Holiday rentals in Winnebago County

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Top-rated holiday rentals in Winnebago County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Thompson

4.95 out of 5 average rating, 127 reviews

Split Pine | Updated Cottage w/ W/D | Near Hunting

Experience the convenience of a private home in the heart of Winnebago County in Thompson, Iowa. Whether you’re visiting for a few days or an extended stay, Split Pine offers accommodations for up to six guests, a fully equipped kitchen, in-home laundry, high-speed Wi-Fi, and a newly remodeled tiled walk-in shower. Located along Highway 9 and within walking distance of local dining, Split Pine provides a comfortable home base for families, business travelers, and project teams exploring the area

Guest favourite

The living area features a spacious layout with carpet flooring. A comfortable sofa and a dining table with chairs are visible. Windows dressed with gray curtains allow natural light to brighten the space. A television is mounted on the wall, adding convenience for entertainment.

Home in Lake Mills

4.88 out of 5 average rating, 41 reviews

Hike, Fish & Boat: Lake Mills Home w/ Yard

26 Mi to Clear Lake | Close to Parks, Local Farm Tours & Antique Shops | Free WiFi Ready for a taste of rural charm? Book a stay at this 3-bed, 1.5-bath vacation rental, nestled in the countryside of Lake Mills — where small-town warmth meets big adventures! This home features a cozy living area with a Smart TV, yard space for stargazing, and proximity to attractions and outdoor recreation. Cast a line at Clear Lake, visit the shops downtown, or take a day trip to Mason City!

Top guest favourite

A three-story house showcases a blend of brick and stucco exteriors, framed by lush greenery. The entrance features a small porch with steps leading to a front door, complemented by decorative plants on either side. An American flag and another flag are visible in front.

Home in Lake Mills

4.98 out of 5 average rating, 82 reviews

The 1916 House

The 1916 House is your premier choice for large group lodging! We have a full kitchen, 4 bedrooms, 2 sun porches with sofa sleepers, 3 full bathrooms, and living room. The house can accommodate up to 12 people. We are located in the heart of Lake Mills, IA. • 10 miles from Diamond Jo Casino • 7 miles from Happy Time Resort • 10 miles from Country View Acres No pets allowed.

Guest favourite

A bright kitchen features large windows allowing natural light to fill the space. A marble-topped island is surrounded by wooden stools, providing seating. Light-toned cabinetry complements the stainless steel appliances, including a gas stove and refrigerator, creating a functional and inviting cooking area.

Home in Lake Mills

4.95 out of 5 average rating, 22 reviews

1900 Home | King Bed | Deck l Near Mini Golf

Welcome to our cozy, character-filled home. This older home offers a comfortable, peaceful stay with classic charm and modern essentials. Perfectly situated near local park/pool, downtown shops, and scenic nature spots — an ideal getaway for families, couples, or solo travelers looking to experience small-town Iowa hospitality.

A studio apartment features a queen bed with a patterned coverlet and a comfortable, sun-faded easy chair beside it. A wooden bookshelf filled with books stands against the wall, and natural light filters through a window adorned with light curtains.

Flat in Forest City

4.89 out of 5 average rating, 37 reviews

Cute and cozy in Forest City!

Keep it simple at this peaceful and centrally-located studio downtown Forest City. This cute, upstairs unit provides all the necessities and the prime location means it's just a short walk to shopping, restaurants, Waldorf University, Winnebago Industries, public library and so much more!

Guest favourite

A cozy living area showcases a comfortable sofa and an armchair, complemented by a wooden coffee table. Large windows adorned with wooden blinds allow natural light to fill the space, while a stylish rug adds warmth to the room's neutral decor.

Home in Buffalo Center

4.95 out of 5 average rating, 43 reviews

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Whether you come to Buffalo Center for business or to visit family and friends, enjoy a stylish experience at this centrally-located home away from home.

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