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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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 AED 459
AED 719 total
includes taxes & fees
6 Aug - 7 Aug
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Private kitchen

2. 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 AED 364
AED 464 total
includes taxes & fees
6 Aug - 7 Aug
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Basic Cabin, Resort View | Terrace/patio

3. 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 AED 327
AED 385 total
includes taxes & fees
6 Aug - 7 Aug
Hickory Hollow Resort
Living area

4. 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 AED 400
AED 504 total
includes taxes & fees
9 Aug - 10 Aug
Green cabin close to University of Central Missouri and Whiteman AF Base
Private kitchen

5. Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
The price is AED 364
AED 464 total
includes taxes & fees
10 Aug - 11 Aug
Cute Little Cabin #3
Interior

6. 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 AED 511
AED 622 total
includes taxes & fees
11 Aug - 12 Aug
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
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 AED 364
AED 464 total
includes taxes & fees
6 Aug - 7 Aug
Unit B Country home apartment near Warrensburg
Exterior

8. 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 AED 437
AED 675 total
includes taxes & fees
23 Aug - 24 Aug
The Bungalow at WAFB/Knob Noster pet friendly
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 AED 397
AED 644 total
includes taxes & fees
6 Aug - 7 Aug
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Interior

10. 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 AED 364
AED 464 total
includes taxes & fees
9 Aug - 10 Aug
Red cabin close to University of Central Missouri and Whiteman AF Base
Living area

11. 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 AED 437
AED 543 total
includes taxes & fees
6 Aug - 7 Aug
Tan cabin close to University of Central Missouri and Whiteman AF Base
TV

12. White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base

White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base
Warrensburg
9.6 out of 10, Exceptional, (14 reviews)
"This is our second stay at the cabins. Nice ,clean cabins"
United States
Aaron S.
The price is AED 511
AED 622 total
includes taxes & fees
10 Aug - 11 Aug
White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base
Living area

13. Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (36 reviews)
"Awesome place to stay in Sedalia, beautiful cosy home. Top notch host. Would definitely recommend and stay again."
Canada
James
The price is AED 547
AED 669 total
includes taxes & fees
10 Aug - 11 Aug
Haven House New Comfortable and Clean Retreat
Smart TV, fireplace, books, music library

14. 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 AED 477
AED 760 total
includes taxes & fees
6 Aug - 7 Aug
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
Coffee/tea maker, fridge, microwave, oven

15. 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 AED 437
AED 760 total
includes taxes & fees
25 Aug - 26 Aug
Home Away From Home
House (4 Bedrooms) | Interior

16. Truman Lake Retreat: Relax and Unwind

Truman Lake Retreat: Relax and Unwind
3.0 star property
Clinton
The price is AED 588
AED 1,853 total
includes taxes & fees
13 Aug - 14 Aug
Truman Lake Retreat: Relax and Unwind
Coffee/tea maker, fridge, microwave, toaster

17. 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 AED 491
AED 579 total
includes taxes & fees
6 Aug - 7 Aug
Cabin 3 - Reel and Trigger
Exterior

18. 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 AED 547
AED 672 total
includes taxes & fees
24 Aug - 25 Aug
Fisher House Spacious Home in Tiny Home Village
Smart TV, fireplace, books

19. 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 AED 459
AED 696 total
includes taxes & fees
9 Aug - 10 Aug
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Smart TV, stereo

20. 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 AED 455
AED 838 total
includes taxes & fees
12 Aug - 13 Aug
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
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

Windsor Crossroads Motel

Windsor Crossroads Motel

10/10 Excellent
"We stayed 2 nights when visiting for a golf tournament. The room was clean and the bed was comfortable. Thanks."
Donna 2-night trip
Posted 7 hours ago
Windsor Crossroads Motel

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.