TOP 10 Countryside vacation rentals in Wisconsin

Point House Vacation Cottage is a charming lodging establishment located at 1328 Hemlock Road in the picturesque town of Saint Germain, Wisconsin, United States. Nestled in a serene and tranquil setting, this cozy cottage offers a perfect retreat for those looking to escape the hustle and bustle of city life. With its comfortable accommodations and scenic surroundings, Point House Vacation Cottage provides guests with a relaxing and rejuvenating getaway experience. Whether you're looking to unwind by the fireplace, explore the nearby nature trails, or simply enjoy the peace and quiet of the countryside, this charming cottage is the ideal destination for your next vacation.

Northern Haven Vacation Rentals of Door County is a real estate and travel agency located at 6664 Wisconsin 57 in Baileys Harbor, Wisconsin, United States. We offer some of the most beautiful vacation rental properties in Door County, known for its stunning scenery, charming villages, dining options, and recreational activities. Our dedicated team is always ready to cater to your needs and provide you with a delightful home-away-from-home experience. With over a decade of experience, we offer round-the-clock access to our office and maintenance support network, ensuring a stress-free vacation experience. Come stay at our waterfront property in Jacksonport, with a wooded lot and accommodations for up to 10 guests (no pets allowed). Book your trip with Northern Haven Vacation Rentals for a truly unforgettable vacation in Door County, Wisconsin.

Ritter Cottage Rentals is a premier real estate and travel agency located at 7451 West Wakefield Lake Road in Saint Germain, Wisconsin. We specialize in providing luxurious and comfortable cottage rentals for those looking to escape the hustle and bustle of city life and enjoy a peaceful retreat in the beautiful Wisconsin countryside. Our expert team is dedicated to helping you find the perfect vacation rental that suits your needs and preferences. Whether you're looking for a cozy cabin for a romantic getaway or a spacious lakeside retreat for a family vacation, Ritter Cottage Rentals has the perfect property for you. Book your dream vacation today and experience the ultimate relaxation and rejuvenation at one of our exquisite cottage rentals.

Wisconsin Cottage Rentals offers cozy and charming accommodations in the heart of Washington, Wisconsin. Our cottages are the perfect getaway for those looking to escape the hustle and bustle of city life and enjoy a peaceful retreat in the beautiful countryside. Each cottage is fully equipped with all the amenities you need for a comfortable stay, including a fully stocked kitchen, cozy living area, and private outdoor space. Whether you're looking for a romantic weekend getaway or a fun family vacation, Wisconsin Cottage Rentals has the perfect spot for you. Come and experience the beauty of Wisconsin while staying in our charming cottages.

Countryside Cottages is a charming lodging institution located at 3430 County F in the picturesque town of Fish Creek, Wisconsin, United States. Nestled in the tranquil countryside, our cottages offer a serene escape from the hustle and bustle of everyday life. Each cottage is beautifully appointed with modern amenities and cozy furnishings, creating a warm and inviting atmosphere for guests to relax and unwind. Whether you're looking for a romantic getaway or a peaceful retreat, Countryside Cottages provides the perfect setting for a memorable stay in the heart of nature.

Pine Cone Place Rentals is a reputable real estate and travel agency located at 7729 Channel Road in the picturesque town of Eagle River, Wisconsin, United States. Our agency specializes in providing top-quality vacation rental properties, from cozy cabins to luxurious waterfront homes, ensuring that our clients have a comfortable and memorable stay in this beautiful area. With our personalized service and attention to detail, Pine Cone Place Rentals is the perfect choice for your next getaway in the Northwoods of Wisconsin. Contact us today to book your dream vacation rental!

Westby House Vacation Rental is a charming lodging option located at 200 West State Street in the quaint town of Westby, Wisconsin. As a real estate and travel agency, we specialize in providing guests with comfortable and convenient accommodations for their vacation stay. Our cozy rooms and welcoming atmosphere make us the perfect choice for those looking to experience the beauty and charm of the Midwest. Whether you're looking for a weekend getaway or an extended stay, Westby House Vacation Rental is the ideal choice for your next trip.

