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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 ￥19,924
￥31,222 total
includes taxes & fees
Aug 20 - Aug 21
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Outdoor dining

2. Walk to State Fairgrounds & Katy Trail, 4BR Home by Park

Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
Sedalia
8.0 out of 10, Very Good, (1 review)
"This is a lovely, spacious home in a great neighborhood. The location is great. It is across the street from a beautiful well-kept park with lots to do!"
United States
Nicki T.
The price is ￥35,881
￥67,635 total
includes taxes & fees
Aug 24 - Aug 25
Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
Exterior

3. Peaceful Woodland Retreat - Spacious Home on 5 Acres

Peaceful Woodland Retreat - Spacious Home on 5 Acres
Sedalia
The price is ￥43,057
￥51,957 total
includes taxes & fees
Aug 19 - Aug 20
Peaceful Woodland Retreat - Spacious Home on 5 Acres
Interior

4. 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 ￥15,788
￥20,157 total
includes taxes & fees
Aug 16 - Aug 17
Red cabin close to University of Central Missouri and Whiteman AF Base
Basic Cabin, Resort View | Terrace/patio

5. Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.2 out of 10, Very Good, (21 reviews)
"Nice place to stay "
United States
Sam
The price is ￥14,202
￥16,708 total
includes taxes & fees
Aug 22 - Aug 23
Hickory Hollow Resort
Private kitchen

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

Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Warrensburg
9.6 out of 10, Exceptional, (4 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 ￥15,788
￥20,157 total
includes taxes & fees
Aug 17 - Aug 18
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Interior

7. 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)
"Excellent stay"
United States
Michael E.
The price is ￥22,166
￥27,012 total
includes taxes & fees
Aug 16 - Aug 17
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Interior

8. 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 ￥15,788
￥20,157 total
includes taxes & fees
Aug 18 - Aug 19
Unit B Country home apartment near Warrensburg
Interior

9. 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, (34 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 ￥17,214
￥27,957 total
includes taxes & fees
Aug 19 - Aug 20
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Private kitchen

10. Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
The price is ￥15,788
￥20,157 total
includes taxes & fees
Aug 17 - Aug 18
Cute Little Cabin #3
Living area

11. 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)
"Immaculate and lovely, check-in was super easy and location perfect."
United States
Sabrina D.
The price is ￥17,382
￥21,871 total
includes taxes & fees
Aug 16 - Aug 17
Green cabin close to University of Central Missouri and Whiteman AF Base
Exterior

12. 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)
"Had a great stay. It was clean and we had everything we needed!"
United States
Lindsay E.
The price is ￥18,499
￥28,796 total
includes taxes & fees
Sep 8 - Sep 9
The Bungalow at WAFB/Knob Noster pet friendly
Living area

13. Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (37 reviews)
"Awesome place to stay in Sedalia, beautiful cosy home. Top notch host. Would definitely recommend and stay again."
Canada
James
The price is ￥23,749
￥29,331 total
includes taxes & fees
Aug 27 - Aug 28
Haven House New Comfortable and Clean Retreat
Coffee/tea maker, fridge, microwave, oven

14. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (46 reviews)
"Place was excellent!!"
United States
Garrett
The price is ￥18,977
￥33,297 total
includes taxes & fees
Aug 25 - Aug 26
Home Away From Home
Living area

15. 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 ￥18,977
￥23,586 total
includes taxes & fees
Aug 16 - Aug 17
Tan cabin close to University of Central Missouri and Whiteman AF Base
Coffee/tea maker, fridge, microwave, toaster

16. 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 ￥21,318
￥25,145 total
includes taxes & fees
Aug 25 - Aug 26
Cabin 3 - Reel and Trigger
Smart TV, stereo

17. 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)
"Perfect getaway to relax. We enjoyed our trip and will be booking again!"
United States
Cynthia M.
The price is ￥19,764
￥36,846 total
includes taxes & fees
Aug 16 - Aug 17
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
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)
"Nice place to stay in Warrensburg"
United States
Jon S.
The price is ￥19,934
￥30,698 total
includes taxes & fees
Aug 23 - Aug 24
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, (34 reviews)
"Can’t wait to stay again"
United States
Caleb B.
The price is ￥23,749
￥29,331 total
includes taxes & fees
Aug 27 - Aug 28
Fisher House Spacious Home in Tiny Home Village
Smart TV, fireplace, books, music library

20. Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
Warrensburg
10.0 out of 10, Exceptional, (10 reviews)
"The rooms were lovely, clean, and comfortable. The bed was of the best we've had in a VRBO so far."
United States
Wendy P.
The price is ￥20,731
￥33,473 total
includes taxes & fees
Aug 17 - Aug 18
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
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

Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"Friendly staff. Good Breakfast. Clean room and pool. Will stay again!"
Kathleen 2-night trip
Posted 23 hours ago
Westbridge Inn and Suites

Find out more about Windsor

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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?

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 Clinton Community Center.

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.