Windsor Holiday Rentals

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Check prices for these dates

Tonight
2 Sept - 3 Sept
Tomorrow
3 Sept - 4 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

Holiday Rentals in Windsor

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 HK$772
HK$1,217 total
includes taxes & fees
4 Sept - 5 Sept
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, (31)
"Stay for a few days, Very quite place, clean and host was friendly."
Water front Lake of the Ozarks Studio Apartment
Hickory Hollow Resort
Private kitchen

Hickory Hollow Resort

2.0 star property
8.2 out of 10, Very good, (11)
"Roomy quiet, "
The price is HK$696
HK$818 total
includes taxes & fees
2 Oct - 3 Oct
Hickory Hollow Resort
Fisher House Spacious Home in Tiny Home Village
Exterior

Fisher House Spacious Home in Tiny Home Village

9.6 out of 10, Exceptional, (9)
"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 HK$1,007
HK$1,251 total
includes taxes & fees
4 Oct - 5 Oct
Fisher House Spacious Home in Tiny Home Village
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 HK$741
HK$1,357 total
includes taxes & fees
5 Sept - 6 Sept
Home Away From Home
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!
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, (46)
"Everything was perfect and easy with check in/out. Perfect for the short stay we needed. "
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia
Fridge, microwave, oven, stovetop

The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia

10.0 out of 10, Exceptional, (6)
"Nice place "
The price is HK$1,910
HK$2,526 total
includes taxes & fees
8 Sept - 9 Sept
The Conservatory Suite - Huge, Luxury 3-Bedroom Apartment in Downtown Sedalia
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (16)
"House itself is amazing. Stayed here prior to Katy Trail ride- only 1.5 miles from the trailhead. Neighborhood is sketchy looking but no issues other than appearance."
The price is HK$807
HK$1,236 total
includes taxes & fees
8 Sept - 9 Sept
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Katy Trail Rest Stop
3 bedrooms, WiFi

Katy Trail Rest Stop

9.4 out of 10, Exceptional, (42)
"Awesome place "
The price is HK$1,053
HK$1,743 total
includes taxes & fees
30 Sept - 1 Oct
Katy Trail Rest Stop
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 HK$1,209
HK$1,931 total
includes taxes & fees
4 Sept - 5 Sept
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
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.
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, (44)
"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 HK$975
HK$1,745 total
includes taxes & fees
4 Sept - 5 Sept
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
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
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Exterior

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

10.0 out of 10, Exceptional, (72)
"Loved this place, was very clean and beautiful view. Would love to come back with all the family"
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Haven House New Comfortable and Clean Retreat
Terrace/patio

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (13)
"Very nicely decorated and pleasant place to stay"
The price is HK$975
HK$1,216 total
includes taxes & fees
8 Sept - 9 Sept
Haven House New Comfortable and Clean Retreat
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, (17)
"Very clean,nice cabin and setting "
The price is HK$702
HK$911 total
includes taxes & fees
7 Sept - 8 Sept
Red cabin close to University of Central Missouri and Whiteman AF Base
The White House
Dining

The White House

10.0 out of 10, Exceptional, (52)
"This sweet Victorian house had all we needed plus plenty of space to relax and visit with family. It's in a nice neighborhood with very nice neighbors "
The White House
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, (36)
"Location was great and lots of stuff nearby. Easy to find - great kitchen!! Would definitely stay again. "
The price is HK$820
HK$1,288 total
includes taxes & fees
16 Sept - 17 Sept
Downtown Retreat with large privacy fenced yard. Pet Friendly!
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
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

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 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?

Fisher House Spacious Home in Tiny Home Village: This holiday home rental outside of Windsor offers a fireplace, a patio and a BBQ 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 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.