Holiday rentals in Windsor

The Orchard House by Katy Trail

Dubbed the Orchard house since being on Orchard street. This newly renovated stand alone home on a quiet dead end road is just what the doctor ordered. Located just 2 miles to the start of the historic Katy Trail makes this a great spot. Also, we are only minutes away from Truman Lake which boasts some of the best crappie and spoonbill fishing around. A dedicated shed with lock is provided at the back of the home for bike storage. A short walk to the historic square with shopping + eateries!

Charming Home in DT Knob, Outside Gates of WAFB

Charming downtown home in the heart of Knob Noster just minutes to the gates of Whiteman AFB. Enjoy several great amenities within walking distance (coffee Shop, Thai restaurant, cafe, market, hair salons, antique stores, craft shop). Home boasts warm old world charm with many modern touches. Internet, cable, Apple TV, 52" TV, full-size washer and dryer. This listing is for the private first floor apartment and includes living room, full kitchen, bathroom, bedroom, back porch, and dining room.

A Cozy Getaway

Minutes away from Harry S. Truman Dam & Reservoir & the upper end of the Lake of the Ozarks. The lake is a popular fishing destination for crappie, largemouth bass, hybrid stripers, catfish, as well as some of the Nation's finest snagging for spoonbill paddlefish. The surrounding area (110,000 acres) provides plentiful & diverse opportunities, including hiking, horseback riding, golfing, biking, bonfires, bird watching, off-road vehicle adventures, & some of the best hunting in the country.

Lovely 2 bedroom place with free parking

Whether you are here for the State Fair, passing thru on the trail or the highway come stay and rest at our place. We are conveniently located 0.5 miles from the east entrance to the fair as well as 0.5 miles from the Katy trail. We have a cozy two bedroom unit that can fit 4 adults and a kid on the couch. Hungry? We are located one block away from Sonic, Subway, two Mexican and a Chinese restaurant. McDonald’s, Burger-King, TacoBell, Dominoes and Pizza Hut are less than a mile away.

Country house surrounded by woods, close to town.

Great way to get away with your family or alone. Nice country setting on asphalt road. Master bedroom includes an outside entry to a private deck and a queen bed. The 2nd bedroom comes with 2 twin beds. The 3rd bedroom has a full sized bed. The bathroom is very large with an entry from the master and the hall and includes the washer and dryer. Patio for grilling or just enjoying the scenery. Only 20 min from Truman Lake.10 minutes from Missouri State Fairgrounds.

Little Lake Hideaway - Walkout Basement

Welcome to our cozy country retreat! Nestled on the lower level of our home, enjoy a private entrance to a spacious basement overlooking a scenic pond. This charming getaway features 2 bedrooms, 1 bath, an exercise room, and a family/game room for your entertainment. Step outside onto the large patio complete with outdoor dining, comfy furniture, and a grill. The kitchenette is equipped for your convenience. Relax, unwind, and immerse yourself in nature's beauty.

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!

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.

Aunt B's House *No Cleaning Fee*

Hello we are the new owners of this beautiful 3 Bed 2 Bath House that has everything you could need for your stay. Talk about the best location in town being less than 1 mile from all major amenities, MO State Fair Grounds, and more. We have no cleaning fee and a stress free check out!