TOP 30 Vacation homes for rent in Wisconsin

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Door Peninsula Management and Cleaning, LLC is a reputable real estate agency located at 728 Georgia Street in Sturgeon Bay, Wisconsin, United States. With a focus on property management and cleaning services, this institution ensures that properties are well-maintained and in top condition. Their team of professionals is dedicated to providing exceptional service to both property owners and tenants, making the rental process seamless and stress-free. Whether you are looking to rent, buy, or sell a property in the Door Peninsula area, this agency is the perfect choice for all your real estate needs.

The Sapphire Star Short-Term Rental is a premier real estate and travel agency located at 123 North Lansing Avenue in Sturgeon Bay, Wisconsin, United States. Our institution offers luxurious and comfortable short-term rental accommodations for travelers looking for a home away from home. With a variety of properties to choose from, we provide a personalized and hassle-free experience for individuals and families looking to explore the beautiful city of Sturgeon Bay. Our dedicated team is committed to ensuring that your stay is unforgettable and stress-free. Book with us today and experience the comfort and convenience of The Sapphire Star Short-Term Rental.

Door County Property Management is a premier institution located in Sister Bay, Wisconsin, United States. Specializing in lodging, real estate, and travel services, they offer a wide range of options for visitors looking to explore the beautiful Door County area. Whether you are searching for a cozy vacation rental, a stunning waterfront property, or assistance with planning your next trip, Door County Property Management has the expertise and resources to make your experience unforgettable. Visit them at 10920 Wisconsin 42 to start your Door County adventure today.

Little Sister Condo is a charming real estate and travel agency located in the picturesque town of Sister Bay, Wisconsin. Situated at 2715 Little Sister Hill Road, this institution offers a variety of cozy and well-appointed condos for sale or rent, perfect for those looking to experience the beauty of Door County. Whether you're in search of a vacation rental or a permanent residence, Little Sister Condo is here to help you find your dream home away from home. With personalized service and local expertise, this agency is dedicated to making your real estate or travel experience a seamless and enjoyable one. Visit Little Sister Condo today and start your journey towards finding the perfect place to call your own.

Herewego North Bay Rentals is a reputable real estate and travel agency located at 9497 North Bay Drive in Baileys Harbor, Wisconsin, United States. Specializing in vacation rentals, they offer a wide range of properties for visitors looking to experience the beauty of Door County. Whether you're looking for a cozy cabin by the lake or a luxurious beachfront home, Herewego North Bay Rentals has the perfect accommodation for your stay. Their team of friendly and knowledgeable staff are dedicated to providing exceptional service to ensure a memorable and stress-free vacation experience. Book your next getaway with Herewego North Bay Rentals and let them help you make the most of your time in this picturesque destination.

Sister Bluff Estates is a charming residential community located at 10725 Sister Bluff Condo Road in Sister Bay, Wisconsin. Nestled in a serene and picturesque setting, this institution offers a peaceful and tranquil living environment for its residents. With beautifully landscaped grounds and modern amenities, Sister Bluff Estates provides a comfortable and convenient lifestyle for those looking to call this place home. Whether you're looking for a permanent residence or a vacation getaway, Sister Bluff Estates is the perfect place to enjoy the beauty of Wisconsin's scenic countryside.

Baileys House is a real estate and travel agency located at 2395 Howard Avenue in Baileys Harbor, Wisconsin, United States. Our dedicated team of professionals is here to help you find the perfect property for your needs, whether you're looking for a new home or a vacation rental. We also offer travel planning services to help you create the perfect getaway. Visit us today and let us help you make your real estate and travel dreams a reality.

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.

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.

Water's Edge/Harbor House Rental is a premier real estate and travel agency located at 719 Bay Point Road in Washington, Wisconsin, United States. We specialize in providing beautiful waterfront properties for rent, perfect for a relaxing getaway or a memorable vacation. Our rentals offer stunning views of the water, luxurious amenities, and convenient access to nearby attractions. Whether you're looking for a romantic escape or a family-friendly retreat, Water's Edge/Harbor House Rental has the perfect property for you. Contact us today to book your next waterfront vacation!

Baileys on the Rocks Cottages is a family-owned real estate and travel agency located at 7962 Ward Street in Baileys Harbor, Wisconsin, United States. Nestled on a secluded, wooded lot just across the street from Lake Michigan, these cozy cottages offer a peaceful retreat in the heart of Baileys Harbor. With easy access to the village's beaches, harbor, restaurants, and shops, guests can enjoy all that this charming area has to offer. The cottages, Arbor and Rockledge, are situated on a small rock bluff surrounded by cedar trees, providing a tranquil setting for relaxation. Baileys Harbor is known for its natural beauty, historic lighthouses, water activities, golf courses, biking trails, and hiking opportunities. Whether you're looking for adventure or simply want to unwind, these cottages offer the perfect home base for your Door County getaway.

