TOP 30 Luxury rental properties in Wisconsin

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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.

Rentable Apartment Search is a leading real estate agency located at 316 West Washington Avenue in Madison, Wisconsin. We specialize in helping individuals find the perfect apartment to rent in the bustling city of Madison. Our team of experienced agents is dedicated to providing exceptional service and personalized assistance to ensure that our clients find the ideal living space that meets their needs and budget. Whether you are looking for a cozy studio apartment or a spacious loft, Rentable Apartment Search is here to help you every step of the way. Contact us today to start your search for the perfect rental apartment in Madison!

Flambeau Vista Retreat, LLC is a real estate and travel agency located at 6440 Flambeau Trail in the picturesque town of Butternut, Wisconsin, United States. Our institution specializes in providing luxurious vacation rentals and stunning properties with breathtaking views of the Flambeau River. Whether you're looking for a peaceful retreat in nature or an adventurous getaway, Flambeau Vista Retreat, LLC has the perfect accommodation for you. Our dedicated team is committed to ensuring that your stay is unforgettable and tailored to your needs. Book your dream vacation with us today and experience the beauty of Wisconsin like never before.

Lazy Days Cottages is a charming lodging institution located at 12882 Helms Ln in the picturesque town of Manitowish Waters, Wisconsin, United States. Nestled in a serene and tranquil setting, Lazy Days Cottages offers cozy and comfortable accommodations for guests looking to escape the hustle and bustle of everyday life. Each cottage is beautifully decorated and equipped with modern amenities to ensure a relaxing stay. Guests can enjoy the peaceful surroundings, take a leisurely stroll around the property, or simply unwind on the porch and soak in the natural beauty of the area. Whether you're looking for a romantic getaway or a family vacation, Lazy Days Cottages is the perfect destination for a truly rejuvenating experience.

MinocquaVacationRentalsByJosh.com is a reputable real estate and travel agency located at 377 U.S. 51 in Woodruff, Wisconsin, United States. Specializing in vacation rentals in the beautiful Minocqua area, this agency offers a wide range of properties for visitors to choose from. Whether you're looking for a cozy cabin in the woods or a luxurious lakeside retreat, MinocquaVacationRentalsByJosh.com has something for everyone. With excellent customer service and a commitment to helping clients find the perfect vacation rental, this agency is the ideal choice for those looking to experience the beauty of northern Wisconsin.

Jackson's Lakeside Cottages is a charming lodging option located at 1180 Jackson Lane in Saint Germain, Wisconsin, United States. Situated right by the serene lake, this institution offers cozy cottages for a relaxing getaway. Whether you are looking for a weekend retreat or a longer vacation, Jackson's Lakeside Cottages provides a comfortable stay with picturesque views. As a real estate agency, they also offer opportunities for those interested in purchasing their own lakeside property. Additionally, their travel agency services can help you plan the perfect vacation in this beautiful area. Experience the beauty of the Wisconsin Northwoods at Jackson's Lakeside Cottages.

Bear Paw Vacation Homes is a premier real estate and travel agency located in the picturesque town of Eagle River, Wisconsin. Our team specializes in providing luxurious vacation homes for rent in the area, offering guests a comfortable and unforgettable stay. Whether you are looking for a cozy cabin in the woods or a waterfront retreat, we have the perfect property to suit your needs. Situated at 5241 Dam Lake Road, our agency is dedicated to helping you find the ideal vacation rental for your next getaway in the United States. Experience the beauty of Eagle River with Bear Paw Vacation Homes.

Minnis Sunset Getaway is a premier real estate and travel agency located in the picturesque town of Saint Germain, Wisconsin. Situated at the address 8137-8177 Forest Drive, our agency specializes in providing clients with luxurious vacation rentals and scenic properties for sale in the stunning Northwoods region. Whether you're looking for a cozy cabin retreat or a lakefront estate, our experienced team is dedicated to helping you find the perfect getaway to enjoy the breathtaking sunsets and natural beauty of the area. Contact Minnis Sunset Getaway today to start planning your dream vacation or investment in this tranquil and idyllic setting.

