Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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

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Guest favorite
A spacious bed is positioned near large windows, offering a scenic view of serene woodlands blanketed in snow. Soft gray bedding contrasts with the vibrant greenery outside, which is visible through the clear glass panes, creating a tranquil atmosphere.
Home in Warsaw
4.94 out of 5 average rating, 364 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!

Guest favorite
A welcoming cabin exterior is framed by lush greenery. A red metal roof contrasts with the earthy tones of the cedar siding. Colorful directional signs mark nearby attractions, while a gravel driveway leads up to the inviting porch area with chairs for relaxation.
Cabin in Warsaw
4.91 out of 5 average rating, 116 reviews

NAMA Stays - Cozy Cabin

This charming cabin features handcrafted cedar walls and bar top, ideal for family getaways. It accommodates up to 6 adults with a futon in the living room, twin bunk bed over a standard mattress in one bedroom, and a queen-size master bedroom. Enjoy ample parking, outdoor seating options, a fish cleaning station with a restaurant-quality cutting board, fire pit, firestick TV, and numerous games. Located a short drive from Warsaw, Truman Lake, and Lake of the Ozarks, accessible via Drake Harbor.

Top guest favorite
The spacious camper is illuminated in the evening light, showcasing its modern design. Steps lead up to the entrance, and outdoor seating is arranged nearby. A fire pit sits in the foreground, surrounded by landscaped gravel and soft lighting that enhances the tranquil setting.
Camper/RV in Warsaw
4.96 out of 5 average rating, 206 reviews

Private Waterfront Relaxation at Peppermint Cove!

Our spacious camper is lake front with a gorgeous Cove view, sitting on our quiet, peaceful, private property on a private road. No sharing our space, and a 200 ft walk (across from camper) to the water, enjoy our dock with amenities, shady green space by the water, or the outdoor kitchen, patio and firepit at the camper. You’ll have access to our HOA boat ramp. We’re located on the Osage River Arm of Lake of the Ozarks on MM 84 (@ the power lines) and 15 minutes away from Truman Dam and Lake.

Top guest favorite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 169 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top guest favorite
Home in Warrensburg
4.97 out of 5 average rating, 404 reviews

Downtown Retreat with large privacy fenced yard

This updated downtown retreat has two bedrooms, 1 bath, kitchen, living room, dining room and laundry. Off street parking is behind the house. This property has a large fenced in yard with deck and firepit. Majority of the time you can catch a nice breeze in the backyard while you relax. In the winter you can enjoy the gas fireplace in the living room and stay warm. Downtown is just walking distance way with historic sites and restaurants, coffee shops and shopping.

Top guest favorite
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, 102 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.

Guest favorite
A serene gravel path winds through a wooded area, flanked by tall trees adorned with golden and orange autumn leaves. Soft sunlight filters through the branches, casting gentle shadows on the ground, creating a peaceful setting for a nature walk.
Cabin in Blairstown
4.82 out of 5 average rating, 268 reviews

Honey Creek Hideaway at Back Country Camp

Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

Top guest favorite
An open concept dining and living area is visible, featuring a large table surrounded by black chairs. The well-appointed kitchen is equipped with wooden cabinetry and ample counter space. A cozy seating area includes a light-colored sofa and a small table, with natural light illuminating the space.
Home in Hughesville
4.99 out of 5 average rating, 126 reviews

Walnut Grove Retreat

Quiet country house on a wooded lot. Entire main floor of this secluded country home, with a covered deck overlooking woods, including outdoor dining and lounge. Well appointed kitchen with open concept dining and living area. Eight miles to Sedalia, the Katy Trail and Missouri State Fairgrounds. Thirty minutes to Whiteman AFB. We welcome up to two dogs.

Superhost
A charming urban cabin is situated under a clear blue sky, featuring a light-colored exterior with a metal roof. A welcoming porch is accessible through a white front door, surrounded by greenery. Large windows allow ample natural light into the living space.
Home in Sedalia
4.86 out of 5 average rating, 135 reviews

Urban Cabin

Keep it simple at this peaceful and centrally-located Urban Cabin. Pet friendly with a fully fenced-in back yard and outdoor dog house. This cozy home is located just a few blocks from Centennial Park and the hospital. We're also a short drive to the Missouri State Fairgrounds, Downtown Sedalia, and the Katy Trail.

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, 193 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.

Top guest favorite
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
4.94 out of 5 average rating, 171 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!!

Guest favorite
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
4.97 out of 5 average rating, 129 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.

Popular amenities for Windsor vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Henry County
  5. Windsor