Holiday Rentals in Windsor

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Our top choices for Windsor holiday rentals

9.4 out of 10, Exceptional, (33 reviews)
"Great property for my stay for business in Leeton …would definitely stay here again !"
United States
Diane D.
The price is €168
includes taxes & fees
13 Jan - 14 Jan
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
10.0 out of 10, Exceptional, (1 review)
"The cabins are brand new, very clean very nice very spacious. I absolutely love to stay and will definitely be back in refer to family and friends."
United States
Melanie
The price is €98
includes taxes & fees
25 Jan - 26 Jan
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
9.4 out of 10, Exceptional, (16 reviews)
"Everything was as advertised."
United States
William B.
The price is €113
includes taxes & fees
13 Jan - 14 Jan
Green cabin close to University of Central Missouri and Whiteman AF Base
9.2 out of 10, Wonderful, (14 reviews)
"The cabin had all that our family needed for the weekend. The size of the cabin is very unassuming but quite large and spacious. Enough for everyone to have their own space. Excellent "
United States
Tasha
The price is €140
includes taxes & fees
13 Jan - 14 Jan
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Holiday Home in Warrensburg

Home Away From Home
10.0 out of 10, Exceptional, (32 reviews)
"Great place to stay!!!"
United States
Lynn W.
The price is €153
includes taxes & fees
13 Jan - 14 Jan
Home Away From Home
10.0 out of 10, Exceptional, (44 reviews)
"We love staying here for the great location to UCM and the wonderful downtown area. "
United States
Michelle G.
The price is €136
includes taxes & fees
27 Jan - 28 Jan
Downtown Retreat with large privacy fenced yard. Pet Friendly!

Holiday Home in Warsaw

Cozy Home w/ Doggy Fence
9.2 out of 10, Wonderful, (56 reviews)
"Loved the house and decor. Very close to the town of Warsaw and to our family and friends. Enjoy the stay!"
United States
Tina S.
The price is €159
includes taxes & fees
13 Jan - 14 Jan
Cozy Home w/ Doggy Fence

Cabin in Tom Township

Cabin 12 - Reel and Trigger
10.0 out of 10, Exceptional, (2 reviews)
"Great location quick easy access to boat ramps"
United States
Ron B.
The price is €191
includes taxes & fees
13 Jan - 14 Jan
Cabin 12 - Reel and Trigger
10.0 out of 10, Exceptional, (22 reviews)
"Very easy check-in and very clean. It was a great location and we enjoyed our stay."
United States
Chad H.
The price is €138
includes taxes & fees
14 Jan - 15 Jan
Haven House New Comfortable and Clean Retreat
10.0 out of 10, Exceptional, (77 reviews)
"My friends and I had an amazing stay! The hosts are extremely communicative, and the house is very clean and cozy. We really enjoyed our time out on the back porch looking at the lake, and we'll definitely be back again soon!"
United States
Sarah P.
The price is €257
includes taxes & fees
13 Jan - 14 Jan
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
10.0 out of 10, Exceptional, (2 reviews)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is €270
includes taxes & fees
13 Jan - 14 Jan
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
10.0 out of 10, Exceptional, (15 reviews)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
The price is €137
includes taxes & fees
14 Jan - 15 Jan
The Bungalow at WAFB/Knob Noster pet friendly
10.0 out of 10, Exceptional, (22 reviews)
"Outstanding place to stay. Very clean!!"
United States
Aaron D.
The price is €146
includes taxes & fees
15 Jan - 16 Jan
Fisher House Spacious Home in Tiny Home Village
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Keith H.
The price is €140
includes taxes & fees
15 Jan - 16 Jan
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great little spot with a neat community. Store right next door and everything else you would want within 10 minutes or so. "
United States
Cameron C.
The price is €122
includes taxes & fees
13 Jan - 14 Jan
Unit A Country house near Warrensburg
10.0 out of 10, Exceptional, (1 review)
"Very peaceful area.. overnight stay.. convenient to everything.. highly recommend "
United States
David J.
The price is €270
includes taxes & fees
23 Jan - 24 Jan
Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard

Holiday Home in Sedalia

Katy Trail Rest Stop
9.4 out of 10, Exceptional, (47 reviews)
"Work crew stayed here during an out of town project. They were very happy with the accomodations and commented how much nicer and spacious this stay was over a hotel room.The host was great to work with, I would definately book again for a work trip, or even for a family getaway to Sedalia."
United States
Shadyia W.
The price is €191
includes taxes & fees
18 Jan - 19 Jan
Katy Trail Rest Stop
10.0 out of 10, Exceptional, (2 reviews)
"Easy communication, super convenient to our destination, clean."
United States
Roxanne B.
The price is €172
includes taxes & fees
19 Jan - 20 Jan
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

Apartment in Sedalia

Townhouse rentals of Sedalia
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Great host and great property! Everything was new and super clean with lots of added amenities. We will definitely be return customers for future stays…already planning our next two visits! "
United States
Devon A.
The price is €219
includes taxes & fees
31 Jan - 1 Feb
Townhouse rentals of Sedalia
10.0 out of 10, Exceptional, (8 reviews)
"Perfect getaway in the woods. Very clean. Lovely accommodations."
United States
Erin R.
The price is €549
includes taxes & fees
14 Jan - 15 Jan
Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO
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

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as €104 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday 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 holiday.

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. 

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?

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO: This highly rated holiday home rental in Windsor is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Knob Noster 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.