Holiday houses in Lake Winnebago

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Top-rated holiday rentals in Lake Winnebago

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

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Top Guest favourite
Home in Grain Valley
5.0 out of 5 average rating, 92 reviews

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.

Guest favourite
The cabin exterior features a wooden facade with a covered porch and decorative beams. Surrounding greenery enhances the secluded setting. A flagstone patio is visible, alongside a gravel path leading to an outdoor BBQ area, creating an inviting outdoor space.
Cabin in Peculiar
4.93 out of 5 average rating, 29 reviews

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.

Guest favourite
The guest house exterior is framed by lush trees, featuring a light brown siding with a shingled roof. Large windows allow for natural light, while a welcoming front porch enhances accessibility. A two-car garage is situated to the right of the entrance.
Home in Peculiar
4.91 out of 5 average rating, 227 reviews

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.

Top Guest favourite
Home in Harrisonville
5.0 out of 5 average rating, 10 reviews

NEW Beautiful 1920 house walkable 8 GUEST

Welcome to our charming 1920 home in the heart of Harrisonville, Missouri! This 4-bedroom, 2.5-baths home blends historic charm with modern comforts, offering a cozy retreat for couples, families, or friends. We are pet-friendly, so feel free to bring your furry companions along! Just a 2 min walk to the historic Harrisonville square with restaurants, coffee shops, bakery, wine bar and boutiques. This home offers easy access to the best of Harrisonville and the surrounding Kansas City area.

Top Guest favourite
An Airstream trailer is illuminated under a softly lit awning during twilight. The surrounding area is dotted with trees, and a path of gravel leads toward the entrance. The evening sky displays hues of blue with scattered clouds, creating a serene outdoor environment.
Campervan/RV in Pleasant Hill
5.0 out of 5 average rating, 75 reviews

Serene Countryside Glamping

Step back in time with a nostalgic stay in “Bella,” an iconic 25-ft Airstream. Tucked away in a quiet, treed corner of our one-acre property, Bella perfectly blends vintage charm with modern décor. Start your mornings on the intimate patio to a serenade of birdsong, and spend your evenings stargazing—you might even spot our resident owl. Located near the Rock Island/Katy Trail and just 40 minutes from Arrowhead Stadium, we offer the perfect peaceful retreat for World Cup fans this summer.

Guest favourite
Barn in Greenwood
4.92 out of 5 average rating, 255 reviews

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*

Top Guest favourite
A log cabin is reflected in the calm waters of a private lake, framed by lush greenery. Large windows illuminate the interior, while the structure's pitched roof and outdoor seating area create a welcoming environment for relaxation.
Home in Pleasant Hill
4.98 out of 5 average rating, 53 reviews

The Cabin at Big Creek

Ultimate Seclusion Nestled away on 120 acres this fully updated log cabin sets on a 5 acre private lake loaded with fish with a rolling creek. Approximately 20 miles from Kansas City. We get several inquires about small weddings, events, parties, etc. Owner has strict no more than 10 guests spending the night. However for micro weddings and events- as long as it stays under 50 people- the flat rate is 1950 plus fees. Can send special quote if wanting to book event

Superhost
Townhouse in Lee's Summit
4.82 out of 5 average rating, 137 reviews

Lone Jack Cabin - Studio Suite

Beautiful private log cabin suite, conveniently located just east of the Kansas City Metro with great highway access. Close to wedding venues: Lone Summit Ranch, Powell Gardens and Stonehaus Winery. All the comforts of home! The suite features a king bed, sitting area with gas fireplace, private bath with shower, whirlpool jetted tub and kitchenette. The kitchenette includes a full-size refrigerator, small stove/oven, microwave and sink. Electric grill on private deck.

Top Guest favourite
A modern A-frame home is showcased, featuring a striking green exterior and a sloped roof. A spacious deck with black railings is accessible by a set of stairs. The property is surrounded by landscaped grass and trees, contributing to a serene environment.
Home in Raymore
5.0 out of 5 average rating, 51 reviews

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.

Top Guest favourite
A cozy living area features two navy blue sofas facing a circular wooden coffee table. Two light grey accent chairs are positioned nearby. A flat-screen television is mounted above a gas fireplace, with natural light coming through two windows. A colorful area rug enhances the space.
Cottage in Pleasant Hill
4.95 out of 5 average rating, 136 reviews

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.

Guest favourite
Apartment in Pleasant Hill
4.98 out of 5 average rating, 49 reviews

Pilot's Pad Studio on 75 Acres + Fishing Pond

✈️ 1 Bedroom + Living Space • 1 Bath • Sleeps 3 ✈️ Breathtaking countryside views ✈️ King Bed + Futon Couch ✈️ Smart TV & High-Speed Wi-Fi ✈️ Fully Equipped Kitchen + Coffee Bar ✈️ Bar Height Dining for 2 ✈️ Luxury Tommy Bahama Bath Products ✈️ Private Patio with Fire Pit ✈️ Stocked Fishing Pond & Private Runway ✈️ Mini Split HVAC ✈️ Private Parking

Guest favourite
A charming cottage features a distinctive tower and is painted in light blue with dark blue trim. The entrance, adorned with a seasonal wreath, is flanked by a small seating area. A stone pathway leads to the steps, providing access to the welcoming porch.
Guesthouse in Lone Jack
4.91 out of 5 average rating, 359 reviews

Adorable cottage on Beautiful property w/ hot tub

Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all the essentials for a comfortable stay. The cozy space is just under 200 sq ft and features a queen-size bed plus a loft mattress. Guests may enjoy exclusive access to the hot tub (lower level of main house) and a 1-acre pond stocked with catfish, and bluegill.

Popular amenities for Lake Winnebago holiday rentals