TOP 30 Charming cottages in Sister Bay, Wisconsin

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Birchwood Lodge in Sister Bay, Wisconsin, is a charming lodging establishment located at 10571 Wisconsin 57. Nestled in the heart of Sister Bay, this cozy lodge provides guests with comfortable accommodations and a warm, welcoming atmosphere. The lodge is surrounded by beautiful natural scenery and offers a peaceful retreat for visitors looking to relax and unwind. With its convenient location and excellent amenities, Birchwood Lodge is the perfect choice for a memorable stay in Sister Bay.

Welcome to Sister Bay Inn, a charming family-owned establishment located just a short distance from downtown Sister Bay in Wisconsin. Our clean and comfortable accommodations are set amidst beautiful grounds, providing a peaceful retreat for travelers. Open from May through October, Sister Bay Inn is the perfect base for exploring the many attractions of Door County. From galleries and shops to wineries and outdoor activities like hiking and kayaking, there is something for everyone to enjoy in the area.

Cottage and Bay is a premier real estate and travel agency located in the picturesque town of Sister Bay, Wisconsin. Situated at 10200 Wisconsin 57, our agency specializes in helping clients find their dream vacation rentals, waterfront cottages, or investment properties in the stunning Bay area. With a team of experienced and knowledgeable agents, Cottage and Bay is dedicated to providing exceptional service and personalized attention to each client. Whether you are looking to purchase a vacation home or plan your next getaway, let Cottage and Bay be your trusted partner in all your real estate and travel needs.

Kinsey Bay Lakehouse is a premier real estate and travel agency located at 1354 Kinsey Bay Lane in the charming town of Sister Bay, Wisconsin, United States. Specializing in lakefront properties and vacation rentals, our agency offers a wide range of options for those looking to experience the beauty of the area. Whether you are seeking a peaceful retreat or a fun-filled family vacation, Kinsey Bay Lakehouse is dedicated to helping you find the perfect property to suit your needs. Our team of knowledgeable agents are ready to assist you in making your dream getaway a reality.

Sunset Shore Cottages in Sister Bay, Wisconsin offer waterfront VRBO vacation rentals with stunning views of the lake. The Shore Cottage can comfortably accommodate up to 16 people with 6 bedrooms and 3.5 baths, a full kitchen, and laundry facilities. Guests can enjoy a wood-burning fireplace, forced air heating, and a four-season front porch with beautiful lake views. The large wood deck is perfect for gas grill cooking and watching the sunset. The Garden Cottage can accommodate up to 6 people with 2 double beds, a screened sleeping porch, and a queen size sleeper sofa. Both cottages provide a peaceful retreat within walking distance to downtown Sister Bay. Affordable seasonal rentals in the heart of Door County, Wisconsin.

The Sister Bay Getaway is a charming lodging located at 2373 Parkview Drive in the picturesque town of Sister Bay, Wisconsin. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly staff, The Sister Bay Getaway is the perfect destination for a weekend getaway or a longer vacation. Explore the beauty of Door County and make unforgettable memories at this lovely institution.

Timberline Cottage, located on Timberline Road in Ellison Bay, Wisconsin, is a charming vacation home perfect for those looking to escape the hustle and bustle of everyday life. Nestled on the tip of Door County, this nostalgic cottage offers a peaceful retreat with easy access to nearby towns such as Sister Bay, Baileys Harbor, and Washington Island. With stunning views, crystal clear water, and nature all around, Timberline Cottage provides a unique and unforgettable experience for guests. The fully screened porch allows guests to enjoy the beauty of the woods without any interruptions from bugs or rain, making it the perfect spot for morning coffee or evening cocktails.

Open Hearth Lodge is a charming lodging establishment located at 2669 South Bay Shore Drive in Sister Bay, Wisconsin, United States. Situated in the heart of Door County, this cozy lodge offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy spacious rooms, modern amenities, and beautiful views of the surrounding countryside. Whether you're looking for a relaxing getaway or a fun-filled vacation, Open Hearth Lodge is the perfect destination for your next trip to Wisconsin.

The Scandinavian Lodge is a charming lodging facility located in Sister Bay, Wisconsin. Situated at 10506 Wisconsin 57, this cozy retreat offers comfortable accommodations for visitors looking to experience the beauty of Door County. As a real estate agency, the Scandinavian Lodge also provides opportunities for guests to invest in their own piece of this picturesque region. With its Scandinavian-inspired decor and welcoming atmosphere, the Scandinavian Lodge is the perfect place to relax and unwind during your stay in Wisconsin.

