TOP 10 Countryside cottages in Wisconsin

PineSide Cottage is a charming real estate and travel agency located at 7492 County Road A in Baileys Harbor, Wisconsin. Our agency specializes in helping clients find their dream vacation home or rental property in the picturesque surroundings of Door County. Whether you are looking for a cozy cottage by the lake or a luxurious beachfront villa, our experienced agents are here to assist you every step of the way. With a commitment to exceptional service and personalized attention, PineSide Cottage is your trusted partner in finding the perfect getaway destination. Contact us today to start planning your next unforgettable vacation experience.

Rise & Shine Cottage is a charming real estate and travel agency located at 4052 Snake Island Road in Sturgeon Bay, Wisconsin. Our agency specializes in helping clients find their dream vacation rental or second home in the picturesque surroundings of Sturgeon Bay. With personalized service and a commitment to excellence, Rise & Shine Cottage is dedicated to helping you make the most of your time in this beautiful region. Whether you are looking for a cozy cottage for a weekend getaway or a luxurious waterfront property, we are here to make your dreams a reality. Visit us today and let us help you find the perfect place to rise and shine in Sturgeon Bay.

Woodside Cottages of Bayfield is a charming lodging facility located in Bayfield, Wisconsin, United States. Nestled on South Co Highway J, this institution offers cozy and comfortable cottages for guests looking to experience the beauty of the area. Surrounded by lush greenery and peaceful surroundings, Woodside Cottages provides a serene retreat for visitors. Whether you are looking for a romantic getaway or a family vacation, this institution offers a relaxing and picturesque setting. Enjoy the tranquility of Bayfield while staying at Woodside Cottages.

The Charming Lucky Cottage is a cozy and inviting lodging located at 1667 250th Avenue in Luck, Wisconsin, United States. This charming cottage offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Surrounded by nature, guests can relax and unwind in the serene setting of the countryside. The cottage is tastefully decorated and equipped with all the amenities needed for a comfortable stay. Whether you are looking for a romantic getaway or a family vacation, The Charming Lucky Cottage is the perfect destination for a memorable stay.

Hawk's View Cottages and Lodges is a charming lodging institution located at 17 North Street in Fountain City, Wisconsin, United States. Nestled in a picturesque setting, guests can enjoy the serene surroundings and breathtaking views of the surrounding countryside. The cottages and lodges offer comfortable accommodations with modern amenities, making it the perfect retreat for a relaxing getaway. Whether you're looking for a romantic escape or a family vacation, Hawk's View Cottages and Lodges provides a peaceful and rejuvenating experience for all guests.

Cozy Corner Cottages is a charming lodging destination located at 8071 County Road ZB in Onalaska, Wisconsin, United States. As a combination of a real estate and travel agency, we offer cozy and comfortable cottages for rent in a picturesque setting. Whether you are looking for a peaceful getaway or a romantic retreat, our cottages provide the perfect escape. With personalized service and attention to detail, Cozy Corner Cottages ensures a relaxing and memorable stay for all guests. Experience the beauty of Wisconsin at our quaint and welcoming establishment.

Wells Lakeside Cottages is a charming lodging institution located at W4926 County Road G in Mauston, Wisconsin, United States. Nestled by the lakeside, this cozy retreat offers a peaceful and picturesque setting for guests to relax and unwind. The cottages are well-appointed and provide all the comforts of home, with stunning views of the lake just steps away. Whether you're looking for a romantic getaway or a family vacation, Wells Lakeside Cottages is the perfect destination for a memorable stay in the beautiful Wisconsin countryside.

Sheer Memories Guest Cottage is a charming accommodation located at 6351 County Highway P in Muscoda, Wisconsin, United States. This cozy cottage offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. Surrounded by beautiful countryside, guests can enjoy the serene surroundings and create lasting memories during their stay. The cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway or a quiet retreat, Sheer Memories Guest Cottage is the perfect destination for your next vacation.