Lucas Rentals is a versatile institution located at N 1425 County Road XX in Fall Creek, Wisconsin, United States. Offering a range of services including campground facilities, car rentals, lodging options, park amenities, and a store for all your camping needs. Whether you're looking to pitch a tent, rent a vehicle, book a cozy cabin, explore the nearby park, or stock up on supplies, Lucas Rentals has everything you need for a comfortable and enjoyable stay in the beautiful Wisconsin countryside.

Perry Mound Rentals is a charming lodging establishment located at 101 Perry Mound Road in the picturesque town of Balsam Lake, Wisconsin. Offering cozy and comfortable accommodations, Perry Mound Rentals is the perfect getaway for those looking to relax and unwind in a serene natural setting. With a variety of rental options to choose from, guests can enjoy a peaceful retreat surrounded by the beauty of the Wisconsin countryside. Whether you're looking for a romantic weekend escape or a fun family vacation, Perry Mound Rentals has something for everyone. Book your stay today and experience the tranquility of Balsam Lake at Perry Mound Rentals.

Logan Mill Lodge offers a unique lodging experience in Westby, Wisconsin. Our vacation rental and extended stay apartments provide a cozy and comfortable environment for guests looking to relax and unwind. Located on 2nd Street East, our lodge is conveniently situated near local attractions and amenities. Whether you're visiting for a weekend getaway or an extended stay, Logan Mill Lodge is the perfect home away from home. Enjoy the beauty of the Wisconsin countryside while staying in our charming accommodations. Book your stay with us today!

Bayfield Wisconsin Rentals is a reputable real estate and travel agency located at 225 East Lynde Avenue in Bayfield, Wisconsin, United States. We offer a wide range of rental properties in the charming town of Bayfield, known for its stunning views of Lake Superior and its proximity to the Apostle Islands. Whether you're looking for a cozy cabin for a weekend getaway or a luxurious waterfront home for a longer stay, our experienced agents are here to help you find the perfect rental property to suit your needs. Contact us today to start planning your next vacation in beautiful Bayfield, Wisconsin.

Superior Horizons - Carriage House Rental is a charming lodging option located in Bayfield, Wisconsin. Situated at 87045 Wisconsin 13 Trunk, this institution offers cozy and comfortable accommodations for travelers looking to explore the beautiful surroundings of Bayfield. As a real estate agency and travel agency, Superior Horizons provides a seamless experience for guests looking to rent a carriage house for their stay. Whether you are looking for a weekend getaway or a longer vacation, Superior Horizons - Carriage House Rental is the perfect choice for your lodging needs in Bayfield, Wisconsin.

Recreational Rental Properties, Inc. is a premier real estate and travel agency located at 9993 North Grand Pines Lane in Hayward, Wisconsin, United States. We specialize in providing luxurious and comfortable rental properties for vacationers looking to explore the beautiful Northwoods region. Our properties are meticulously maintained and offer a wide range of amenities to ensure a relaxing and enjoyable stay. Whether you're looking for a cozy cabin by the lake or a spacious vacation home for the whole family, we have the perfect property for you. Contact us today to book your dream getaway in Wisconsin's picturesque countryside.

Lake Port is a charming vacation rental located in Pepin, Wisconsin, offering a peaceful retreat for those looking to escape the hustle and bustle of city life. Situated on the shores of Lake Pepin, guests can enjoy stunning views of the water and surrounding nature. This real estate and travel agency offers a range of rental options to suit every traveler's needs, from cozy cabins to spacious lakefront homes. Whether you're looking for a romantic getaway or a family vacation, Lake Port has something for everyone. Book your stay today and experience the beauty of Wisconsin's countryside.

Upper Place Vacation Cottage is a charming lodging option located at 303 Main Street in Gays Mills, Wisconsin. As a combination of a vacation rental property and real estate/travel agency, this institution offers guests a cozy and comfortable stay in a picturesque setting. Whether you are looking for a weekend getaway or a longer stay, Upper Place Vacation Cottage is the perfect choice for those seeking a home away from home in the beautiful countryside of Wisconsin. With personalized service and a range of amenities, including fully-equipped kitchens and scenic views, this institution is sure to make your stay unforgettable.

