Windsor Vacation Rentals

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Windsor vacation rentals

Smart TV, DVD player
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Vacation Home in Windsor

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
9.4 out of 10, Exceptional, (33)
"Great property for my stay for business in Leeton …would definitely stay here again !"
United States
Diane D.
$181 nightly
The price is $190
Dec 26 - Dec 27
Total with taxes and fees
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Smart TV
Scarlet Suite

Apartment in Sedalia Downtown Historic District

Scarlet Suite
10.0 out of 10, Exceptional, (7)
"Great place "
United States
Francisco M.
$194 nightly
The price is $209
Dec 26 - Dec 27
Total with taxes and fees
Scarlet Suite
Living area
Red cabin close to University of Central Missouri and Whiteman AF Base

Cabin in Warrensburg

Red cabin close to University of Central Missouri and Whiteman AF Base
9.4 out of 10, Exceptional, (22)
"Clean and comfortable stay"
United States
David F.
$110 nightly
The price is $117
Dec 28 - Dec 29
Total with taxes and fees
Red cabin close to University of Central Missouri and Whiteman AF Base
Terrace/patio
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

Vacation Home in Warsaw

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
10.0 out of 10, Exceptional, (77)
"My friends and I had an amazing stay! The hosts are extremely communicative, and the house is very clean and cozy. We really enjoyed our time out on the back porch looking at the lake, and we'll definitely be back again soon!"
United States
Sarah P.
$269 nightly
The price is $292
Dec 31 - Jan 1, 2026
Total with taxes and fees
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Fridge, microwave, oven, stovetop
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

Vacation Home in Clinton

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
9.8 out of 10, Exceptional, (19)
"Great place to stay! "
United States
Keith H.
$159 nightly
The price is $159
Dec 29 - Dec 30
Total with taxes and fees
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Terrace/patio
Haven House New Comfortable and Clean Retreat

Vacation Home in Sedalia

Haven House New Comfortable and Clean Retreat
10.0 out of 10, Exceptional, (20)
"Very easy check-in and very clean. It was a great location and we enjoyed our stay."
United States
Chad H.
$145 nightly
The price is $156
Dec 29 - Dec 30
Total with taxes and fees
Haven House New Comfortable and Clean Retreat
Interior
Home Away From Home

Vacation Home in Warrensburg

Home Away From Home
10.0 out of 10, Exceptional, (31)
"Clean and cozy, the family and Iwould stay again"
United States
Patrick
$165 nightly
The price is $174
Dec 29 - Dec 30
Total with taxes and fees
Home Away From Home
Property grounds
Downtown Retreat with large privacy fenced yard. Pet Friendly!

Vacation Home in Warrensburg

Downtown Retreat with large privacy fenced yard. Pet Friendly!
10.0 out of 10, Exceptional, (43)
"Great property! Perfect for us for our visit to the Missouri State Fair. Quiet location, tastefully decorated. Excellent communications with owner. "
United States
ADRIAN F.
$145 nightly
The price is $154
Jan 5 - Jan 6, 2026
Total with taxes and fees
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Outdoor dining
Cozy Home w/ Doggy Fence

Vacation Home in Warsaw

Cozy Home w/ Doggy Fence
9.2 out of 10, Wonderful, (56)
"Loved the house and decor. Very close to the town of Warsaw and to our family and friends. Enjoy the stay!"
United States
Tina S.
$170 nightly
The price is $180
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Home w/ Doggy Fence
Interior
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Cabin in Warrensburg

Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
9.2 out of 10, Wonderful, (14)
"The cabin had all that our family needed for the weekend. The size of the cabin is very unassuming but quite large and spacious. Enough for everyone to have their own space. Excellent "
United States
Tasha
$149 nightly
The price is $159
Dec 28 - Dec 29
Total with taxes and fees
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Smart TV
The Library

Apartment in Sedalia Downtown Historic District

The Library
9.6 out of 10, Exceptional, (4)
"Would definitely stay here again."
United States
Jason R.
$194 nightly
The price is $209
Dec 27 - Dec 28
Total with taxes and fees
The Library
Fridge, microwave, oven, stovetop
The Conservatory

