Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Windsor

Dining
Charming Windsor Apartment: Easy access to Katy and Rock Island Trails.

Apartment in Windsor

10.0 out of 10, Exceptional, (7)
"We have stayed here 2 different times now and it has always been clean and this is a mini apartment for the same price as a small motel room it has everything you can think of we will be staying again soon"
United States
James F.
Charming Windsor Apartment: Easy access to Katy and Rock Island Trails.
Smart TV, DVD player
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Vacation Home in 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.
$180 nightly
The price is $189
Nov 25 - Nov 26
Total with taxes and fees
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Fridge, microwave, oven, stovetop
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Vacation Home in 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
Living area
Red cabin close to University of Central Missouri and Whiteman AF Base

Cabin in Warrensburg

9.4 out of 10, Exceptional, (21)
"Clean and comfortable stay"
United States
David F.
$110 nightly
The price is $117
Nov 25 - Nov 26
Total with taxes and fees
Red cabin close to University of Central Missouri and Whiteman AF Base
Fridge, microwave, oven, stovetop
Green cabin close to University of Central Missouri and Whiteman AF Base

Cabin in Warrensburg

9.4 out of 10, Exceptional, (13)
"Perfect size and spot for an easy stay "
United States
Charlie C.
$119 nightly
The price is $127
Nov 25 - Nov 26
Total with taxes and fees
Green cabin close to University of Central Missouri and Whiteman AF Base
Fridge, microwave, oven, stovetop
Peaceful Lakefront Cabin

Cabin in 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
Fridge, microwave, coffee/tea maker, toaster
Charming Modern 1BR Country Cottage Surrounded by Nature Close to Town.

Vacation Home in 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.
Interior
Townhouse rentals of Sedalia

Apartment in Sedalia

2.0 star property
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.
$243 nightly
The price is $243
Nov 25 - Nov 26
Total with taxes and fees
Townhouse rentals of Sedalia
Fridge, microwave, oven, stovetop
Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi

Vacation Home in 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
Exterior
Unit B Country home apartment near Warrensburg

Apartment in 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
$110 nightly
The price is $117
Nov 25 - Nov 26
Total with taxes and fees
Unit B Country home apartment near Warrensburg
Pool
Spacious 4-bedroom apartment with WiFi, fitness room in charming Warrensburg

Apartment in 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
Fridge, microwave, oven, stovetop
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

Vacation Home in Clinton

9.8 out of 10, Exceptional, (19)
"Enjoyed our stay! Neat little property. Met all our needs. Kitchen had all the supplies. Communication great. Appreciate the locked shed for our bikes. Will stay again. "
United States
Joseph
$159 nightly
The price is $159
Nov 29 - Nov 30
Total with taxes and fees
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Microwave, oven, stovetop
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

Vacation Home in Warsaw

10.0 out of 10, Exceptional, (3)
"The house was very clean! "
United States
brandon a.
$243 nightly
The price is $248
Nov 25 - Nov 26
Total with taxes and fees
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Interior
The Bungalow at WAFB/Knob Noster pet friendly

Vacation Home in Knob Noster

10.0 out of 10, Exceptional, (14)
"Awesome clean place many amenities Would stay there again. "
United States
Marcia G.
$145 nightly
The price is $155
Nov 25 - Nov 26
Total with taxes and fees
The Bungalow at WAFB/Knob Noster pet friendly
Smart TV, fireplace
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

Vacation Home in 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
Microwave, oven, stovetop, dishwasher
Comfy Newly Furnished Home

Vacation Home in Warrensburg

9.6 out of 10, Exceptional, (22)
"It was a great stay"
United States
Scott S.
Comfy Newly Furnished Home
Bar (on property)
Eclectic Loft atop Art Studio in the heart of Scott Joplin Land!

Apartment in 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!
Terrace/patio
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

Vacation Home in 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.
Fridge, microwave, oven, stovetop
The Conservatory

Apartment in Sedalia Downtown Historic District

10.0 out of 10, Exceptional, (8)
"The BEST place to stay in Sedalia! The host is amazing and the suites are absolutely AMAZING! "
United States
Jennifer R.
The Conservatory
Property grounds
Ozark Family Getaway in beautiful Warsaw.

Vacation Home in 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

Comfort Inn Sedalia Station

Comfort Inn Sedalia Station

10/10 Excellent
"Had everything I needed for breakfast and was available earlier than planned which was fantastic since we were heading out early for hunting."
Steven 1-night trip
Posted 17 hours ago
Comfort Inn Sedalia Station

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

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

Windsor vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO: This Windsor vacation home rental is equipped with a barbecue grill, 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 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 larger area, you’ll find Whiteman Air Force Base and State Fair Community College.

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.