Sister Bay Beach Condos is a charming waterfront retreat located at 572-500 Mill Road in Sister Bay, Wisconsin. These cozy and modern condos offer stunning views of Lake Michigan and easy access to the sandy beach just steps away. Guests can relax and unwind in the comfortable accommodations, equipped with all the amenities needed for a perfect getaway. Whether you're looking to soak up the sun on the beach, explore the quaint town of Sister Bay, or simply enjoy a peaceful retreat by the water, Sister Bay Beach Condos is the ideal destination for your next vacation.

Cana Pointe Lake House is a luxurious and picturesque retreat located at 8892 Cana Cove Road in Baileys Harbor, Wisconsin. As a real estate and travel agency, we specialize in providing exceptional properties for vacation rentals, investment opportunities, and dream homes. Our team of experienced professionals is dedicated to helping clients find the perfect lakeside oasis or plan the ultimate getaway. Whether you're looking to relax by the water, explore the surrounding nature, or simply enjoy the tranquility of the Midwest, Cana Pointe Lake House is the ideal destination for all your real estate and travel needs. Visit us today and let us help you make your dreams a reality.

Carraig Dale Cottage is a charming lodging establishment located at 3008 Highland Road in Baileys Harbor, Wisconsin. This cozy cottage offers a peaceful retreat for travelers looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway or a family vacation, Carraig Dale Cottage has everything you need for a comfortable stay. In addition to providing lodging accommodations, Carraig Dale Cottage also operates as a real estate agency, helping clients buy and sell properties in the scenic Baileys Harbor area. The knowledgeable staff at Carraig Dale Cottage can assist you in finding your dream home or investment property.

Kellstrom Ray Agency, Inc. is a reputable real estate agency located at 2294 Sunset Drive in Sister Bay, Wisconsin, United States. With a team of experienced and knowledgeable real estate agents, they specialize in helping clients buy, sell, and rent properties in the area. Whether you are looking for a cozy family home, a luxurious vacation rental, or a commercial space, Kellstrom Ray Agency, Inc. is dedicated to providing top-notch service and guidance throughout the entire real estate process. Trust them to help you find the perfect property to suit your needs and preferences.

Carraig Nua House is a charming lodging establishment located at 3000 Highland Road in Fish Creek, Wisconsin, United States. As a unique combination of a lodging, real estate agency, and travel agency, Carraig Nua House offers guests a one-of-a-kind experience. Whether you are looking for a relaxing getaway, interested in purchasing a vacation home in the area, or in need of assistance planning your next trip, the friendly and knowledgeable staff at Carraig Nua House is here to help. With its convenient location and top-notch services, Carraig Nua House is the perfect destination for all your accommodation and travel needs.

The Door County Cabin Collective, also known as Porte Haven, is a real estate and travel agency located at 12786 North Port Des Morts Drive in Ellison Bay, Wisconsin, United States. Offering four unique waterfront cabin rentals in Door County, Wisconsin, this institution allows guests to escape their hectic schedules and responsibilities to embrace a slower pace of living by the lake. Each cabin is strategically located to provide stunning views of the surrounding lakes and offer a range of amenities for a relaxing vacation experience. Whether you choose to stay at The Point, The Bay, Porte Haven, or the A-Frame cabin at Rowleys Bay, you can expect a comfortable and welcoming environment that accommodates groups of various sizes.

The Door County Cabin Collective, located at 11098 North Sand Bay Lane in Sister Bay, Wisconsin, offers four unique waterfront cabin rentals in Door County, WI. Escape the hustle and bustle of daily life and enjoy a slower pace at these cozy cabins. Each cabin provides all the amenities you need for a relaxing vacation by the lake, and they are dog friendly too! The Point cabin can accommodate groups of up to 15 and offers stunning views of Clark Lake. The Bay cabin sleeps 8 and features a two-story view of the lake. Porte Haven sits on Lake Michigan and can host up to 12 guests, offering luxury amenities and breathtaking views. Rowleys A-frame is set on Rowleys Bay on Lake Michigan, with a beachfront fire pit and space for up to 10 guests.

Cottage Glen at Ellison Bay is a charming senior living community located at 11937 Lakeview Road in Ellison Bay, Wisconsin. Nestled in a picturesque setting, this institution offers a peaceful and serene environment for older adults to enjoy their golden years. With a range of amenities and services tailored to meet the needs of seniors, residents can relax and unwind in comfortable cottages while receiving personalized care and support. Whether enjoying the beautiful surroundings or participating in engaging activities, Cottage Glen at Ellison Bay provides a welcoming and nurturing home for seniors in the United States.