Apartment in Sedalia Downtown Historic District

The Conservatory
10.0 out of 10, Exceptional, (9)
"The BEST place to stay in Sedalia! The host is amazing and the suites are absolutely AMAZING! "
United States
Jennifer R.
$295 nightly
The price is $317
Dec 29 - Dec 30
Total with taxes and fees
The Conservatory
Exterior
Fisher House Spacious Home in Tiny Home Village

Vacation Home in Sedalia

Fisher House Spacious Home in Tiny Home Village
10.0 out of 10, Exceptional, (22)
"Great place, location, and host! The house was very nice and exactly what we needed for the weekend!"
United States
Michael P.
$154 nightly
The price is $166
Jan 2 - Jan 3, 2026
Total with taxes and fees
Fisher House Spacious Home in Tiny Home Village
Interior
The Bungalow at WAFB/Knob Noster pet friendly

Vacation Home in Knob Noster

The Bungalow at WAFB/Knob Noster pet friendly
10.0 out of 10, Exceptional, (14)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
$145 nightly
The price is $155
Dec 28 - Dec 29
Total with taxes and fees
The Bungalow at WAFB/Knob Noster pet friendly
3 bedrooms, WiFi
Katy Trail Rest Stop

Vacation Home in Sedalia

Katy Trail Rest Stop
9.4 out of 10, Exceptional, (46)
"Lovely property and just the right distance to everything. "
United States
JODI B.
$203 nightly
The price is $221
Dec 28 - Dec 29
Total with taxes and fees
Katy Trail Rest Stop
Basic Cabin, Resort View | Private kitchen
Hickory Hollow Resort

Cabin in Clinton

Hickory Hollow Resort
2.0 star property
8.4 out of 10, Very Good, (13)
"Our cabin was clean, comfortable and affordable. The check-in was effortless and we had no issues with the stay. I would recommend the place to friends and family traveling through the area."
United States
Terry
$99 nightly
The price is $105
Jan 24 - Jan 25, 2026
Total with taxes and fees
Hickory Hollow Resort
Private kitchen
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

Cabin in Warrensburg

Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
2.0 star property
10.0 out of 10, Exceptional, (1)
"The cabins are brand new, very clean very nice very spacious. I absolutely love to stay and will definitely be back in refer to family and friends."
United States
Melanie
$110 nightly
The price is $110
Dec 28 - Dec 29
Total with taxes and fees
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Interior
Townhouse rentals of Sedalia

Apartment in Sedalia

Townhouse rentals of Sedalia
2.0 star property
10.0 out of 10, Exceptional, (3)
"Very nice and clean. Great area. Will definitely stay here again when we come back to sedalia"
United States
Kevin H.
$248 nightly
The price is $248
Dec 26 - Dec 27
Total with taxes and fees
Townhouse rentals of Sedalia
Property grounds
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw

Vacation Home in Warsaw

Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
10.0 out of 10, Exceptional, (2)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
$282 nightly
The price is $306
Dec 26 - Dec 27
Total with taxes and fees
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
Dining
3 Bedroom Spacious Residential Home

Vacation Home in Sedalia

3 Bedroom Spacious Residential Home
9.8 out of 10, Exceptional, (13)
"It was very nice and clean!Conveniently located to the Fair Grounds in Sedalia !"
United States
John M.
$298 nightly
The price is $320
Dec 26 - Dec 27
Total with taxes and fees
3 Bedroom Spacious Residential Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Fairfield Inn & Suites by Marriott Warrensburg

Fairfield Inn & Suites by Marriott Warrensburg

10/10 Excellent
"The staff was excellent. You couldn't ask for two nicer young men than the ones that greeted us at the door. My compliments to the staff and hotel. It was a great experience and very customer oriented."
Joe 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Warrensburg

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we offer vacation rentals near top points of interest in Windsor, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Windsor?

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO: This Windsor vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Windsor?

Explore the area and family-friendly sights such as Leisure Park, or get out into nature at a spot like Harry S Truman Reservoir. In the larger area, you’ll find Whiteman Air Force Base and Knob Noster State Park.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Windsor. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.