Mill Road Place is a charming institution located at 2330 Mill Road in the picturesque town of Sister Bay, Wisconsin. Offering a warm and welcoming atmosphere, this establishment is dedicated to providing top-quality services and amenities to its patrons. Whether you're looking for a cozy place to stay, a delicious meal to enjoy, or a unique event venue, Mill Road Place has got you covered. Come visit us and experience the charm and hospitality that makes this institution a beloved destination in the heart of Sister Bay.

Northwoods Farmstead is a charming real estate and travel agency located at 10392 Northwoods Drive in the picturesque town of Sister Bay, Wisconsin. Our agency specializes in helping clients find their dream country homes, rural retreats, and vacation properties in the beautiful Northwoods region. With our extensive knowledge of the local real estate market and personalized service, we make the process of buying or renting a property a seamless and enjoyable experience. Whether you are looking for a cozy cabin in the woods or a sprawling farmstead with acres of land, Northwoods Farmstead is here to help you find the perfect place to call home. Contact us today to start your journey towards owning your own piece of paradise in the Northwoods.

North Spring Rentals is a charming lodging institution located at 10873 North Spring Road in Sister Bay, Wisconsin, United States. Nestled in a picturesque setting, this institution offers a variety of rental accommodations for visitors looking to experience the beauty of Door County. With cozy cabins, cottages, and vacation homes available for short-term stays, North Spring Rentals provides a comfortable and convenient home-away-from-home for travelers exploring the area. Whether you're seeking a romantic getaway, a family vacation, or a relaxing retreat, North Spring Rentals has the perfect lodging option for your needs. Experience the tranquility and hospitality of Sister Bay at North Spring Rentals.

Blue Harbor Lodge is a charming home rental located at 1314 Appleport Road in Sister Bay, Wisconsin. As a real estate and travel agency, we specialize in providing guests with a cozy and comfortable stay in the heart of this picturesque town. Our lodge offers a peaceful retreat with stunning views of the harbor, making it the perfect destination for a relaxing getaway. Whether you are looking for a weekend escape or a longer vacation, Blue Harbor Lodge is the ideal choice for your next trip to Sister Bay. Book your stay with us today and experience the beauty of Door County.

Maple Manor, located at 2207 Maple Drive in Sister Bay, Wisconsin, is a unique lodging institution housed in a beautifully renovated historical church. With 8 bedrooms, 6 of which have en-suite bathrooms, Jacuzzi tubs, fireplaces, desks, and sitting areas, Maple Manor offers a luxurious and comfortable stay for guests. The home features a stunning eat-in kitchen with cherry cabinets and granite countertops, a spacious great room with a 25-foot high ceiling, a dining room that seats 10, a large deck, fire pit, grill, and a half-acre county backyard. Formerly the Sister Bay Baptist Church, Maple Manor has a rich history dating back to 1882 when the property was donated by J.J. Wiltse. The church was demolished in 1916 and rebuilt, before a new church was constructed on Hwy 42 in 1975. In 2001, Kurt Reetz purchased and renovated the old church into a second home for his family. In November 2018, Maple Manor was purchased by new owners who have added a finished basement, increasing the capacity to sleep 22 guests.

Green Gables Door County is a charming lodging institution located at 10355 Bella Vista Lane South in Sister Bay, Wisconsin. Surrounded by the natural beauty of Door County, this peaceful retreat offers comfortable accommodations and a warm, welcoming atmosphere. Guests can relax in cozy rooms, enjoy delicious meals at the on-site restaurant, and explore the nearby attractions such as Peninsula State Park and local wineries. Whether you're looking for a romantic getaway or a family vacation, Green Gables Door County is the perfect destination for a memorable stay in the heart of the Midwest.

Erin Leline, Shorewest, REALTORS is a top-rated real estate agency located in the charming town of Sister Bay, Wisconsin, United States. Specializing in helping clients buy and sell properties in the area, their experienced team of agents provides personalized services to ensure a smooth and successful real estate transaction. Whether you are looking to find your dream home or sell your current property, Erin Leline, Shorewest, REALTORS is dedicated to helping you achieve your real estate goals. Contact them today to experience their exceptional service and expertise.