Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Windsor
9.4 out of 10, Exceptional, (33)
"Great property for my stay for business in Leeton …would definitely stay here again !"
United States
Diane D.
The price is €169
includes taxes & fees
14 Dec - 15 Dec
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Warrensburg
10.0 out of 10, Exceptional, (90)
"We had a wonderful stay. House was cute, clean, and comfortable! It had everything we expected and more. We will definitely be back! "
United States
Brandi C.
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Green cabin close to University of Central Missouri and Whiteman AF Base

Warrensburg
9.4 out of 10, Exceptional, (13)
"Perfect size and spot for an easy stay "
United States
Charlie C.
The price is €114
includes taxes & fees
22 Dec - 23 Dec
Green cabin close to University of Central Missouri and Whiteman AF Base

Peaceful Lakefront Cabin

Lincoln
9.8 out of 10, Exceptional, (6)
"The house has a good amount or room. Was very clean and well kept. "
United States
Jason C.
Peaceful Lakefront Cabin

Red cabin close to University of Central Missouri and Whiteman AF Base

Warrensburg
9.4 out of 10, Exceptional, (21)
"Clean and comfortable stay"
United States
David F.
The price is €105
includes taxes & fees
24 Nov - 25 Nov
Red cabin close to University of Central Missouri and Whiteman AF Base

Townhouse rentals of Sedalia

2.0 star property
Sedalia
10.0 out of 10, Exceptional, (1)
"Very nice and clean. Great area. Will definitely stay here again when we come back to sedalia"
United States
Kevin H.
The price is €217
includes taxes & fees
23 Nov - 24 Nov
Townhouse rentals of Sedalia

Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi

Knob Noster
9.6 out of 10, Exceptional, (10)
"Great place to stay . "
United States
Collin L.
Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi

Eclectic Loft atop Art Studio in the heart of Scott Joplin Land!

Sedalia Downtown Historic District
9.4 out of 10, Exceptional, (14)
"My daughter and her bridesmaids loved the place! They remarked how beautiful and fun it was the entire weekend. Thank you"
United States
JODI B.
Eclectic Loft atop Art Studio in the heart of Scott Joplin Land!

Unit B Country home apartment near Warrensburg

Warrensburg
8.8 out of 10, Excellent, (3)
"Amazing experience! Clean and comfortable. Easy drive to UCM. We would definitely stay here again!"
United States
Jason
The price is €105
includes taxes & fees
22 Dec - 23 Dec
Unit B Country home apartment near Warrensburg

Spacious 4-bedroom apartment with WiFi, fitness room in charming Warrensburg

Warrensburg
8.0 out of 10, Very good, (1)
"Great location and price! "
United States
Leslie B.
Spacious 4-bedroom apartment with WiFi, fitness room in charming Warrensburg

Charming Modern 1BR Country Cottage Surrounded by Nature Close to Town.

Warrensburg
10.0 out of 10, Exceptional, (9)
"Location and stay was pleasant and accomodating. The little cabin was cute and homey. "
United States
Amanda H.
Charming Modern 1BR Country Cottage Surrounded by Nature Close to Town.

Hickory Hollow Resort

2.0 star property
Clinton
8.4 out of 10, Very good, (13)
"Our cabin was clean, comfortable and affordable. The check-in was effortless and we had no issues with the stay. I would recommend the place to friends and family traveling through the area."
United States
Terry
The price is €100
includes taxes & fees
22 Nov - 23 Nov
Hickory Hollow Resort

Haven House New Comfortable and Clean Retreat

Sedalia
10.0 out of 10, Exceptional, (18)
"Very easy check-in and very clean. It was a great location and we enjoyed our stay."
United States
Chad H.
The price is €139
includes taxes & fees
30 Nov - 1 Dec
Haven House New Comfortable and Clean Retreat

Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

Warsaw
10.0 out of 10, Exceptional, (3)
"The house was very clean! "
United States
brandon a.
The price is €220
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

The Bungalow at WAFB/Knob Noster pet friendly

Knob Noster
10.0 out of 10, Exceptional, (14)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
The price is €138
includes taxes & fees
17 Dec - 18 Dec
The Bungalow at WAFB/Knob Noster pet friendly

Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

Warsaw
10.0 out of 10, Exceptional, (50)
"Really loved the experience and great local place to stay with family"
United States
Bre H.
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

Comfy Newly Furnished Home

Warrensburg
9.6 out of 10, Exceptional, (22)
"It was a great stay"
United States
Scott S.
Comfy Newly Furnished Home

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

Warsaw
10.0 out of 10, Exceptional, (69)
"Very well maintained, modern furniture and appliances, great weekend getaway "
United States
Zachary J.
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

The Conservatory

Sedalia Downtown Historic District
10.0 out of 10, Exceptional, (7)
"The BEST place to stay in Sedalia! The host is amazing and the suites are absolutely AMAZING! "
United States
Jennifer R.
The price is €394
includes taxes & fees
28 Nov - 29 Nov
The Conservatory

Ozark Family Getaway in beautiful Warsaw.

Warsaw
9.6 out of 10, Exceptional, (33)
"We had a great trip and will definitely stay again! The hose was amazing to work with and left goodies everyone. Highly recommend!"
United States
Kyndal B.
Ozark Family Getaway in beautiful Warsaw.
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 €100 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 State Fair Community College.

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.