Waldens on Lost Lake is a premier real estate and travel agency located at 8076 Lost Lake Drive in Saint Germain, Wisconsin. Nestled in the heart of the beautiful Northwoods, our agency specializes in helping clients find their dream vacation homes or investment properties in this picturesque area. Our experienced team of agents is dedicated to providing personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you're looking to buy, sell, or rent a property, Waldens on Lost Lake is here to help you every step of the way. Contact us today to start your journey towards owning a piece of paradise in Wisconsin's stunning countryside.

Sand, Bay, Lodge, And, Cottage's is a charming lodging facility located at 7696 Haines Road in Sturgeon Bay, Wisconsin, United States. This unique institution offers a variety of accommodation options including cozy lodges, beachfront cottages, and luxurious suites. Whether you are looking for a relaxing getaway or a memorable vacation experience, Sand, Bay, Lodge, And, Cottage's has something for everyone. In addition to providing lodging services, they also operate as a real estate agency and travel agency, helping clients find their dream properties and plan unforgettable trips. With its picturesque location and exceptional customer service, Sand, Bay, Lodge, And, Cottage's is the perfect destination for your next adventure.

Welcome to Door County Cottage Retreat of Egg Harbor, located at 7742 Sleepy Hollow Road in Egg Harbor, Wisconsin, United States. This beautiful vacation rental home offers total privacy on 1.5 acres of serene land surrounded by trees, yet is just a short walk from the beach and downtown shops and restaurants. The cozy retreat features 2 bedrooms, 2 bathrooms, and can sleep up to 14 guests with unique bunk beds and private shower/toilet/vanity areas. The cottage boasts a chef-inspired kitchen, soaring ceilings, natural light, and a covered patio with a Door County stone outdoor fireplace. This modern farmhouse-style cottage is equipped with all the amenities you need for a comfortable stay, including a gourmet kitchen, outdoor grill, and a spacious outdoor patio with a wood-burning fireplace. The unique bathroom layouts allow for easy and quick preparation for the day.

Sherwood Point Lodge is a luxurious waterfront property located near Sturgeon Bay, Wisconsin. This unique log cabin offers a range of family-friendly features such as a concrete dock for fishing, a fire pit, wrap-around decks, and spacious living areas. The cabin is constructed with Canadian pine logs and boasts top-notch amenities including a wood-burning fireplace, heated floors, and Italian tiling. Ideal for relaxing getaways or adventurous vacations, guests can enjoy exceptional fishing right from the property and access to recreational equipment such as kayaks, bikes, and stand-up paddleboards. With stunning scenic views and a range of activities available, Sherwood Point Lodge is the perfect destination for a memorable vacation in Door County.

Gustave's Getaway is a charming lodging establishment located at 2604 Grove Road in Baileys Harbor, Wisconsin. This unique institution offers a cozy and comfortable retreat for travelers looking to escape the hustle and bustle of everyday life. Whether you are looking for a weekend getaway or a longer stay, Gustave's Getaway provides a peaceful and relaxing atmosphere for guests to unwind and recharge. In addition to providing lodging services, Gustave's Getaway also operates as a real estate agency, offering visitors the opportunity to explore the beautiful properties available for sale in the Baileys Harbor area. With a team of knowledgeable agents on hand to assist with all real estate needs, guests can explore the possibility of owning their own piece of paradise in this picturesque location.

Terra Cottages is a charming lodging establishment located at 969 Cottage Road in the picturesque town of Ellison Bay, Wisconsin, United States. Nestled in a tranquil setting surrounded by nature, Terra Cottages offers cozy and comfortable accommodations for guests looking to relax and unwind. Each cottage is uniquely designed and equipped with modern amenities to ensure a memorable stay. Guests can enjoy the peaceful ambiance of the property, explore the nearby attractions, or simply unwind on the porch with a breathtaking view of the surroundings. With its warm hospitality and serene atmosphere, Terra Cottages is the perfect retreat for those seeking a peaceful getaway in Door County.

