Windsor Vacation Rentals

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Oct 10 - Oct 12
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Jan 16 - Jan 18

Vacation Rentals in Windsor

Our top choices for Windsor vacation rentals

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Smart TV, DVD player

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 ￥14,613
￥23,042 total
includes taxes & fees
Sep 26 - Sep 27
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Water front Lake of the Ozarks Studio Apartment
Terrace/patio

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
Home Away From Home
Interior

Home Away From Home

10.0 out of 10, Exceptional, (25)
"Clean and cozy, the family and Iwould stay again"
The price is ￥14,023
￥25,684 total
includes taxes & fees
Oct 6 - Oct 7
Home Away From Home
Fisher House Spacious Home in Tiny Home Village
Exterior

Fisher House Spacious Home in Tiny Home Village

9.8 out of 10, Exceptional, (12)
"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 ￥17,278
￥21,762 total
includes taxes & fees
Oct 4 - Oct 5
Fisher House Spacious Home in Tiny Home Village
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake
Living area

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
Peaceful Lakefront Cabin
Fridge, microwave, oven, stovetop

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
Hickory Hollow Resort
Basic Cabin, Resort View | Private kitchen

Hickory Hollow Resort

2.0 star property
8.2 out of 10, Very Good, (11)
"Roomy quiet, "
The price is ￥14,613
￥17,028 total
includes taxes & fees
Oct 1 - Oct 2
Hickory Hollow Resort
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg
Fridge, microwave, oven, stovetop

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

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

10.0 out of 10, Exceptional, (45)
"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 ￥20,518
￥36,272 total
includes taxes & fees
Sep 26 - Sep 27
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (47)
"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
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Interior

Relax at Grandma’s house with a screened in porch overlooking a private lake!

9.8 out of 10, Exceptional, (34)
"Great place to relax and enjoy the bug free view of the lake"
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Red cabin close to University of Central Missouri and Whiteman AF Base
Living area

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

9.4 out of 10, Exceptional, (18)
"Very clean,nice cabin and setting "
The price is ￥13,285
￥17,247 total
includes taxes & fees
Oct 5 - Oct 6
Red cabin close to University of Central Missouri and Whiteman AF Base
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Microwave, oven, stovetop

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 ￥22,880
￥36,556 total
includes taxes & fees
Sep 29 - Sep 30
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Katy Trail Rest Stop
3 bedrooms, WiFi

Katy Trail Rest Stop

9.4 out of 10, Exceptional, (42)
"Lovely property and just the right distance to everything. "
The price is ￥19,189
￥32,157 total
includes taxes & fees
Sep 28 - Sep 29
Katy Trail Rest Stop
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Terrace/patio

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

10.0 out of 10, Exceptional, (69)
"This place was clean and perfect for our family. "
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
Property grounds

CABIN IN THE WOODS , FAMILY AND PET FRIENDLY

9.8 out of 10, Exceptional, (67)
"We were in town for a fishing tournament on Truman and we booked this place for a week. It’s quiet and peaceful and the hosts are the best people! We make this trip every year and will definitely be coming back. "
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
The Bunkhouse 318 E. Main St. Warsaw, Mo.
Property grounds

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.
Truman Lake Retreat: Large Deck & On-Site Fishing!
Fridge, microwave, stovetop, dishwasher

Truman Lake Retreat: Large Deck & On-Site Fishing!

9.6 out of 10, Exceptional, (5)
"Property is nicely updated and cozy."
Truman Lake Retreat: Large Deck & On-Site Fishing!
Haven House New Comfortable and Clean Retreat
Terrace/patio

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (15)
"Very nicely decorated and pleasant place to stay"
The price is ￥18,466
￥23,029 total
includes taxes & fees
Sep 29 - Sep 30
Haven House New Comfortable and Clean Retreat
Cozy Home w/ Doggy Fence
Outdoor dining

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 ￥11,824
￥26,600 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Home w/ Doggy Fence
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

Holiday Inn Express & Suites Warrensburg North by IHG

Holiday Inn Express & Suites Warrensburg North by IHG

10/10 Excellent
"The staff are very pleasant. Clean and easy. "
La Tesha 3-night trip
Posted 2 days ago
Holiday Inn Express & Suites Warrensburg North by IHG

Find out more about Windsor

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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?

Fisher House Spacious Home in Tiny Home Village: This vacation home rental outside of Windsor offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 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.