Rustic Roadhaus is a charming bar and restaurant located at 5194 U.S. 51 in the picturesque town of Manitowish Waters, Wisconsin. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal or relaxing with a drink. The menu features a variety of mouthwatering dishes, ranging from classic comfort food to gourmet entrees. Whether you're looking for a casual dining experience or a place to unwind with friends, Rustic Roadhaus is the perfect spot to enjoy great food and good company.

Greenhills Log Cabin is a charming bar and restaurant located in the heart of Conover, Wisconsin. Situated at 226 U.S. 45, this rustic log cabin offers a cozy and inviting atmosphere for guests to enjoy delicious food and drinks. Whether you're looking to unwind after a long day of exploring the nearby trails or simply want to indulge in a hearty meal, Greenhills Log Cabin is the perfect spot to relax and recharge. With a menu featuring classic comfort food favorites and a well-stocked bar serving up a variety of beverages, this institution is sure to satisfy your cravings. Come visit Greenhills Log Cabin for a memorable dining experience in a picturesque setting.

Whitecap Mountains Resort is a charming lodging institution nestled in the picturesque town of Upson, Wisconsin. With its prime location at 9106 West Co Road East, this resort offers guests a serene and tranquil escape from the hustle and bustle of everyday life. Surrounded by the stunning natural beauty of the Wisconsin countryside, Whitecap Mountains Resort provides a perfect retreat for those seeking relaxation and rejuvenation. Whether you are looking for a romantic getaway, a family vacation, or an outdoor adventure, this resort has something for everyone. From cozy cabins to luxurious suites, guests can choose from a variety of accommodations to suit their needs. With top-notch amenities, delicious dining options, and a host of recreational activities, Whitecap Mountains Resort promises an unforgettable experience for all who visit.

Italian Inn & Cabins is a charming lodging establishment located at N14835 U.S. 141 in Amberg, Wisconsin. Offering a cozy and comfortable atmosphere, guests can choose between staying in one of the inn's beautifully decorated rooms or in one of the rustic cabins on the property. The Italian-inspired decor adds a touch of elegance to the accommodations, making for a memorable stay. Whether you're looking for a peaceful retreat or a convenient stopover during your travels, Italian Inn & Cabins provides a welcoming environment for guests to relax and unwind. With its convenient location and friendly staff, this institution is the perfect choice for those looking for a unique lodging experience in the heart of Wisconsin.

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.

Joe Miller's Cottages LLC is a charming lodging establishment located at 6600 W Miller Road in Butternut, Wisconsin, United States. Nestled in a picturesque setting, guests can enjoy cozy cottages surrounded by nature. The cottages are well-equipped with modern amenities to ensure a comfortable stay for visitors. Whether you are seeking a relaxing getaway or an adventurous outdoor experience, Joe Miller's Cottages LLC offers the perfect retreat. With its peaceful ambiance and convenient location, this institution is the ideal choice for travelers looking to unwind and reconnect with nature.

Cry of the Loon Resort is a charming lodging establishment located at 6505 Omearas Road South in Butternut, Wisconsin, United States. Nestled in a picturesque setting, this resort offers cozy accommodations and breathtaking views of the surrounding nature. Guests can enjoy the peaceful atmosphere and the sound of the iconic loons that reside in the nearby lakes. With comfortable rooms, friendly staff, and a variety of amenities, Cry of the Loon Resort is the perfect destination for a relaxing getaway in the heart of Wisconsin's beautiful countryside.

Flambeau Lodging is a charming lodging establishment located at 4816 County Highway FF in Mercer, Wisconsin, United States. Nestled in the heart of the Northwoods, this cozy retreat offers comfortable accommodations for travelers looking to experience the beauty of the surrounding area. Whether you are seeking a peaceful getaway or an outdoor adventure, Flambeau Lodging provides the perfect base for exploring all that Wisconsin has to offer. With its convenient location and welcoming atmosphere, guests can relax and unwind in a tranquil setting while enjoying all the amenities and comforts of home. Experience the magic of the Northwoods at Flambeau Lodging.

