Windsor Vacation Rentals

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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
9.6 out of 10, Exceptional, (22)
"Very quiet and peaceful. We took a nice walk on the Katy Trail. We had the trail all to ourselves. Beautiful in the Fall."
The price is ￥15,461
￥24,378 total
includes taxes & fees
Jun 9 - Jun 10
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Cheerful Carefree Cottage with Stunning Lake Views
TV, books, video library
Cheerful Carefree Cottage with Stunning Lake Views
9.6 out of 10, Exceptional, (43)
"Absolutely peaceful getaway! We spent the night here for a quiet, unplugged, & peaceful getaway and it did not disappoint. The house was fresh and spotless clean and not overwhelmed with artificial plug-in deodorizers (like many are). While there is a big TV and plenty of movies & games, we literally sat on the screened in porch and enjoyed the view until the sky was dark and again at sunrise. The bird-watching was amazing, we saw a variety including bald eagles. This place goes on our list for...
The price is ￥19,978
￥29,715 total
includes taxes & fees
Jun 17 - Jun 18
Cheerful Carefree Cottage with Stunning Lake Views
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Interior
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
10.0 out of 10, Exceptional, (24)
"Upon entering the house, you notice how good it smells. It's small, cute, cozy, and has the best closed in back porch that is air conditioned for those hot days. The back porch overlooks the lake and you get to catch the absolute perfect sunset! The owners were always so quick in responding to any messages and booking was a breeze! They also thought of everything you might need that you might have forgot (tooth brushes, shampoo/conditioner, snacks if you're getting in late and need some food, a...
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
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Pet Friendly Lodging 5 minutes from Whiteman AFB
Fridge, microwave, oven, stovetop
Pet Friendly Lodging 5 minutes from Whiteman AFB
10.0 out of 10, Exceptional, (52)
"Tastefully decorated/furnished with top of the line appliances and wonderfully supplied with everything you can think of or need. Owners great on communication, very hospitable and helpful."
Pet Friendly Lodging 5 minutes from Whiteman AFB
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Property grounds
Relax at Grandma’s house with a screened in porch overlooking a private lake!
10.0 out of 10, Exceptional, (14)
"Small but clean and very welcoming. Just wished it had not stormed and rained us out. Would loved to had more time."
Relax at Grandma’s house with a screened in porch overlooking a private lake!
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
Exterior
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
10.0 out of 10, Exceptional, (14)
"This was like staying with close friends. Comfortable, clean and cozy place. Owners stayed upstairs but was never a distraction. Super friendly hosts who wanted to ensure our needs were met. They accommodated our boat parking too. Would certainly recommend this place and we plan to return."
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Outdoor dining
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
9.8 out of 10, Exceptional, (50)
"Zero complaints! It is everything you could want and more. If you can’t scratch your lake itch here then it’s not possible."
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
Exterior
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
10.0 out of 10, Exceptional, (38)
"Enjoyed my stay"
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
New Ranch Home in Heart of Sedalia
Private kitchen | Fridge, microwave, oven, stovetop
New Ranch Home in Heart of Sedalia
9.4 out of 10, Exceptional, (9)
"Great place to stay. Clean, great communication with owner"
New Ranch Home in Heart of Sedalia
Warsaw Cabin w/ Sunroom & Lake Access!
Exterior
Warsaw Cabin w/ Sunroom & Lake Access!
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay the house and the boat ramp was nice!"
Warsaw Cabin w/ Sunroom & Lake Access!
Red cabin close to University of Central Missouri and Whiteman AF Base
Interior
Red cabin close to University of Central Missouri and Whiteman AF Base
10.0 out of 10, Exceptional, (1)
"Perfect for a couple. Great location for peace and quiet. Short drive to Warrensburg for restaurants and shopping. Be sure to visit owner’s store at entrance to property."
The price is ￥13,938
￥18,095 total
includes taxes & fees
Jun 6 - Jun 7
Red cabin close to University of Central Missouri and Whiteman AF Base
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, (3)
"Loved our stay. The house was very well stocked with all we could need. Lovely yard to enjoy, close to downtown. Very walkable. Enjoyed our time with family without having to be in a hotel!"
The price is ￥18,740
￥26,705 total
includes taxes & fees
Jun 23 - Jun 24
Downtown Retreat with large privacy fenced yard. Pet Friendly!
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
Fridge, microwave, oven, stovetop
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
9.8 out of 10, Exceptional, (19)
"This property was like my dream house. The wrap around porch enabled us to set out morning, afternoon and evening regardless of where the sun was. The ceiling fans on the porch kept the bugs away too. The house was super clean and super comfortable. We used the fire pit every night. The only issue we had was our inability to stay longer."
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
Hickory Hollow Resort
Basic Cabin, Resort View | Private kitchen
Hickory Hollow Resort
2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was nice and people were very friendly "
The price is ￥14,489
￥15,420 total
includes taxes & fees
Jun 9 - Jun 10
Hickory Hollow Resort
'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock
Fridge, microwave, stovetop, dishwasher
'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock
10.0 out of 10, Exceptional, (13)
"My book club stayed here for a long weekend, and we couldn't be happier with our experience. Our only complaint was that we didn't have more time! Overall, the house is perfect for a large group. The hot tub was nice and the dock was in great shape - plus they provided lots of floaties, chairs, and towels. The kitchen was one of the best I've seen in a rental - there were lots of tools and utensils. I do wish there would have been more large bowls, because we only found one which we had to...
'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock
Water front Lake of the Ozarks Studio Apartment
Property grounds
Water front Lake of the Ozarks Studio Apartment
10.0 out of 10, Exceptional, (13)
"My brother-in-law and I spent the weekend fishing with our 13 year old sons. This place was perfect, exactly what we needed. Beautiful location, clean, comfy. A great fishing camp experience! I highly recommend this property and host. We will be booking again in the future! Thank you Kathy for the awesome experience."
Water front Lake of the Ozarks Studio Apartment
Katy Trail Rest Stop
3 bedrooms, WiFi
Katy Trail Rest Stop
9.2 out of 10, Wonderful, (25)
"Great home, has a great time. Was nice to come home and relax after the horse show."
The price is ￥25,554
￥36,805 total
includes taxes & fees
Jun 10 - Jun 11
Katy Trail Rest Stop
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
Fridge, microwave, oven, stovetop
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
10.0 out of 10, Exceptional, (1)
"This was the perfect place for our group of 5 ladies after the Warsaw Wine Festival."
The price is ￥37,943
￥64,658 total
includes taxes & fees
Jun 10 - Jun 11
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
Cozy Home w/ Boat Parking 5mins From Truman Dam
Property grounds
Cozy Home w/ Boat Parking 5mins From Truman Dam
9.0 out of 10, Wonderful, (38)
"Very clean and equipped to stay comfortable."
The price is ￥12,025
￥28,470 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Home w/ Boat Parking 5mins From Truman Dam
Truman Lake, Modern, Quaint, Private Cottage--Now w/Paved Drives & Queen Num Bed
Beach
Truman Lake, Modern, Quaint, Private Cottage--Now w/Paved Drives & Queen Num Bed
10.0 out of 10, Exceptional, (75)
"Good stay, nice getaway"
Truman Lake, Modern, Quaint, Private Cottage--Now w/Paved Drives & Queen Num Bed
Don't see what you're looking for?
See all available properties in Windsor
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.