Cara's Cabin is a charming log cabin from the 1800s located at 10176 North Water Street in Ephraim, Wisconsin. Managed by the Ephraim Historical Foundation, this cozy cabin offers a blend of vintage charm and modern amenities, making it the perfect destination for a romantic getaway, solo retreat, or a vacation for up to four people. The open-concept layout features a queen bed, full-size futon couch, full bathroom, well-equipped kitchen, back deck, and cozy propane fireplace. Guests can enjoy free Wi-Fi, ROKU TV, and a fully stocked coffee area. Outdoor enthusiasts will appreciate the array of activities available, including kayaks, bicycles, fishing gear, fire pit, and gas grill. The cabin is pet-friendly and child-friendly, with amenities provided for both. Ninety-seven percent of the total booking charges will be refunded for cancellations made more than 60 days prior to the arrival date. The property has increased cleaning standards in response to COVID-19. Book directly with Cara's Cabin for the best rate and availability.

Highview Lodge is a charming institution located at 1535 Range Line Road in Washington, Wisconsin, United States. This versatile establishment offers a range of services including lodging, real estate, and travel assistance. Whether you're looking for a cozy place to stay, interested in buying or selling property, or planning your next vacation, Highview Lodge has you covered. With a prime location and dedicated staff, Highview Lodge is the perfect destination for all your accommodation, real estate, and travel needs.

Larson Cottages, located at 9894 Water Street South in Ephraim, Wisconsin, offers cozy and comfortable lodging for guests looking for a relaxing getaway. Owned by Daryl and Ruann, who have a long history with the property, guests can expect a warm and welcoming stay during their visit. The property has a rich history, originally owned by Daryl's grandparents and now back in the Larson family. Daryl, a former US Marine, and Ruann, a sign language interpreter, live on-site and are dedicated to providing a memorable experience for all guests. Whether you are visiting with family, friends, or as a couple, Larson Cottages offers a peaceful retreat with amenities such as a playground, firepit, and picnic area. In the winter, the property transforms into a winter wonderland, with plans for upgrades and improvements always in the works. Book your stay at Larson Cottages for a truly unforgettable vacation experience.

Dovetail Acres is a unique institution located at 2455 Flint Ridge Road in Sister Bay, Wisconsin. As a real estate agency, we specialize in helping clients find their dream homes or investment properties in the picturesque surroundings of Door County. Our experienced agents are dedicated to providing personalized service and expert guidance throughout the buying or selling process. In addition to our real estate services, Dovetail Acres also operates as a travel agency, offering bespoke vacation packages and accommodations in the stunning Midwest region. Whether you're looking for a cozy cabin retreat or a luxurious waterfront estate, we can help you plan the perfect getaway.

Bauer's Twin Pine Retreat is a premier real estate agency located in the picturesque town of Saint Germain, Wisconsin. Situated at 1015 Phillips Place, this institution specializes in helping clients find their dream vacation homes, investment properties, or permanent residences in the stunning Northwoods region. With a team of experienced and knowledgeable real estate agents, Bauer's Twin Pine Retreat offers personalized service and expert guidance throughout the buying or selling process. Whether you're looking for a cozy cabin by the lake or a luxurious waterfront estate, this agency is dedicated to helping you find the perfect property to suit your needs. Experience the beauty and tranquility of the Northwoods with Bauer's Twin Pine Retreat as your trusted real estate partner.

Welcome to Pickerel Point Executive Home, a luxurious vacation rental located at 7003 Pickerel Lake Road in Saint Germain, Wisconsin, United States. This stunning home offers 3700 square feet of NorthWoods style living space, situated on 470 feet of frontage on beautiful Pickerel Lake. The open concept living, kitchen, and dining area features a "wall of windows" with breathtaking views of the private surroundings. Guests can enjoy easy access to the lakefront area with a dock, perfect for swimming, fishing, or simply relaxing by the water. The lower level of the home boasts a game and entertainment area with a bar, pub-style seating, pool table, and darts, as well as multiple windows facing the lake. Outside, guests can unwind on two decks and a beautiful patio area with unlimited views of the lake. Pickerel Lake is a 581-acre lake known for its Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye fishing.

