Windsor Vacation Rentals

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Nov 10 - Nov 11
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Nov 11 - Nov 12
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Nov 14 - Nov 16
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Nov 21 - Nov 23

Vacation Rentals in Windsor

Smart TV, DVD player
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, (32)
"Great property for my stay for business in Leeton …would definitely stay here again !"
United States
Diane D.
$181 nightly
The price is $190
Nov 24 - Nov 25
Total with taxes and fees
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Microwave, oven, stovetop
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

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

Warsaw
10.0 out of 10, Exceptional, (2)
"Great place! Nice kitchen and beds were comfy!"
United States
Kenneth G.
$243 nightly
The price is $248
Nov 11 - Nov 12
Total with taxes and fees
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Fridge, microwave, oven, stovetop
The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia

The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia

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.
$324 nightly
The price is $324
Nov 11 - Nov 12
Total with taxes and fees
The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia
Fridge, microwave, oven, stovetop
Peaceful Lakefront Cabin

Peaceful Lakefront Cabin

Lincoln
9.8 out of 10, Exceptional, (6)
"Beautiful place , clean , newly remodeled, great atmosphere, friendly people . Property manager is amazing. U will enjoy this property. "
United States
Gerilynn D.
Peaceful Lakefront Cabin
Living area
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
9.4 out of 10, Exceptional, (21)
"Clean and comfortable stay"
United States
David F.
$110 nightly
The price is $117
Nov 11 - Nov 12
Total with taxes and fees
Red cabin close to University of Central Missouri and Whiteman AF Base
Exterior
Fisher House Spacious Home in Tiny Home Village

Fisher House Spacious Home in Tiny Home Village

Sedalia
9.8 out of 10, Exceptional, (19)
"Great for what we needed. The girls had a nice get away sleep over! "
United States
Amiee T.
$154 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Fisher House Spacious Home in Tiny Home Village
Smart TV, fireplace
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

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

Warsaw
10.0 out of 10, Exceptional, (50)
"This is our favorite place to stay when we come to Truman lake. Very inviting, it has all you need, the owners are so easy to work with, and the location is perfect!"
United States
Kimberly L.
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Fridge, microwave, oven, stovetop
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Warrensburg
10.0 out of 10, Exceptional, (89)
"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
Pool
Spacious 4-bedroom apartment with WiFi, fitness room in charming 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
Interior
The Library - Luxury 2-Bedroom Apartment in Downtown Sedalia

The Library - Luxury 2-Bedroom Apartment in Downtown Sedalia

Sedalia Downtown Historic District
9.6 out of 10, Exceptional, (4)
"We enjoyed our time at this property. We were in town for the Missouri State high school girls golf tournament. This was a much better option than any of the hotels located in Sedalia. It was just as advertised and the owner did a great job communicating to us on the front end. "
United States
nick p.
$205 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
The Library - Luxury 2-Bedroom Apartment in Downtown Sedalia
Microwave, stovetop
Charming Modern 1BR Country Cottage Surrounded by Nature Close to Town.

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

Warrensburg
10.0 out of 10, Exceptional, (8)
"Hosts Brent and Anita are welcoming and friendly. Made us feel like part of the family. They will do their best to help you out wherever they can.We thoroughly enjoyed our relaxing stay here . From the lovely open spaces to the pets fresh country air, and even having a bbq with the bull it has been a most memorable and enjoyable stay."
United States
steven b.
Charming Modern 1BR Country Cottage Surrounded by Nature Close to Town.
Living area
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

Deepwater
9.2 out of 10, Wonderful, (27)
"Great stay, peaceful and relaxing great for family "
United States
Jason C.
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake
Property grounds
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, (41)
"We loved staying at this property when visiting UCM. Great location, clean house, wonderful hosts! Highly recommend "
United States
michelle h.
$145 nightly
The price is $154
Nov 16 - Nov 17
Total with taxes and fees
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Basic Cabin, Resort View | Private kitchen
Hickory Hollow Resort

Hickory Hollow Resort

2.0 star property
Clinton
8.4 out of 10, Very Good, (12)
"The property was nice and people were very friendly "
United States
Bree
$108 nightly
The price is $115
Nov 11 - Nov 12
Total with taxes and fees
Hickory Hollow Resort
Fridge, microwave, oven, stovetop
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
9.4 out of 10, Exceptional, (13)
"Perfect size and spot for an easy stay "
United States
Charlie C.
$119 nightly
The price is $127
Nov 11 - Nov 12
Total with taxes and fees
Green cabin close to University of Central Missouri and Whiteman AF Base
Terrace/patio
Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat

Sedalia
10.0 out of 10, Exceptional, (18)
"Cute and clean, great price and just 4 minutes from the fairgrounds!"
United States
Danielle K.
$145 nightly
The price is $156
Nov 11 - Nov 12
Total with taxes and fees
Haven House New Comfortable and Clean Retreat
Property grounds
Looking for a perfect escape from the city !

Looking for a perfect escape from the city !

Centerview
10.0 out of 10, Exceptional, (43)
"The little cottage was great and very comfortable. The owner was super nice and accommodating. Loved all the bird feeders and the pond...it was a nice retreat and very close to Warrensburg."
United States
Laura H.
Looking for a perfect escape from the city !
Interior
Classy Cottage new home in quaint neighborhood

Classy Cottage new home in quaint neighborhood

Sedalia
10.0 out of 10, Exceptional, (5)
"This is a hidden gem! If we ever stay in Sedalia again, we will look to book this property!"
United States
Robin E.
Classy Cottage new home in quaint neighborhood
Fridge, microwave, oven, stovetop
Quiet getaway in Warsaw, Missouri

Quiet getaway in Warsaw, Missouri

Warsaw
10.0 out of 10, Exceptional, (5)
"Lovely home near the lake. Great amenities! I hope to stay again sometime."
United States
Meredith W.
Quiet getaway in Warsaw, Missouri
Terrace/patio
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

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.
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

Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"Clean room. Great staff. "
Samuel 1-night trip
Posted 4 days ago
Westbridge Inn and Suites

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 $115 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.