The Cottage is a charming lodging establishment located at 1120 County Road A in Grand Marsh, Wisconsin. Nestled in a serene and picturesque setting, this cozy retreat offers a relaxing escape from the hustle and bustle of everyday life. The Cottage provides comfortable accommodations with modern amenities, making it the perfect destination for a weekend getaway or a longer stay. Whether you're looking to unwind in nature, explore the local area, or simply enjoy some peace and quiet, The Cottage is the ideal place to relax and rejuvenate. Experience the beauty of Wisconsin at The Cottage.

Kettle Moraine Cottage Bed & Breakfast is a charming lodging establishment located in Eagle, Wisconsin. Nestled on Touhy Road, this cozy B&B offers a peaceful retreat in the beautiful Kettle Moraine region. Guests can enjoy comfortable accommodations in a quaint cottage setting, complete with modern amenities and warm hospitality. Whether you're looking for a romantic getaway or a relaxing escape in nature, Kettle Moraine Cottage Bed & Breakfast is the perfect destination for a memorable stay.

Grandma's Cottage is a charming lodging located on Muskego Dam Drive in Muskego, Wisconsin. This cozy retreat offers a home away from home for guests looking for a peaceful and welcoming place to stay. The cottage is filled with vintage decor and modern amenities, making it the perfect blend of comfort and nostalgia. Whether you're looking for a weekend getaway or a longer stay, Grandma's Cottage is the ideal destination for a relaxing and memorable experience in the heart of Wisconsin.

Lenawee Getaway Cottage is a charming retreat nestled in the scenic surroundings of Herbster, Wisconsin. This cozy cottage offers a peaceful escape from the hustle and bustle of everyday life, making it the perfect destination for a relaxing vacation or weekend getaway. As a real estate and travel agency, Lenawee Getaway Cottage provides top-notch service to help guests find their ideal vacation rental or plan the perfect trip. Whether you're looking for a romantic retreat for two or a family-friendly vacation spot, Lenawee Getaway Cottage has something for everyone. Book your stay today and experience the beauty and tranquility of Herbster, Wisconsin at Lenawee Getaway Cottage.

Porcupine Cottage is a charming institution located at N5031 County Highway D in Arkansaw, Wisconsin. As a real estate agency, we specialize in helping clients find their dream vacation home or investment property in the beautiful Wisconsin countryside. Our team of experienced agents is dedicated to providing personalized service and expert guidance throughout the buying or selling process. In addition to our real estate services, Porcupine Cottage also operates as a travel agency, offering unique vacation rental opportunities in the area. Whether you're looking for a cozy cabin retreat or a spacious lakeside villa, we have a variety of options to suit every traveler's needs.

Herbster Cottage, LLC is a charming vacation rental located at 86655 Lenawee Road in Herbster, Wisconsin. Surrounded by the natural beauty of the Wisconsin countryside, this cozy cottage offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. With comfortable accommodations and modern amenities, Herbster Cottage is the perfect place to relax and unwind. Whether you're looking for a romantic getaway or a fun family vacation, Herbster Cottage, LLC has everything you need for a memorable stay in the heart of the Midwest.

Country Pines Cottage is a charming institution located at E8961 Torgerson Drive in Westby, Wisconsin. As both a real estate and travel agency, we specialize in helping clients find their perfect getaway in the picturesque countryside of Wisconsin. Whether you're looking to buy a cozy cottage nestled among the pines or seeking a relaxing vacation rental, our dedicated team is here to assist you every step of the way. Come visit us at Country Pines Cottage and let us help you find your own slice of paradise in the heart of the Midwest.

Stones Throw Cottage is a charming real estate and travel agency located at 12006 County X in Bagley, Wisconsin, United States. Specializing in vacation rentals and property sales, Stones Throw Cottage offers a variety of cozy cottages and homes for visitors looking to explore the beautiful countryside of Wisconsin. Whether you're looking for a weekend getaway or a permanent vacation home, our knowledgeable staff is here to help you find the perfect property. Visit us today to start planning your next adventure at Stones Throw Cottage.

The Landing Cottage is a charming real estate and travel agency located at 12014 County X in Bagley, Wisconsin, United States. Our agency specializes in providing personalized services for buying, selling, or renting vacation homes and cottages in the beautiful Wisconsin countryside. Whether you are looking for a cozy retreat or a spacious getaway, our experienced team is dedicated to helping you find the perfect property to suit your needs. With our knowledge of the local real estate market and our commitment to exceptional customer service, The Landing Cottage is your go-to destination for all your real estate and travel needs in Bagley and beyond. Contact us today to start your journey towards finding your dream home away from home.

