Holiday houses in Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor

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

1 of 1 pages1 / 1

Guest favourite

A spacious master bedroom is shown, featuring a bed positioned near large windows that provide expansive views of the surrounding landscape. Soft carpeting covers the floor, and natural light fills the room. A small area is visible to the left, suggesting additional amenities.

Home in Warsaw

4.94 out of 5 average rating, 376 reviews

The Overlook

Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

FamilyValueSolo travel

Top Guest favourite

The front exterior of the home displays a welcoming entrance, featuring a porch with two chairs. A small path leads to the entrance, while a fenced yard and lush greenery surround the property.

Home in Knob Noster

4.94 out of 5 average rating, 83 reviews

The Bungalow at WAFB/Knob Noster

This newly remodeled home in Knob Noster, MO, is a perfect getaway for families and pet owners. Located near Whiteman Air Force Base, Warrensburg, and Sedalia, this property offers a comfortable and convenient stay. It features two bedrooms and one bathroom, as well as a pull-out couch in the living room. The fully-stocked kitchen is equipped with baking utensils, snacks, and spices, making it easy to prepare meals. A laundry room with a washer and dryer and a fully fenced-in backyard as well.

ValueLocationWalkability

Guest favourite

An A-frame house is nestled among lush greenery, featuring a striking blue exterior. The front has large triangular windows that allow natural light to fill the interior. A spacious wooden deck with railings provides outdoor seating, inviting relaxation in a serene environment.

Home in Clinton

4.89 out of 5 average rating, 104 reviews

A-Frame Escape

Escape the weekly grind and relax at our peaceful A-Frame. Nestled in nature but close to the essentials, you'll love it here so much you won't want to leave. This is our family lake house. Surrounded by tranquil nature, you will be at peace. The home is centrally located near several marinas for great fishing and boating, with plenty of parking for boats and trailers. Relax on the large deck or unwind in the hot tub. Come stay at our lake house and become part of our lake family!

FamilyValueCheck-in

Guest favourite

Guesthouse in Clinton

4.93 out of 5 average rating, 15 reviews

Hidden Rural Getaway w/ Pond & Open Land

Countryside guesthouse about 15 min to town and 10 min to the lake and boat ramp. Sleeps 4 with private bath, no kitchen. Boat parking on-site. Optional home-cooked breakfast/dinner with fresh farm eggs. On-site: - small pond (great for kids) - seasonal mushroom hunting - Camping on the property - open space to relax - Bar and activity room downstairs with pool table Great for lake trips, quick getaways, or a quiet stay close to town and outdoor fun.

LocationValueBreakfast

Top Guest favourite

A comfortable cabin features a large wrap-around deck surrounded by lush greenery and colorful flower gardens. Paved access leads to the entrance, while trees provide shade, enhancing the welcoming exterior. The structure showcases a combination of natural wood and stone elements.

Cabin in Warsaw

5 out of 5 average rating, 82 reviews

Grand River Lodge at Truman Lake

Unwind and kick back for some relaxation at our family friendly cabin! Paved roads allow for easy access, with a marina, hiking trails, and historic Warsaw nearby. Enjoy the large wrap around deck and comfortable outdoor seating. View stunning sunsets at dusk and a blanket of stars in the night sky. Our small lake community is a great place for hiking, bicycling, and bird watching with several trails that lead to the lake.

ValueLocationPets

Top Guest favourite

A welcoming exterior of a cabin features a covered porch with two blue chairs and decorative greenery. Double doors with a wreath invite guests inside, while a grassy area extends beside the gravel driveway. A garage door is visible on the side.

Cabin in Warsaw

4.97 out of 5 average rating, 110 reviews

Countryside Cabin by the Lake

This spacious cabin has 1 bedroom with a comfortable, king sized bed, a queen sized hide a bed couch in living room, and a well equipped kitchen. The outside sitting area is a peaceful oasis with the view of the cattle and horse farm. An outside outlet is available for charging your boat. Bike, walking trails, and a marina are all within 1. 4 miles. Downtown shopping area is 5 minutes away. Roku and wifi are available.

