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

9.4 out of 10, Exceptional, (30)
"The house was super clean, cozy, and comfortable! "
The price is CA $136
CA $214 total
includes taxes & fees
Jul 17 - Jul 18
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Cozy Home w/ Doggy Fence

9.2 out of 10, Wonderful, (52)
"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 CA $110
CA $249 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Home w/ Doggy Fence

Rm 1 - Waterfront Double Queen / 1st floor

9.8 out of 10, Exceptional, (13)
"Nice people. Very quiet and close fishing. "
The price is CA $160
CA $198 total
includes taxes & fees
Jul 16 - Jul 17
Rm 1 - Waterfront Double Queen / 1st floor

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. "
The price is CA $192
CA $449 total
includes taxes & fees
Jul 16 - Jul 17
Peaceful Lakefront Cabin

Home Away From Home

10.0 out of 10, Exceptional, (18)
"Clean and cozy, the family and Iwould stay again"
The price is CA $130
CA $238 total
includes taxes & fees
Jul 16 - Jul 17
Home Away From Home

Fisher House Spacious Home in Tiny Home Village

9.2 out of 10, Wonderful, (5)
"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 CA $165
CA $207 total
includes taxes & fees
Jul 16 - Jul 17
Fisher House Spacious Home in Tiny Home Village

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

9.8 out of 10, Exceptional, (16)
"Had a great time!"
The price is CA $142
CA $217 total
includes taxes & fees
Jul 16 - Jul 17
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

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 CA $130
CA $211 total
includes taxes & fees
Jul 21 - Jul 22
Downtown Retreat with large privacy fenced yard. Pet Friendly!

Lake House on Truman Lake

10.0 out of 10, Exceptional, (1)
"Roomy and loved quiet neighborhood "
The price is CA $212
CA $766 total
includes taxes & fees
Jul 30 - Jul 31
Lake House on Truman Lake

Haven House New Comfortable and Clean Retreat

10.0 out of 10, Exceptional, (8)
"Very nicely decorated and pleasant place to stay"
The price is CA $160
CA $202 total
includes taxes & fees
Jul 21 - Jul 22
Haven House New Comfortable and Clean Retreat

Bicycle Bungalow New House in Tiny Home Village

9.6 out of 10, Exceptional, (9)
The price is CA $177
CA $219 total
includes taxes & fees
Jul 16 - Jul 17
Bicycle Bungalow New House in Tiny Home Village

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 CA $149
CA $233 total
includes taxes & fees
Jul 21 - Jul 22
The Bungalow at WAFB/Knob Noster pet friendly

Classy Cottage new home in quaint neighborhood

10.0 out of 10, Exceptional, (1)
"This is a hidden gem! If we ever stay in Sedalia again, we will look to book this property!"
The price is CA $203
CA $248 total
includes taxes & fees
Jul 21 - Jul 22
Classy Cottage new home in quaint neighborhood

Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.

9.4 out of 10, Exceptional, (12)
"Such a perfect house for a family getaway. The kitchen is beautiful and has everything we needed. The hot tub was so relaxing. The beds were comfortable. Nice, quiet neighborhood, close to Sterrett Creek Marina. Wish we could have stayed longer!"
The price is CA $335
CA $572 total
includes taxes & fees
Jul 30 - Jul 31
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.

The Lodge - Large Rental

10.0 out of 10, Exceptional, (1)
"Had 10 people in the house plenty of room will definitely be staying there again"
The price is CA $476
CA $715 total
includes taxes & fees
Jul 16 - Jul 17
The Lodge - Large Rental

3 Bedroom Spacious Residential Home

9.6 out of 10, Exceptional, (8)
"The owner has made this an inviting place to stay with the manner it was decorated and stocked. We enjoyed having coffee on the front porch and the side patio due to the warmer temperatures during our stay. Very close to Fort Cavazos, HEB grocery and the airport. "
The price is CA $342
CA $443 total
includes taxes & fees
Jul 16 - Jul 17
3 Bedroom Spacious Residential Home

The Farmhouse at Truman Lake

The price is CA $253
CA $446 total
includes taxes & fees
Jul 20 - Jul 21
The Farmhouse at Truman Lake

Katy Trail Rest Stop

9.4 out of 10, Exceptional, (42)
"B&B was clean and comfortable. Quiet neighborhood. Will definitely stay here again."
The price is CA $262
CA $408 total
includes taxes & fees
Jul 21 - Jul 22
Katy Trail Rest Stop

Charming home near downtown Warsaw

Charming home near downtown Warsaw

Rm 3 - Waterfront Double Queen / 2nd floor

10.0 out of 10, Exceptional, (4)
"Really enjoyed our overnight stay here. Very friendly and beautiful view. Dock was peaceful at night. Didn't have time to fish, unfortunately - but the setup looks fantastic."
The price is CA $160
CA $198 total
includes taxes & fees
Jul 16 - Jul 17
Rm 3 - Waterfront Double Queen / 2nd floor
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?

Rm 1 - Waterfront Double Queen / 1st floor: This vacation home rental outside of Windsor has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 State Fair Community College 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.