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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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, (36 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
Jul 30 - Jul 31
Total with taxes and fees
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Exterior

Peaceful Woodland Retreat - Spacious Home on 5 Acres

Peaceful Woodland Retreat - Spacious Home on 5 Acres
Sedalia
$309 nightly
The price is $326
Aug 19 - Aug 20
Total with taxes and fees
Peaceful Woodland Retreat - Spacious Home on 5 Acres
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, (3 reviews)
"I've stayed here twice and will stay again. The owners are friendly and insightful. The property and cabins are very clean."
United States
Sylvia M.
$119 nightly
The price is $126
Jul 30 - Jul 31
Total with taxes and fees
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Basic Cabin, Resort View | Terrace/patio

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.2 out of 10, Very Good, (20 reviews)
"Nice place to stay "
United States
Sam
$98 nightly
The price is $104
Aug 15 - Aug 16
Total with taxes and fees
Hickory Hollow Resort
Living area

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

Tan cabin close to University of Central Missouri and Whiteman AF Base
Warrensburg
10.0 out of 10, Exceptional, (15 reviews)
"Great location for our needs "
United States
Stephen B.
$139 nightly
The price is $148
Jul 30 - Jul 31
Total with taxes and fees
Tan cabin close to University of Central Missouri and Whiteman AF Base
Private kitchen

Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
$119 nightly
The price is $126
Jul 30 - Jul 31
Total with taxes and fees
Cute Little Cabin #3
Interior

Unit B Country home apartment near Warrensburg

Unit B Country home apartment near Warrensburg
Warrensburg
8.6 out of 10, Excellent, (4 reviews)
"Wifi issues, but luckily we were too busy to care. Property was nice and owners were very helpful"
United States
Mary K H.
$119 nightly
The price is $126
Aug 6 - Aug 7
Total with taxes and fees
Unit B Country home apartment near Warrensburg
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
9.4 out of 10, Exceptional, (17 reviews)
"Quiet area with an easy commute"
United States
Lara L.
$159 nightly
The price is $169
Aug 11 - Aug 12
Total with taxes and fees
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
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, (48 reviews)
"Beautiful had everything we needed and was very peaceful "
United States
Raelynn W.
$221 nightly
The price is $230
Jul 30 - Jul 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, (18 reviews)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
$169 nightly
The price is $184
Aug 3 - Aug 4
Total with taxes and fees
The Bungalow at WAFB/Knob Noster pet friendly
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
9.6 out of 10, Exceptional, (33 reviews)
"This house was so cute. It was on a dead end street and was very quiet. It was easy to access and was a good central spot while I was in Clinton visiting family. Would definitely stay here again."
United States
Cailyn
$163 nightly
The price is $175
Jul 30 - Jul 31
Total with taxes and fees
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
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
9.6 out of 10, Exceptional, (29 reviews)
"These places are amazing. Simple, but clean, and well Maintained. Great value for the money."
United States
Anthony
$119 nightly
The price is $126
Aug 2 - Aug 3
Total with taxes and fees
Red cabin close to University of Central Missouri and Whiteman AF Base
Coffee/tea maker, fridge, microwave, toaster

Cabin 3 - Reel and Trigger

Cabin 3 - Reel and Trigger
Tom Township
9.4 out of 10, Exceptional, (3 reviews)
"We enjoy our stay. The location is awesome. No hassles."
United States
April G.
$154 nightly
The price is $158
Aug 2 - Aug 3
Total with taxes and fees
Cabin 3 - Reel and Trigger
Living area

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

Green cabin close to University of Central Missouri and Whiteman AF Base
Warrensburg
9.2 out of 10, Wonderful, (19 reviews)
"The property managers were so friendly and helpful. It was nicely situated from UCM but it felt like I was camping :). I enjoyed my short stay."
United States
Melissa
$129 nightly
The price is $137
Aug 2 - Aug 3
Total with taxes and fees
Green cabin close to University of Central Missouri and Whiteman AF Base
Living area

Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (35 reviews)
"Awesome place to stay in Sedalia, beautiful cosy home. Top notch host. Would definitely recommend and stay again."
Canada
James
$169 nightly
The price is $182
Aug 3 - Aug 4
Total with taxes and fees
Haven House New Comfortable and Clean Retreat
Coffee/tea maker, fridge, microwave, oven

Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (44 reviews)
"Place was excellent!!"
United States
Garrett
$189 nightly
The price is $205
Aug 25 - Aug 26
Total with taxes and fees
Home Away From Home
1 bedroom, WiFi, bed sheets

Candlestick Suite

Candlestick Suite
Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Comfortable stay"
United States
David F.
$166 nightly
The price is $178
Aug 2 - Aug 3
Total with taxes and fees
Candlestick Suite
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, (64 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.
$172 nightly
The price is $186
Aug 24 - Aug 25
Total with taxes and fees
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Exterior

Fisher House Spacious Home in Tiny Home Village

Fisher House Spacious Home in Tiny Home Village
Sedalia
10.0 out of 10, Exceptional, (32 reviews)
"Overall great experience. "
United States
David G.
$169 nightly
The price is $182
Aug 4 - Aug 5
Total with taxes and fees
Fisher House Spacious Home in Tiny Home Village
Exterior

Truman Lake Retreat: Relax and Unwind

Truman Lake Retreat: Relax and Unwind
Clinton
9.8 out of 10, Exceptional, (10 reviews)
"A very nice place to stay that was conveniently located to where we spent most of our time."
United States
Jason S.
$477 nightly
The price is $518
Aug 13 - Aug 14
Total with taxes and fees
Truman Lake Retreat: Relax and Unwind
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

Comfort Inn Sedalia Station

Comfort Inn Sedalia Station

10/10 Excellent
"This was a great hotel, we spent a lot of time in the lobby area with our friends because it had a very inviting atmosphere.. The room was very clean and comfortable!"
Phillip 1-night trip
Posted 4 hours ago
Comfort Inn Sedalia Station

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 $126 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?

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown: This vacation home rental outside of Windsor is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Harry S. Truman 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.