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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Windsor holiday homes

A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and a window with curtains.

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

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Windsor
9.4 out of 10, Exceptional, (37 reviews)
"Staying here at the start of a Katy trail bike trip. Stones throw from the trail and perfect house for the overnight. Host super friendly and helpful."
United States
Paul S.
The price is HK$981
HK$1,540 total
includes taxes & fees
22 Oct - 23 Oct
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
A single-story house with a covered porch, a front door, and a mailbox.

2. The Bungalow at WAFB/Knob Noster pet friendly

The Bungalow at WAFB/Knob Noster pet friendly
Knob Noster
10.0 out of 10, Exceptional, (23 reviews)
"Had a great stay. It was clean and we had everything we needed!"
United States
Lindsay E.
The price is HK$942
HK$1,452 total
includes taxes & fees
28 Oct - 29 Oct
The Bungalow at WAFB/Knob Noster pet friendly
A kitchen with a wooden floor, white cabinets, a black refrigerator, and a wooden bench.

3. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (48 reviews)
"Place was excellent!!"
United States
Garrett
The price is HK$890
HK$1,567 total
includes taxes & fees
21 Oct - 22 Oct
Home Away From Home
A covered outdoor seating area with a red sofa and a table, overlooking a scenic view of a lake and forest.

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

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Warsaw
10.0 out of 10, Exceptional, (92 reviews)
"Great place to stay! It was beautiful inside and out! "
United States
Chris H.
The price is HK$1,326
HK$2,509 total
includes taxes & fees
21 Oct - 22 Oct
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island.

5. Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (41 reviews)
"Our favorite place to stay in Sedalia!"
United States
Cara T.
The price is HK$1,248
HK$1,522 total
includes taxes & fees
26 Oct - 27 Oct
Haven House New Comfortable and Clean Retreat
A living room with a fireplace, a television mounted above it, and a sofa.

6. Downtown Retreat with large privacy fenced yard. Pet Friendly!

Downtown Retreat with large privacy fenced yard. Pet Friendly!
Warrensburg
10.0 out of 10, Exceptional, (68 reviews)
"Nice place to stay in Warrensburg"
United States
Jon S.
The price is HK$890
HK$1,388 total
includes taxes & fees
21 Oct - 22 Oct
Downtown Retreat with large privacy fenced yard. Pet Friendly!
A neatly made bed with white linens in a room with a dark accent wall and multiple framed pictures on the wall.

7. Modern 2BR Townhome near the MO State Fair

Modern 2BR Townhome near the MO State Fair
Sedalia
Modern 2BR Townhome near the MO State Fair
Interior

8. Bicycle Bungalow New House in Tiny Home Village

Bicycle Bungalow New House in Tiny Home Village
Sedalia
9.6 out of 10, Exceptional, (14 reviews)
"It was just what we wanted!"
United States
Kim L.
Bicycle Bungalow New House in Tiny Home Village
A two-story house with a stone facade, a number '2713' above the door, and a well-maintained lawn.

9. Fisher House Spacious Home in Tiny Home Village

Fisher House Spacious Home in Tiny Home Village
Sedalia
10.0 out of 10, Exceptional, (39 reviews)
"Can’t wait to stay again"
United States
Caleb B.
The price is HK$1,248
HK$1,522 total
includes taxes & fees
27 Oct - 28 Oct
Fisher House Spacious Home in Tiny Home Village
A kitchen with white cabinets, a marble countertop, a coffee maker, and a kettle.

10. King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg

King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg
Warrensburg
9.4 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay here and would definitely recommend for couples or small families."
United States
Richard W.
The price is HK$932
HK$3,545 total
includes taxes & fees
21 Oct - 22 Oct
King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg
A spacious dining area with a high ceiling fan, a kitchen with wooden cabinets, and a large window providing natural light.

11. Katy Trail Rest Stop

Katy Trail Rest Stop
Sedalia
9.4 out of 10, Exceptional, (53 reviews)
"We had a great stay at The Katy Rest Stop. The host provided all information (check-in process, check-in and check-out info, and procedures) in a friendly and timely manner. The host responded to questions promptly, too. The property was clean and well maintained. Since we have family in Sedalia, we’ll certainly consider using it again should the need arise."
United States
Kim
The price is HK$1,295
HK$2,062 total
includes taxes & fees
29 Oct - 30 Oct
Katy Trail Rest Stop
A living room with a fireplace, a television mounted above it, and a patterned rug on the floor.

12. Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
Warrensburg
10.0 out of 10, Exceptional, (14 reviews)
"Great property and a really good location. Very responsive host!"
United States
Jo H.
The price is HK$1,012
HK$1,631 total
includes taxes & fees
16 Nov - 17 Nov
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
A residential house with a patio area featuring a table and chairs, a ceiling fan, and a wooden fence in the background.

13. Walk to State Fairgrounds & Katy Trail, 4BR Home by Park

Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
Sedalia
9.6 out of 10, Exceptional, (8 reviews)
The price is HK$1,405
HK$2,500 total
includes taxes & fees
2 Nov - 3 Nov
Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
A kitchen with wooden cabinets, a black refrigerator, a white microwave, a white refrigerator, a sink, and a bar stool area.

14. The Lodge - Large Rental

The Lodge - Large Rental
Tom Township
10.0 out of 10, Exceptional, (1 review)
"Had 10 people in the house plenty of room will definitely be staying there again"
United States
Skyler M.
The price is HK$2,729
HK$4,098 total
includes taxes & fees
1 Nov - 2 Nov
The Lodge - Large Rental
A covered outdoor dining area with a table, chairs, a ceiling fan, and a view of the surrounding landscape.

15. Family Fave_On Truman Lake |4 BR|Fire Pit+Arcade

Family Fave_On Truman Lake |4 BR|Fire Pit+Arcade
Warsaw
10.0 out of 10, Exceptional, (9 reviews)
"Nice house! We enjoyed the area and this was a great house for our group of 8. Comfortable and we appointed."
United States
Becca B.
The price is HK$1,455
HK$5,426 total
includes taxes & fees
22 Oct - 23 Oct
Family Fave_On Truman Lake |4 BR|Fire Pit+Arcade
A living room with a grey sofa, a wooden coffee table, and a staircase leading to another room.

16. Rolly's house home away from home

Rolly's house home away from home
Warsaw
8.4 out of 10, Very good, (5 reviews)
"The house was good and priced correctly. It is a good cabin for a guys fishing trip weekend. I believe this is a new one on the VRBO market. There are some things that need to be updated/fixed."
United States
Kraig T.
The price is HK$1,334
HK$1,831 total
includes taxes & fees
2 Nov - 3 Nov
Rolly's house home away from home
A modern kitchen with white cabinetry, stainless steel appliances, and a large window providing natural light.

17. Peaceful Woodland Retreat - Spacious Home on 5 Acres

Peaceful Woodland Retreat - Spacious Home on 5 Acres
Sedalia
10.0 out of 10, Exceptional, (2 reviews)
"The house was definitely a home away from home. The space was great and the privacy of the property was perfect. We would recommend this rental."
United States
Kody K.
Peaceful Woodland Retreat - Spacious Home on 5 Acres
A park with a playground, a bench, a lamppost, and a view of a lake.

18. Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (73 reviews)
"All the comforts of home, very reasonably priced."
United States
Greg
The price is HK$664
HK$1,501 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Home w/ Doggy Fence
A modern living room with a sectional sofa, a small ottoman, a staircase, and a kitchen area with wooden cabinets and appliances.

19. Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw

Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
Warsaw
10.0 out of 10, Exceptional, (3 reviews)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is HK$1,177
HK$2,435 total
includes taxes & fees
21 Oct - 22 Oct
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
A rustic wooden room with a wooden table, chairs, and hanging light fixtures.

20. Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard

Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard
Warsaw
10.0 out of 10, Exceptional, (2 reviews)
"Very peaceful area.. overnight stay.. convenient to everything.. highly recommend "
United States
David J.
The price is HK$1,177
HK$2,435 total
includes taxes & fees
23 Oct - 24 Oct
Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard
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

Holiday Inn Express & Suites Sedalia by IHG

Holiday Inn Express & Suites Sedalia by IHG

10/10 Excellent
"Great place to stay ."
Gary 5-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Sedalia by IHG

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
501
Accommodation
78 Vacation Homes
Lowest Price
HK$1,388
Highest Price
HK$5,426

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