Ellmann House is a charming lodging establishment located at 9395 Hill Street in the picturesque town of Fish Creek, Wisconsin, United States. This cozy and inviting inn offers comfortable accommodations and personalized service to make guests feel right at home. With its convenient location near local attractions and beautiful surroundings, Ellmann House is the perfect place to stay for a relaxing getaway in Door County. Whether you're looking for a romantic retreat or a family vacation, this institution provides a warm and welcoming atmosphere for all travelers.

Anchorage Cove Condominiums is a beautiful waterfront property located at 8135 White Cliff Road in Egg Harbor, Wisconsin. Nestled along the shores of Lake Michigan, this stunning condominium complex offers luxurious living accommodations with breathtaking views of the water. Residents can enjoy access to a private beach, marina, and outdoor swimming pool, as well as nearby hiking trails and golf courses. Whether you're looking for a peaceful retreat or a fun-filled vacation destination, Anchorage Cove Condominiums provides the perfect setting for your stay in Door County.

Rocky Shores Estates is a luxurious waterfront residential community located at 7595 Horseshoe Bay Road in Egg Harbor, Wisconsin. Situated along the picturesque shores of Lake Michigan, this exclusive enclave offers stunning views, upscale amenities, and a peaceful retreat from the hustle and bustle of city life. Residents of Rocky Shores Estates enjoy access to a private beach, walking trails, and a clubhouse with a fitness center and social activities. With its prime location and upscale living options, Rocky Shores Estates is the perfect place to call home for those seeking a tranquil and scenic lifestyle in the heart 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.

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.

Our Lakeside Legacy House is a charming lodging option located at 8104 Wisconsin 57 in Baileys Harbor, Wisconsin. Situated right by the tranquil waters of Lake Michigan, this institution offers guests a peaceful and scenic retreat. The house boasts a legacy of providing top-notch hospitality and comfortable accommodations for travelers seeking a relaxing getaway. With its picturesque surroundings and cozy atmosphere, Our Lakeside Legacy House is the perfect destination for those looking to unwind and reconnect with nature. Whether you're looking for a romantic escape or a family vacation, this institution promises a memorable and rejuvenating experience for all who stay.

Devil's Lake Cottage is a charming retreat located at E11619 Park Road in Baraboo, Wisconsin. Just steps away from Devil's Lake State Park, our guests can enjoy easy access to nature and outdoor activities. The cottage is perfect for a week-long vacation, a weekend escape, a family getaway, or a retreat with friends. Surrounded by natural wonders, Devil's Lake Cottage is also conveniently located near restaurants such as Tumbled Rock Brewery & Kitchen and The Northshore Restaurant and Bar. Guests can explore Historic Downtown Baraboo, Circus World Museum, and unique shops within a short drive.

Lake Edge Cottages is a charming lodging institution located in Butternut, Wisconsin, United States. Situated at 11719 County Highway B, this peaceful retreat offers cozy and comfortable cottages nestled along the picturesque shores of a tranquil lake. Guests can enjoy stunning views of the water and surrounding nature, making it the perfect destination for a relaxing getaway. Whether you're looking to fish, swim, kayak, or simply unwind in a serene environment, Lake Edge Cottages provides a wonderful escape from the hustle and bustle of everyday life.

Mueller's Cottages is a charming lodging establishment located on Sundance Road in Three Lakes, Wisconsin. Nestled in a picturesque setting, this institution offers cozy and comfortable cottages for visitors looking to escape the hustle and bustle of city life. Whether you're seeking a relaxing retreat or an adventurous outdoor experience, Mueller's Cottages is the perfect choice for your next vacation. With a prime location in the heart of Wisconsin's beautiful countryside, guests can enjoy easy access to nearby attractions, outdoor activities, and scenic views. Whether you're planning a romantic getaway, a family vacation, or a solo adventure, Mueller's Cottages provides a welcoming and peaceful environment for all travelers. Book your stay today and experience the beauty and tranquility of Three Lakes, Wisconsin with Mueller's Cottages.

Cozy Cabin is a charming lodging facility located at 5653 Blakley Drive in Conover, Wisconsin, United States. Surrounded by the beautiful natural scenery of the Northwoods, this quaint cabin offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy interior features rustic decor, comfortable furnishings, and modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Cozy Cabin provides the perfect setting for a memorable experience in the heart of Wisconsin's wilderness.