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 out of 5 average rating, 88 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.

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, 52 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 with a rolling creek. Approximately 20 miles from Arrowhead (GEHA Field) where the World Cup will be held. 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

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, 28 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, 226 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
Barn in Greenwood
4.92 out of 5 average rating, 252 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 welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.
Home in Cleveland
4.97 out of 5 average rating, 123 reviews

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

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 out of 5 average rating, 48 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
An aerial view captures the expansive landscape of an 80-acre farm, featuring green fields, three ponds, and various structures including a two-story farmhouse and a nearby event center. Gravels paths meander through well-maintained lawns, adding to the serene rural setting.
Farm stay in Garden City
4.99 out of 5 average rating, 82 reviews

Creekside Farmhouse - Group Stay Near Kansas City

Welcome to our spacious 2-story farmhouse, perfect for groups visiting the Kansas City area. Located 30–40 minutes south with direct highway access, it’s an easy base for events and the 2026 FIFA World Cup. Enjoy an open floor plan, fully equipped kitchen, cozy gathering spaces, and a relaxing front porch. The home sits beside Stillmeadow, with our coffee shop Cultivate just across the street.

Top Guest favourite
Tiny home in Kansas City
5 out of 5 average rating, 15 reviews

The Summers Silo

The Summers Silo is truly a one-of-a-kind tiny home carefully crafted from a converted grain bin. This fully furnished 1-bed, 1-bath retreat features warm pine floors, a private balcony, and a grill for outdoor dining. Set on 13 peaceful acres with access to scenic trails, this cute and unique retreat is perfect for relaxing, unplugging, and enjoying nature under the stars.

Top Guest favourite
Home in Harrisonville
5 out of 5 average rating, 21 reviews

Cozy New Build near Harrisonville Square

Unwind in this newly built 3-bed, 2-bath home away from home just 45 minutes from Kansas City. Designed and built by our family, this home blends modern comfort with a peaceful, welcoming feel. Enjoy two queen bedrooms, a versatile twin trundle that converts to a king, a fully stocked kitchen, cozy living space, and fast Wi-Fi—just minutes from downtown Harrisonville.

Guest favourite
Apartment in Pleasant Hill
5 out of 5 average rating, 46 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, 358 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

  1. Airbnb
  2. United States
  3. Missouri
  4. Cass County
  5. Lake Winnebago