Welcome to Country House Resort, located at 2468 Sunnyside Road in Sister Bay, Wisconsin, United States. Our resort offers stunning views of Sister Bay, with 46 rooms and suites that cater to a variety of needs and tastes. Whether you're on a honeymoon, romantic getaway, girl's weekend, or golf trip, we have the perfect accommodations for you. Our resort features 1,100 feet of shoreline, 27 wooded acres, an oversized outdoor whirlpool, heated outdoor swimming pool, kayaks, multi-speed bikes, nature trail with benches, free Wi-Fi, shoreline dock, tennis and pickleball court, and more. During certain seasons, we offer a buffet breakfast, and during quieter times, a Grab N Go breakfast is provided.

Steffen's Cedar Lodge is a charming lodging facility located at 1070 Old West Harbor Road in Washington, Wisconsin, United States. Nestled in a serene and picturesque setting, the lodge offers a cozy and comfortable retreat for guests seeking a peaceful getaway. The rustic cedar cabins provide a warm and inviting atmosphere, perfect for relaxing after a day of exploring the nearby attractions. With friendly staff, beautiful surroundings, and modern amenities, Steffen's Cedar Lodge is the ideal destination for a memorable stay in the heart of nature.

Pioneer Acres Cottages is a charming lodging institution located at 2965 County Q in Ephraim, Wisconsin, United States. Nestled in the heart of Door County, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. The cottages are beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the scenic views of the surrounding countryside and take advantage of nearby attractions such as hiking trails, wineries, and quaint shops. Whether you're looking for a romantic getaway or a family vacation, Pioneer Acres Cottages is the perfect destination for your next trip to Door County.

The Shallows Resort is a charming family-owned lodging institution located at 7353 Horseshoe Bay Road in Egg Harbor, Wisconsin. Since 1968, this resort has been offering guests a relaxing and fun getaway along 400 feet of private Green Bay shoreline. Surrounded by a canopy of trees, The Shallows Resort provides a peaceful retreat with waterfront and wooded accommodations. Guests can enjoy a variety of activities such as tennis, kayaking, fishing, lounging by the pool, biking, and watching breathtaking sunsets on the bay. The resort also offers bonfires on the beach for a cozy evening experience. For those seeking a more private vacation setting, The Shallows Resort offers a range of accommodations including Wisconsin cottages and luxury rental homes. All guests have access to the resort's amenities for a comfortable and enjoyable stay.

The Inn at Pinewood is a charming lodging establishment located at 1820 Silver Forest Lane in the picturesque town of Eagle River, Wisconsin, United States. Situated amidst the tranquil surroundings of the Northwoods, this cozy inn offers a peaceful retreat for guests looking to unwind and relax. The Inn at Pinewood features comfortable rooms, inviting common areas, and personalized service to ensure a memorable stay for all visitors. Whether you are seeking a romantic getaway, a family vacation, or a solo escape, the Inn at Pinewood provides a welcoming atmosphere and a convenient location to explore the beauty of northern Wisconsin.

East Shorewood Cottages is a charming lodging institution located at 2726 E Shorewood Rd in Baileys Harbor, Wisconsin. Nestled in a picturesque setting, this cozy retreat offers a peaceful and relaxing getaway for guests looking to escape the hustle and bustle of city life. The cottages are beautifully appointed with modern amenities and feature stunning views of the surrounding natural beauty. Whether you're seeking a romantic weekend escape or a family vacation, East Shorewood Cottages provides the perfect setting for a memorable stay in the heart of the United States.

Quiet Comfort Cabins is a real estate and travel agency located at 8087 Lost Lake Drive North in the picturesque town of Saint Germain, Wisconsin, United States. Offering cozy and peaceful cabin rentals, our institution specializes in providing a serene and relaxing getaway for individuals and families looking to escape the hustle and bustle of everyday life. With a focus on comfort and tranquility, Quiet Comfort Cabins is the perfect destination for those seeking a rejuvenating and unforgettable vacation experience in the heart of nature.