Elbert's Resort and Condos is a charming lodging establishment located in the heart of Saint Germain, Wisconsin. Situated at 200 Wisconsin 70, this resort offers a cozy and comfortable atmosphere for guests looking to relax and unwind in a tranquil setting. The resort features a variety of well-appointed condos that provide all the comforts of home, including fully equipped kitchens, spacious living areas, and private balconies or patios. Guests can also enjoy the resort's amenities, such as a swimming pool, hot tub, and picnic areas. Whether you're seeking a romantic getaway, a family vacation, or a weekend retreat with friends, Elbert's Resort and Condos is the perfect destination for your next trip to Wisconsin.

Rogers' Retreat Eagle River Vacation Home is a stunning lodging option located at 1434 Watersmeet Lake Road in Eagle River, Wisconsin, United States. Situated along a tranquil lake, this retreat offers breathtaking panoramic views and seamlessly combines modern comfort with the peace of nature. Built in 2023, this Lake Home is perfect for families looking to enjoy the Eagle River Chain of Lakes in a quiet, peaceful setting close to downtown Eagle River. Rogers' Retreat exudes modern charm in an area filled with adventure and serenity. Guests can enjoy amenities such as a 20' Starcraft Deck Boat and a 3-person Yamaha Deluxe for weekend adventures. Explore the nearby lakes and local trails for a truly immersive experience.

Boyer Log Cabin is a charming and rustic institution located at 4948 Sunny Slope Road in Egg Harbor, Wisconsin. Specializing in real estate and travel services, Boyer Log Cabin offers a unique and personalized experience for those looking to buy or rent a log cabin in the beautiful Wisconsin countryside. Whether you are searching for a cozy vacation rental or a permanent residence surrounded by nature, Boyer Log Cabin is dedicated to helping you find the perfect property. With a team of knowledgeable agents and a passion for outdoor living, Boyer Log Cabin is the ideal destination for anyone seeking a peaceful and picturesque escape.

Bridgeport Waterfront Resort is a luxurious lodging institution situated at 50 West Larch Street in the charming town of Sturgeon Bay, Wisconsin. This waterfront resort offers stunning views of the bay and provides guests with a relaxing and unforgettable experience. Whether you are looking for a weekend getaway or a longer stay, Bridgeport Waterfront Resort has everything you need to make your stay comfortable and enjoyable. In addition to lodging services, the resort also operates as a real estate agency, helping guests find their dream vacation home or investment property in the area. Book your stay at Bridgeport Waterfront Resort and immerse yourself in the beauty of Sturgeon Bay.

Lake Bastine Lodge is a charming real estate and travel agency located in Butternut, Wisconsin. Situated at 6550w Turtle Flambeau Dam Road, this institution specializes in providing unique and picturesque properties for sale or rent in the beautiful Lake Bastine area. Whether you are looking for a cozy cabin for a weekend getaway or a luxurious lakeside retreat, Lake Bastine Lodge has something for everyone. Their team of experienced agents are dedicated to helping you find the perfect property to suit your needs and create unforgettable memories in this stunning natural setting. Visit Lake Bastine Lodge today and start your journey to owning a piece of paradise in Wisconsin.

J&M Northern Getaways is a premier real estate and travel agency located at 8629 Bo Di Lac Drive in the picturesque town of Minocqua, Wisconsin, United States. Specializing in providing unforgettable vacation experiences in the Northern Wisconsin region, J&M Northern Getaways offers a wide range of rental properties and travel packages to suit every traveler's needs. Whether you're looking for a cozy cabin in the woods or a luxurious lakeside retreat, our experienced team is dedicated to helping you find the perfect getaway. Contact us today to start planning your next adventure with J&M Northern Getaways.

Minocqua Cabin is a charming real estate and travel agency located at 8920 Hartman Road in the picturesque town of Minocqua, Wisconsin, United States. Specializing in cozy cabin rentals and real estate properties in the heart of the Northwoods, Minocqua Cabin offers the perfect retreat for those looking to escape the hustle and bustle of city life. Whether you're seeking a peaceful lakeside getaway or a rustic cabin in the woods, our knowledgeable staff is dedicated to helping you find the perfect property to suit your needs. Experience the beauty and tranquility of Minocqua with Minocqua Cabin as your guide.