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.

Chickadee Cottage is a charming real estate and travel agency located on Chickadee Lane in Richland Center, Wisconsin, United States. Our agency specializes in helping clients find their dream homes or vacation rentals in the picturesque countryside of Wisconsin. Whether you are looking to buy a cozy cottage or plan a relaxing getaway, our experienced team is dedicated to providing top-notch service and personalized assistance. Visit Chickadee Cottage today and let us help you find the perfect property for your needs.

Banner Cottage is a charming lodging institution located in the picturesque town of Stockholm, Wisconsin, United States. Nestled in a serene and tranquil setting, Banner Cottage offers a cozy and comfortable accommodation for guests looking to escape the hustle and bustle of city life. The cottage features well-appointed rooms, modern amenities, and a warm and welcoming atmosphere. Whether you are looking for a romantic getaway, a family vacation, or a peaceful retreat, Banner Cottage is the perfect destination for your next stay in Stockholm. Experience the beauty of the Wisconsin countryside and unwind in this idyllic retreat.

The Flyway Cottage is a charming lodging located at 130 North Street in Fountain City, Wisconsin, United States. This cozy retreat offers a peaceful and scenic setting, perfect for a relaxing getaway. The cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay for guests. Surrounded by nature and close to the Mississippi River, The Flyway Cottage is an ideal destination for those looking to unwind and reconnect with the great outdoors. Whether you're seeking a romantic escape or a family vacation, this quaint cottage provides a welcoming atmosphere for all. Book your stay at The Flyway Cottage and experience the beauty of Wisconsin's countryside.

The Cottages at Trillium, located at 2 Craig Avenue in Madison, Wisconsin, offer convenience, design, and affordability in the ultimate package. Situated just off University Ave on the west side of Madison, our community is close to shopping, dining, work, and play. With easy access to Hilldale Shopping Center, West Towne Mall, and the Beltline Highway, our intimate community is the perfect place to call home. Operated under the Affordable Housing Program, The Cottages at Trillium cater to moderate-, middle-, or low-income households. Applicants must meet qualifying standards set by the government and the Managing Agent. We offer an initial 12-month lease term for our residents.

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.

The Inn Bed and Breakfast in Montreal, Wisconsin offers a charming and cozy lodging experience in a historic building located at 104 Wisconsin Avenue. Guests can enjoy comfortable rooms, delicious breakfast options, and a warm and inviting atmosphere during their stay. Whether you are visiting for a relaxing getaway or exploring the beautiful surroundings of Montreal, The Inn Bed and Breakfast is the perfect place to call home during your travels. With its convenient location and friendly staff, this charming establishment is sure to provide a memorable and enjoyable stay for all guests.

Sunrise Acres Resort is a charming lodging institution nestled in the heart of Saint Germain, Wisconsin. Located at 1730 Old Highway C Road, this tranquil retreat offers a peaceful escape from the hustle and bustle of city life. The resort features cozy cabins and cottages surrounded by lush greenery and breathtaking views of the countryside. Guests can enjoy a variety of outdoor activities such as fishing, hiking, and kayaking, or simply relax and unwind in the serene surroundings. With its warm hospitality and picturesque setting, Sunrise Acres Resort is the perfect destination for a relaxing getaway in the beautiful Northwoods of Wisconsin.

Eagle's Post Resort is a charming lodging establishment nestled in the heart of Boulder Junction, Wisconsin. Located at 9408 Fishtrap Lake Road, this tranquil retreat offers guests a peaceful escape surrounded by the beauty of nature. The resort features cozy cabins and cottages, perfect for a relaxing getaway with family and friends. Guests can enjoy fishing, hiking, and other outdoor activities right at their doorstep. With warm hospitality and comfortable accommodations, Eagle's Post Resort is the perfect destination for those seeking a peaceful and rejuvenating retreat in the picturesque Wisconsin countryside.

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.

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.