ValueLocationAmenities

Guest favourite

The image depicts a single-story brick apartment building with a white metal roof. Large windows adorned with light curtains are visible, complemented by framed artwork featuring bicycles on the walls. A well-maintained grassy area is present in front, enhancing the welcoming appearance.

Apartment in Windsor

4.93 out of 5 average rating, 43 reviews

Haven Hitch Hideaway

Cozy Windsor studio ideal overnights or a week, but also great for traveling nurses, mid-term stays, or insurance housing. Features a queen bed, twin hide-a-bed, Roku TV, full kitchen, and separate laundry room with washer/dryer. Secure indoor bike parking. Easy access to Katy & Rock Island Trails. A block from downtown with off-street parking. Quiet, clean, and perfect for extended stays or weekend getaways.

ValueLocationHospitality

Top Guest favourite

A single-story home with a blue exterior and a covered front porch is shown. The porch features a light wooden railing, and the entrance door is framed by two windows. A clear sky and surrounding trees are visible, indicating a serene outdoor environment.

Home in Windsor

4.94 out of 5 average rating, 64 reviews

Windsor Blueberry

Freshly renovated 2BR in central Windsor—perfect for Katy Trail trips or nearby weddings (The Moment & Evelyn Valley Ranch)! Sleeps 4 with comfy beds, WiFi, Smart TV, full kitchen, coffee station, and laundry. Relax on the deck with bike ramp + indoor storage. Quiet neighborhood close to trailheads. Pet-friendly (2 dogs under 25lbs, $25/night). Bathroom essentials included for a cozy, carefree stay!

LocationValueBreakfast

Top Guest favourite

The motor coach is positioned on a gravel area, showcasing a sleek exterior with a blend of earth tones. A slide-out section expands the living space, while large windows offer natural light. Trees are visible in the background, providing a green contrast to the vehicle.

Campervan/RV in Windsor

5 out of 5 average rating, 25 reviews

Da Bus @ Red Barn Luxury Motor Coach

Only a hop skip and jump from the KATY and Rock Island Trails. Da Bus is a 2003 Tiffin Class A Luxury Motor Coach. The Master Bedroom has a Queen Bed, The couch in the living area folds out to a Full size bed. The kitchen has a large refrigerator and freezer, double sink, new faucet, propane stove top, Microwave/convection oven. The large shower has a new faucet and hand wand.

LocationFamilyAmenities

Superhost

The charming exterior of the house showcases a front porch with a wicker chair, welcoming guests. Fresh green grass surrounds the home, while mature trees offer shade. The roof features architectural shingles, and the door is framed by a decorative design.

Home in Windsor

4.88 out of 5 average rating, 198 reviews

The Broken Spoke

"The Broken Spoke" nightly rental sits on just over a quiet acre of land only steps from the Katy Trail and minutes from local restaurants and shopping. We can accommodate up to six in the house, we have additional camping space available for larger groups upon request, as well as extended stay rates.

LocationValueHospitality

Top Guest favourite

A lakeside cabin with a distinctive red exterior and metal roof is positioned next to a grassy area. A serene dock extends into the water, surrounded by open fields and a colorful sky at sunset.

Cabin in Knob Noster

4.92 out of 5 average rating, 183 reviews

Cabin by the lake

Sit back, relax and enjoy your stay at this unique lakeside cabin!! Feel free to enjoy catch and release fishing and the peaceful setting on the dock! We hope you have a wonderful stay and please let us know if there’s anything we can do to improve your experience!!

LocationFamilyCondition

Guest favourite

The exterior of a rustic structure features a wooden porch with a pergola, providing shaded space for seating. A bright red door is positioned centrally, with a grill and potted plant nearby. The surrounding area is open with bare trees and grassy land.

Cabin in Lincoln

4.96 out of 5 average rating, 145 reviews

The Carolyn Cabin

This is a peaceful place to stay in a country setting. Centrally located near both Truman Lake and the Lake of the Ozarks for all of your family fun! When you are not enjoying the water, you can be grilling on our cozy outdoor patio and meet our farm animals.

ValueLocationTV