Windsor Vacation Rentals

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Check prices for these dates

Tonight
Jun 23 - Jun 24
Tomorrow
Jun 24 - Jun 25
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Windsor

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
3 bedrooms, WiFi, bed sheets

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

9.4 out of 10, Exceptional, (30)
"The house was super clean, cozy, and comfortable! "
The price is ￥14,463
￥22,805 total
includes taxes & fees
Jun 25 - Jun 26
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Bicycle Bungalow New House in Tiny Home Village
Exterior

Bicycle Bungalow New House in Tiny Home Village

9.6 out of 10, Exceptional, (8)
The price is ￥18,846
￥23,413 total
includes taxes & fees
Jun 24 - Jun 25
Bicycle Bungalow New House in Tiny Home Village
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, (27)
"Very peaceful very calm setting... Just what we were looking for"
Relax at Grandma’s house with a screened in porch overlooking a private lake!
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, (40)
"As soon as we walked in we were pleased! It smelled so nice, was clean, and beautiful. "
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Water front Lake of the Ozarks Studio Apartment
Terrace/patio

Water front Lake of the Ozarks Studio Apartment

9.8 out of 10, Exceptional, (28)
"Stay for a few days, Very quite place, clean and host was friendly."
Water front Lake of the Ozarks Studio Apartment
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, (13)
"Great place to stay."
The price is ￥13,148
￥17,069 total
includes taxes & fees
Jun 24 - Jun 25
Red cabin close to University of Central Missouri and Whiteman AF Base
Cozy Home w/ Doggy Fence
Outdoor dining

Cozy Home w/ Doggy Fence

9.2 out of 10, Wonderful, (49)
"Had a great time!! Checkin couldn’t have been easier, was clean and was able to find anything we needed as far as frying up some fish:) lake must be low as the boat ramp was fairly dried up. Great place to take the dogs and get away for a couple days and do some fishing."
The price is ￥11,702
￥26,472 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Home w/ Doggy Fence
Rm 1 - Waterfront Double Queen / 1st floor
Property grounds

Rm 1 - Waterfront Double Queen / 1st floor

9.8 out of 10, Exceptional, (13)
"Nice people. Very quiet and close fishing. "
The price is ￥17,093
￥21,078 total
includes taxes & fees
Jun 25 - Jun 26
Rm 1 - Waterfront Double Queen / 1st floor
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, (57)
"Enjoyed my stay"
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Home Away From Home
Interior

Home Away From Home

10.0 out of 10, Exceptional, (17)
"Clean and cozy, the family and Iwould stay again"
The price is ￥13,879
￥25,420 total
includes taxes & fees
Jun 29 - Jun 30
Home Away From Home
Haven House New Comfortable and Clean Retreat
Terrace/patio

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (7)
The price is ￥20,307
￥25,001 total
includes taxes & fees
Jun 24 - Jun 25
Haven House New Comfortable and Clean Retreat
Peaceful Lakefront Cabin
Miscellaneous

Peaceful Lakefront Cabin

10.0 out of 10, Exceptional, (3)
"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
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Property grounds

Downtown Retreat with large privacy fenced yard. Pet Friendly!

10.0 out of 10, Exceptional, (29)
"We loved everything about this house! Great owner, great location, and great experience! Will stay again for sure!!"
The price is ￥13,879
￥22,498 total
includes taxes & fees
Jun 30 - Jul 1
Downtown Retreat with large privacy fenced yard. Pet Friendly!
< 1/2 Mi to Marina: Missouri Lake Getaway
Fridge, microwave, stovetop, dishwasher

< 1/2 Mi to Marina: Missouri Lake Getaway

10.0 out of 10, Exceptional, (2)
"Great place for a weekend getaway"
< 1/2 Mi to Marina: Missouri Lake Getaway
Truman Lake Retreat: Large Deck & On-Site Fishing!
Fridge, microwave, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (2)
"Property is nicely updated and cozy."
Truman Lake Retreat: Large Deck & On-Site Fishing!
Hickory Hollow Resort
Basic Cabin, Resort View | Private kitchen

Hickory Hollow Resort

2.0 star property
8.4 out of 10, Very Good, (7)
"Roomy quiet, "
The price is ￥13,017
￥15,314 total
includes taxes & fees
Jul 23 - Jul 24
Hickory Hollow Resort
Quiet getaway in Warsaw, Missouri
Fridge, microwave, oven, stovetop

Quiet getaway in Warsaw, Missouri

10.0 out of 10, Exceptional, (1)
"Such a cute property! House very roomy! Absolutely loved it!"
Quiet getaway in Warsaw, Missouri
Comfy Newly Furnished Home
Microwave, oven, stovetop, dishwasher

Comfy Newly Furnished Home

9.6 out of 10, Exceptional, (15)
"The accommodations were perfect for our group. Privacy plus common area for all to enjoy each other's company. The stay was affordable, comfortable, and met our needs. Thank you! We plan to book again next year! "
Comfy Newly Furnished Home
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, (80)
"Great location for visiting someone at the base. Very clean and stocked with anything you might need. Great communication with the owners. "
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg
The Bungalow at WAFB/Knob Noster pet friendly
Interior

The Bungalow at WAFB/Knob Noster pet friendly

9.6 out of 10, Exceptional, (5)
"My son is stationed at Whiteman Afb and this was a perfect place to stay and visit "
The price is ￥16,216
￥25,158 total
includes taxes & fees
Jul 8 - Jul 9
The Bungalow at WAFB/Knob Noster pet friendly
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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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?

Relax at Grandma’s house with a screened in porch overlooking a private lake!: This vacation home rental outside of Windsor is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. 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. Make the most of the selection of games in this rental home to help you unwind.

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 Montserrat Vineyards and Harry S. Truman State Park.

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.