michigan from nearly every room. Perfect location for families or couples vacation. This cottage is tucked away on a wooded lot with an open backyard to enjoy sunshine and shoreline, or take a quick 5 minute drive to downtown Sister Bay.

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Private 3BR Gem on 2.5 Wooded Acres- Close to All

Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

2 Bedroom 2 Bath- The Walkabout

New listing, same 5⭐️ experience! This conveniently located condo gives you a comfortable space to enjoy while you explore Sister Bay on foot or by car. Only a short walk from Restaurants and Shopping, The Walkabout offers an easy tour of Door County with little effort. The patio is great for semi-private outdoor enjoyment, and the full kitchen allows guests the option of cooking instead of dining out. Lots of art and comfortable bedding add to the unique charm and homey feel.

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The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

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.

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

Pearl Of Sister Bay Luxury Downtown Condo

Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo offers modern comforts and design. Condo , has a fully equipped kitchen with a stove and refrigerator, fireplace, deck with a partial water and village view. Located in the heart of Sister Bay, you’ll be steps from the beach, local bars and restaurants, shopping and local attractions. Relax, recharge, and enjoy the charm of this vibrant destination!

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

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2 Bed A-Frame in Sister Bay, Fire Pit, Coffee Bar

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

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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.

Alpaca Grand Vacation Rental

The Alpaca Grand Vacation in Sister Bay, WI, offers a unique stay above Alpaca to Apparel in a charming early 1900s building with hardwood floors and alpaca accents. Enjoy an outdoor entertainment space with a gas fire pit, a sunroom with a 75-inch TV, and a cozy living room with a 65-inch TV and gas fireplace. With three bedrooms and a full kitchen, this rental blends historic character with modern comforts, creating a memorable Door County getaway.