
Holiday rentals in Lake Winnebago
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Top-rated holiday rentals in Lake Winnebago
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Soaking Pool • Hot Tub • 27 min to Arrowhead
Escape to KCcabin — a modern, secluded retreat in the Lake Lotawana area (no lake access). This new-build hideaway offers 2 bedrooms plus bunk beds, NEWLY ADDED soaking pool and hot tub with wooded views, spacious deck & grill, 65" smart TV, WiFi, washer/dryer, and a workspace with standing desk. Just minutes to dining, marinas, and only 30 min to downtown KC. Perfect for families, couples, or remote work getaways. If you'd like to view a walkthrough video, message me and I can send you a link.

Cozy home, World Cup- walk to FIFA Fan Shuttle
The Harris House is a real gem nestled in the heart of Historic DT Lee’s Summit! Just steps away, enjoy shopping, restaurants/bars, coffee shops, Farmer’s Market, & much more! Across the street is Harris Park & Summit Waves water park! Catch a train ride on the Amtrak, or just enjoy the nostalgic sound of the trains as they travel thru this quaint little town! Perfect space for out of town work! Easy hi-way access to Chiefs & Royals stadiums, DT KC, The Plaza, about 20 min from everything KC!

New Cabin for an Adventure!
Beautiful Western Cabin that is well appointed for a once in a lifetime memorable night or two. The Cabin is secluded and nestled at the base of a ridge line with views of wildlife in the field. Flagstone patio, Table, BBQ, and open firepit provide an ambience with the outdoors to gaze at the stars. For bedding down, step inside the Cabin to a Living room,Queen bed and loft above with two beds, bathroom and shower,TV, StarLink,Full kitchen,LG Washer/Dryer,Coffee maker, and a designer decor.

Charming Getaway just south of Kansas City
*This is a smoke-FREE property* Do you have fond memories of staying at grandma's house as a kid? Then you'll love our spacious 1200 sq foot guest house on our beautifully treed, secluded 3 acre property, complete with hobby farm animals. Whether you are coming to visit the KC Metro area or looking to get away from the city, we have you covered. Located just off of I-49 highway, we are less than 30 minutes from the Country Club Plaza, Kauffman and Arrowhead Stadiums, and Downtown Kansas City.

The Cottage
The Cottage, with a studio style layout, is a bright and clean space just one mile from historic downtown lees summit with local shops, bars and restaurants. The cottage is ~20 min from downtown Kansas City and 15 min from Kaufman and Arrowhead Stadium. This newly renovated 1900s milk barn is unique and special with a lot of charm, with a few of the modern conveniences. Guests are welcome to take advantage of the two acre landscaped yard and enjoy a delicious s’more at the outdoor fire pit!

Cozy Private Barndominium/studio
Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Oasis w/Pool & Billiards/Stadiums & Midtown Nearby
Designed for groups, this 3-bedroom (total of four beds) home features a multi-level deck, seasonal outdoor pool, and a lower-level recreation room with a billiards table and wet bar. You will find multiple lounge areas equipped with large smart TVs and a Sonos sound system. The main floor offers an open kitchen and living area, while the backyard provides ample space for outdoor dining and gathering around the firepit. Located a short drive from local stadiums and downtown attractions.

Drew's Den in Historic Downtown Pleasant Hill, MO
Stay in private unit in Historic Downtown Pleasant Hill! Suite is located right on the Rock Island/Katy Trail! Beautiful 1920's home renovated into 3 private suites. This suite features a private bedroom with king memory foam bed, bath and full kitchen. Watch a movie in the spacious living area or curl up with a book in the bay window. In suite laundry provided for your convenience. Kitchen provides fridge, stove, microwave, coffee maker, toaster and basic cooking utensils.

Nick's Place
*This is a smoke-FREE property* Need a home away from home? Come stay in our beautiful, fully renovated A-frame home on 3 secluded acres. Whether you are coming to visit the KC area or looking to get away from the city, we have you covered. Located just off 150 Hwy with quick easy access to I-49 Hwy, and 291 Hwy we are 30 minutes from the Country Club Plaza, Kauffman and Arrowhead Stadiums, and Downtown Kansas City. 50 minutes from Kansas City International Airport.

Stay at Whispering Pines
Whispering Pines in Lee's Summit Missouri offers a nature-framed retreat with city convenience. Wake to quiet trees, unwind in stylish, comfortable spaces, and get everything you need for work and rest—strong Wi-Fi, full kitchen, laundry, and seamless self-check-in. Great for couples, families, and business travelers. Central to local parks, lakes, employers, and dining. Clean, dependable, and thoughtfully hosted for a stress-free stay.

OneNinth-Luxury Downtown Retreat
Experience comfort & style in this spacious 4-bedroom, 6-bed retreat near Downtown Lee’s Summit. Perfect for families or professionals, it boasts 2 living spaces, 5 Roku TVs, a fully stocked kitchen, & a pet-friendly upstairs. Enjoy the private yard, outdoor lounge, front porch swing, & basement games. Located in a quiet cul-de-sac, it’s close to shops, bars, & restaurants. Ideal for getaways, holidays, work trips, or stay-cations!

Cozy cottage, perfect for traveling families.
There is a cozy gas fireplace that always sets the right mood. The open kitchen is fully equipped for cooking & baking. The back yard is fenced-in, perfect for kids & pets. There is a pond and lovely nature trail just outside the back gate and a children's park across the street in the front of the house. Walkable to nearby grocery, wine/spirits, gym, & restaurants. Available for 27 day rentals or more.
Popular amenities for Lake Winnebago holiday rentals
Other great holiday rentals in Lake Winnebago

The Perch at The Roost

The Cozy Escape

Serene Countryside Glamping

Historic Downtown Retreat

The Rustic Roan Retreat - Barndo

Cozy Glamping with Highland Cows & Furry Friends

Comfy Camping

Creekside Farmhouse - Group Stay Near Kansas City
Destinations to explore
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- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- T-Mobile Center
- Union Station
- University of Kansas - Lawrence Campus
- Overland Park Convention Center
- Jacob L. Loose Park
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Midland Theatre
- Negro Leagues Baseball Museum
- Kansas Speedway
- Uptown Theater
- Hyde Park
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- National World War I Museum and Memorial
- Crown Center





