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)
"The house was super clean, cozy, and comfortable! "
The price is NZ$258
includes taxes & fees
24 July - 25 July
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Bicycle Bungalow New House in Tiny Home Village

9.6 out of 10, Exceptional, (8)
The price is NZ$265
includes taxes & fees
29 June - 30 June
Bicycle Bungalow New House in Tiny Home Village

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

10.0 out of 10, Exceptional, (41)
"Great location nice house very clean"
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

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

9.4 out of 10, Exceptional, (14)
"Great place to stay."
The price is NZ$193
includes taxes & fees
29 June - 30 June
Red cabin close to University of Central Missouri and Whiteman AF Base

Rm 1 - Waterfront Double Queen / 1st floor

9.8 out of 10, Exceptional, (13)
"Nice people. Very quiet and close fishing. "
The price is NZ$238
includes taxes & fees
28 June - 29 June
Rm 1 - Waterfront Double Queen / 1st floor

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

10.0 out of 10, Exceptional, (58)
"Enjoyed my stay"
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

Home Away From Home

10.0 out of 10, Exceptional, (18)
"Clean and cozy, the family and Iwould stay again"
The price is NZ$287
includes taxes & fees
6 July - 7 July
Home Away From Home

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (7)
The price is NZ$283
includes taxes & fees
30 June - 1 July
Haven House New Comfortable and Clean Retreat

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!

10.0 out of 10, Exceptional, (30)
"We loved everything about this house! Great owner, great location, and great experience! Will stay again for sure!!"
The price is NZ$254
includes taxes & fees
30 June - 1 July
Downtown Retreat with large privacy fenced yard. Pet Friendly!

< 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!

10.0 out of 10, Exceptional, (2)
"Property is nicely updated and cozy."
Truman Lake Retreat: Large Deck & On-Site Fishing!

Hickory Hollow Resort

2.0 star property
8.4 out of 10, Very good, (7)
"Roomy quiet, "
The price is NZ$173
includes taxes & fees
27 July - 28 July
Hickory Hollow Resort

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

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

10.0 out of 10, Exceptional, (80)
"Always a pleasure to stay in such a well maintained & clean house. Thank you. "
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

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 NZ$275
includes taxes & fees
8 July - 9 July
The Bungalow at WAFB/Knob Noster pet friendly

Peaceful lake retreat at the Lake of the Ozarks

10.0 out of 10, Exceptional, (3)
"The property was super clean, had lots of things for us to use on the lake! Awesome fish cleaning station and the host were reslly nice. We enjoyed lu"
Peaceful lake retreat at the Lake of the Ozarks
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 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 Montserrat Vineyards and Harry S. Truman State Park.

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.