Windsor Holiday Rentals

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Holiday Rentals in Windsor

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

9.4 out of 10, Exceptional, (30)
"Great property for my stay for business in Leeton …would definitely stay here again !"
The price is NZ$268
includes taxes & fees
12 Oct - 13 Oct
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Fisher House Spacious Home in Tiny Home Village

9.8 out of 10, Exceptional, (13)
"Our group of six visited the property for a short stay. It was the perfect amount of space for all of us and all the amenities we needed."
The price is NZ$284
includes taxes & fees
6 Oct - 7 Oct
Fisher House Spacious Home in Tiny Home Village

Home Away From Home

10.0 out of 10, Exceptional, (28)
"Clean and cozy, the family and Iwould stay again"
The price is NZ$299
includes taxes & fees
6 Oct - 7 Oct
Home Away From Home

Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

9.2 out of 10, Wonderful, (27)
"This place was lovely, clean, and had wonderful views!"
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

Hickory Hollow Resort

2.0 star property
8.2 out of 10, Very good, (11)
"Roomy quiet, "
The price is NZ$180
includes taxes & fees
3 Nov - 4 Nov
Hickory Hollow Resort

Peaceful Lakefront Cabin

9.8 out of 10, Exceptional, (6)
"Such a wonder stay, at a gorgeous, cozy home, with excellent property managers. Can’t rave enough about our experience! We even extended our stay by an additional day, because we loved it so much. "
Peaceful Lakefront Cabin

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

10.0 out of 10, Exceptional, (83)
"This is our second year stay at this home. Loved the inviting atmosphere. Warm and cozy. Plenty of spire our group to relax and enjoy. Host responded quickly with any questions or concerns. Would stay here again in the future."
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Cozy Home w/ Doggy Fence

9.2 out of 10, Wonderful, (53)
"This was such a comfortable, well stocked place to stay. We would definitely rent again. "
The price is NZ$310
includes taxes & fees
13 Oct - 14 Oct
Cozy Home w/ Doggy Fence

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

10.0 out of 10, Exceptional, (48)
"Really loved the experience and great local place to stay with family"
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

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

10.0 out of 10, Exceptional, (2)
"Liked long driveway and easy access. Clean comfy respectable place. Communication was great!! "
The price is NZ$425
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

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

9.6 out of 10, Exceptional, (7)
"Great place to stay . "
The price is NZ$151
includes taxes & fees
6 Oct - 7 Oct
Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi

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

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

The Bunkhouse 318 E. Main St. Warsaw, Mo.

9.8 out of 10, Exceptional, (67)
"Cozy little place by the lake, very nice."
The Bunkhouse 318 E. Main St. Warsaw, Mo.

Water front Lake of the Ozarks Studio Apartment

9.8 out of 10, Exceptional, (32)
"Stay for a few days, Very quite place, clean and host was friendly."
Water front Lake of the Ozarks Studio Apartment

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (16)
"Very nicely decorated and pleasant place to stay"
The price is NZ$268
includes taxes & fees
6 Oct - 7 Oct
Haven House New Comfortable and Clean Retreat

Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

10.0 out of 10, Exceptional, (46)
"Great, relaxing property, quite isolated. Definitely designed as hunting/fishing lodge, but my wife and I felt very comfortable on an anniversary getaway."
The price is NZ$421
includes taxes & fees
6 Oct - 7 Oct
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

Downtown Retreat with large privacy fenced yard. Pet Friendly!

10.0 out of 10, Exceptional, (39)
"Location was great and lots of stuff nearby. Easy to find - great kitchen!! Would definitely stay again. "
The price is NZ$269
includes taxes & fees
8 Oct - 9 Oct
Downtown Retreat with large privacy fenced yard. Pet Friendly!

The Cabin by Bucksaw Marina, Truman Lake

8.0 out of 10, Very good, (4)
"Quiet and pleasant stay. Great alternative to hotel as I was working in the area."
The Cabin by Bucksaw Marina, Truman Lake

Classy Cottage new home in quaint neighborhood

10.0 out of 10, Exceptional, (2)
"Property was clean, well decorated and really close to gate 11 for the Missouri State Fair! "
The price is NZ$332
includes taxes & fees
6 Oct - 7 Oct
Classy Cottage new home in quaint neighborhood

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

9.8 out of 10, Exceptional, (17)
"Needed a place to overnight during a fishing trip. Perfect for us. "
The price is NZ$272
includes taxes & fees
10 Oct - 11 Oct
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
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

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, 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 NZ$151 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 Truman Lake. 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.