Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Windsor vacation rentals

Exterior

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Windsor
9.4 out of 10, Exceptional, (33 reviews)
"Great property for my stay for business in Leeton …would definitely stay here again !"
United States
Diane D.
$180 nightly
The price is $194
Mar 27 - Mar 28
Total with taxes and fees
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Interior

Red cabin close to University of Central Missouri and Whiteman AF Base

Red cabin close to University of Central Missouri and Whiteman AF Base
Warrensburg
9.4 out of 10, Exceptional, (23 reviews)
"Everything was splendid!"
United States
Justin
$110 nightly
The price is $117
Mar 29 - Mar 30
Total with taxes and fees
Red cabin close to University of Central Missouri and Whiteman AF Base
Interior

Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Warrensburg
9.2 out of 10, Wonderful, (14 reviews)
"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
Mar 29 - Mar 30
Total with taxes and fees
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Private kitchen

Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Warrensburg
10.0 out of 10, Exceptional, (1 review)
"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 $117
Mar 29 - Mar 30
Total with taxes and fees
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Smart TV, fireplace, books

Downtown Retreat with large privacy fenced yard. Pet Friendly!

Downtown Retreat with large privacy fenced yard. Pet Friendly!
Warrensburg
10.0 out of 10, Exceptional, (48 reviews)
"Very nice place to stay! Only stayed for a few hours because we were just passing through, but the beds were very comfortable!"
United States
Zachary B.
$148 nightly
The price is $160
Apr 22 - Apr 23
Total with taxes and fees
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Living area

Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (28 reviews)
"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
Mar 30 - Mar 31
Total with taxes and fees
Haven House New Comfortable and Clean Retreat
Interior

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Clinton
9.8 out of 10, Exceptional, (26 reviews)
"Perfect place to stay during a weekend family visit!"
United States
Terry M.
$159 nightly
The price is $171
Mar 27 - Mar 28
Total with taxes and fees
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Children's area

Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (59 reviews)
"The hosts were great! "
United States
Jaclyn S.
$170 nightly
The price is $180
Mar 29 - Mar 30
Total with taxes and fees
Cozy Home w/ Doggy Fence
Exterior

Fisher House Spacious Home in Tiny Home Village

Fisher House Spacious Home in Tiny Home Village
Sedalia
10.0 out of 10, Exceptional, (23 reviews)
"Host is INCREDIBLE to work with (it makes all the difference, doesn’t it?) and the property is stunning. Honestly, best VRBO experience we’ve ever had. "
United States
Sophia F.
$154 nightly
The price is $166
Mar 31 - Apr 1
Total with taxes and fees
Fisher House Spacious Home in Tiny Home Village
Smart TV, stereo

Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Deepwater
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful had everything we needed and was very peaceful "
United States
Raelynn W.
$257 nightly
The price is $268
Mar 30 - Mar 31
Total with taxes and fees
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Exterior

The Bungalow at WAFB/Knob Noster pet friendly

The Bungalow at WAFB/Knob Noster pet friendly
Knob Noster
10.0 out of 10, Exceptional, (16 reviews)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
$145 nightly
The price is $157
Apr 7 - Apr 8
Total with taxes and fees
The Bungalow at WAFB/Knob Noster pet friendly
Dining

Unit A Country house near Warrensburg

Unit A Country house near Warrensburg
Warrensburg
10.0 out of 10, Exceptional, (3 reviews)
"Great little spot with a neat community. Store right next door and everything else you would want within 10 minutes or so. "
United States
Cameron C.
$129 nightly
The price is $137
Mar 29 - Mar 30
Total with taxes and fees
Unit A Country house near Warrensburg
Outdoor dining

Cabin 10 - Reel and Trigger

Cabin 10 - Reel and Trigger
Tom Township
10.0 out of 10, Exceptional, (1 review)
"We had family camping at the state park for the long weekend and wanted to stay close by. The cabin was perfect. We had time to visit easily and also an air conditioned place to sleep in. It also is dog friendly so we were able to bring the dogs. Getting a dog sitter on a long weekend is difficult. "
United States
Audrey B.
$154 nightly
The price is $158
Mar 29 - Mar 30
Total with taxes and fees
Cabin 10 - Reel and Trigger
Fridge, microwave, oven, stovetop

Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (35 reviews)
"Great place to stay!!!"
United States
Lynn W.
$165 nightly
The price is $179
Mar 29 - Mar 30
Total with taxes and fees
Home Away From Home
Basic Cabin, Resort View | Terrace/patio

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.0 out of 10, Very Good, (16 reviews)
"Clean room, comfortable bed and furniture"
United States
Mindy
$83 nightly
The price is $88
Apr 26 - Apr 27
Total with taxes and fees
Hickory Hollow Resort
Smart TV

Peacock Suite

Peacock Suite
Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was exactly as described and perfectly located for my trip. I had a wonderful stay and would definitely book again!" "
United States
Mark S.
$171 nightly
The price is $184
Mar 27 - Mar 28
Total with taxes and fees
Peacock Suite
Smart TV

The Conservatory

The Conservatory
Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (11 reviews)
"We absolutely loved our stay!! The entire building and our place had so much character while still being modern and updated. "
United States
Brooke M.
$295 nightly
The price is $317
Mar 29 - Mar 30
Total with taxes and fees
The Conservatory
Interior

The Plum Suite

The Plum Suite
Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, great location "
United States
Jaymi S.
$176 nightly
The price is $190
Mar 31 - Apr 1
Total with taxes and fees
The Plum Suite
Outdoor dining

Lake House on Truman Lake|Sleeps10|Fire Pit_Arcade

Lake House on Truman Lake|Sleeps10|Fire Pit_Arcade
Warsaw
10.0 out of 10, Exceptional, (7 reviews)
"We wanted a place close to the lake and this was perfect. Super clean and just a beautiful layout all around. The neighborhood felt safe and friendly. I wouldn't look any further if im planning another trip to the area as i will check with this place first "
United States
Christopher E.
$669 nightly
The price is $669
Apr 15 - Apr 16
Total with taxes and fees
Lake House on Truman Lake|Sleeps10|Fire Pit_Arcade
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

Parkfield Inn

Parkfield Inn

10/10 Excellent
"Clean rooms friendly staff"
Patrick 1-night trip
Posted 10 hours ago
Parkfield Inn

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 $88 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?

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.: This vacation home rental outside of Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.