Default HTG hotel image

Windsor Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Windsor holiday 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 HK$980
HK$1,520 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$2,117
HK$2,555 total
includes taxes & fees
19 Aug - 20 Aug
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 HK$776
HK$991 total
includes taxes & fees
3 Aug - 4 Aug
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
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 HK$699
HK$822 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$933
HK$1,160 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$776
HK$991 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$776
HK$991 total
includes taxes & fees
6 Aug - 7 Aug
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 HK$1,090
HK$1,328 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$972
HK$1,789 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$933
HK$1,442 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$847
HK$1,376 total
includes taxes & fees
6 Aug - 7 Aug
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 HK$776
HK$991 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$1,049
HK$1,237 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$855
HK$1,076 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$1,168
HK$1,435 total
includes taxes & fees
5 Aug - 6 Aug
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 HK$933
HK$1,606 total
includes taxes & fees
25 Aug - 26 Aug
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 HK$906
HK$1,397 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$957
HK$1,460 total
includes taxes & fees
24 Aug - 25 Aug
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 HK$1,168
HK$1,435 total
includes taxes & fees
24 Aug - 25 Aug
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 HK$933
HK$3,993 total
includes taxes & fees
13 Aug - 14 Aug
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Fairfield Inn & Suites by Marriott Warrensburg

Fairfield Inn & Suites by Marriott Warrensburg

10/10 Excellent
"Great service and great room. Staff were awesome."
Heather 4-night trip
Posted 9 hours ago
Fairfield Inn & Suites by Marriott Warrensburg

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:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

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

Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor has to offer?

Truman Lake Retreat: Relax and Unwind: This holiday home rental outside of Windsor is located on the waterfront, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 wider area, you’ll find Whiteman Air Force Base and Harry S. Truman State Park.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.