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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

1. 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.
The price is ￥19,675
￥30,517 total
includes taxes & fees
Aug 3 - Aug 4
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Exterior

2. Peaceful Woodland Retreat - Spacious Home on 5 Acres

Peaceful Woodland Retreat - Spacious Home on 5 Acres
Sedalia
The price is ￥42,498
￥51,282 total
includes taxes & fees
Aug 19 - Aug 20
Peaceful Woodland Retreat - Spacious Home on 5 Acres
Private kitchen

3. 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.
The price is ￥15,583
￥19,896 total
includes taxes & fees
Aug 4 - Aug 5
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Basic Cabin, Resort View | Terrace/patio

4. 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
The price is ￥14,025
￥16,499 total
includes taxes & fees
Aug 2 - Aug 3
Hickory Hollow Resort
Living area

5. 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.
The price is ￥18,731
￥23,280 total
includes taxes & fees
Aug 2 - Aug 3
Tan cabin close to University of Central Missouri and Whiteman AF Base
Private kitchen

6. Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
The price is ￥15,583
￥19,896 total
includes taxes & fees
Aug 3 - Aug 4
Cute Little Cabin #3
Interior

7. 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.
The price is ￥15,583
￥19,896 total
includes taxes & fees
Aug 6 - Aug 7
Unit B Country home apartment near Warrensburg
Interior

8. 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.
The price is ￥21,879
￥26,662 total
includes taxes & fees
Aug 16 - Aug 17
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Smart TV, stereo

9. 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.
The price is ￥19,518
￥35,914 total
includes taxes & fees
Aug 12 - Aug 13
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Exterior

10. 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.
The price is ￥18,731
￥28,942 total
includes taxes & fees
Aug 23 - Aug 24
The Bungalow at WAFB/Knob Noster pet friendly
Interior

11. 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
The price is ￥16,999
￥27,608 total
includes taxes & fees
Aug 2 - Aug 3
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Interior

12. 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
The price is ￥15,583
￥19,896 total
includes taxes & fees
Aug 2 - Aug 3
Red cabin close to University of Central Missouri and Whiteman AF Base
Coffee/tea maker, fridge, microwave, toaster

13. 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.
The price is ￥21,052
￥24,831 total
includes taxes & fees
Aug 2 - Aug 3
Cabin 3 - Reel and Trigger
Living area

14. 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
The price is ￥17,157
￥21,588 total
includes taxes & fees
Aug 2 - Aug 3
Green cabin close to University of Central Missouri and Whiteman AF Base
Living area

15. 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
The price is ￥23,453
￥28,650 total
includes taxes & fees
Aug 25 - Aug 26
Haven House New Comfortable and Clean Retreat
Coffee/tea maker, fridge, microwave, oven

16. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (45 reviews)
"Place was excellent!!"
United States
Garrett
The price is ￥18,888
￥32,723 total
includes taxes & fees
Aug 2 - Aug 3
Home Away From Home
1 bedroom, WiFi, bed sheets

17. Candlestick Suite

Candlestick Suite
Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Comfortable stay"
United States
David F.
The price is ￥18,180
￥28,049 total
includes taxes & fees
Aug 4 - Aug 5
Candlestick Suite
Smart TV, fireplace, books

18. 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.
The price is ￥19,203
￥29,310 total
includes taxes & fees
Aug 24 - Aug 25
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Exterior

19. 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.
The price is ￥23,453
￥28,650 total
includes taxes & fees
Aug 4 - Aug 5
Fisher House Spacious Home in Tiny Home Village
Exterior

20. 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.
The price is ￥18,731
￥80,144 total
includes taxes & fees
Aug 13 - Aug 14
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

Holiday Inn Express & Suites Sedalia by IHG

Holiday Inn Express & Suites Sedalia by IHG

8/10 Good
"Room was clean and staff was friendly. Pretty bare bones as far as hotels go but it was fine."
Sean 4-night trip
Posted 17 hours ago
Holiday Inn Express & Suites Sedalia by IHG

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windsor!

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?

Truman Lake Retreat: Relax and Unwind: This vacation home rental outside of Windsor is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation 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 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.