Other types of properties in Windsor you may be interested in

Windsor Crossroads Motel
WiFi
Windsor Crossroads Motel
2.5 star property
9.0 out of 10, Wonderful, (58)
"Simple but good value, and nice staff Great spot for Katy and Rock Island trail riders"
The price is ￥9,371
￥10,184 total
includes taxes & fees
Jun 30 - Jul 1
Windsor Crossroads Motel
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
9.6 out of 10, Exceptional, (22)
"Very quiet and peaceful. We took a nice walk on the Katy Trail. We had the trail all to ourselves. Beautiful in the Fall."
The price is ￥15,461
￥24,378 total
includes taxes & fees
Jun 9 - Jun 10
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Parkfield Inn
Indoor pool
Parkfield Inn
2.5 star property
9.2 out of 10, Wonderful, (744)
"Good stay, no issues. "
The price is ￥16,710
￥18,744 total
includes taxes & fees
Jun 6 - Jun 7
Parkfield Inn
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.

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
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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?

Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4: This vacation home rental outside of Windsor is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Windsor?

While you're exploring the area, Harry S. Truman State Park and Truman Lake are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Missouri State Fairgrounds and Truman Lake Mountain Bike 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.

Recent reviews of Windsor properties
Expedia verified reviews

Econo Lodge Truman Inn

Econo Lodge Truman Inn

5/5 Excellent
"The staircase was so beautiful. Very enjoyable."
A verified traveler stayed at Econo Lodge Truman Inn
Posted 3 days ago
Econo Lodge Truman Inn