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Holiday Homes in Windsor

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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 AU$268
includes taxes & fees
4 Nov - 5 Nov
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a large island with bar stools.

2. Modern 2BR Townhome near the MO State Fair

Modern 2BR Townhome near the MO State Fair
Sedalia
The price is AU$310
includes taxes & fees
3 Nov - 4 Nov
Modern 2BR Townhome near the MO State Fair
A two-story house with a stone facade, a number '2713' above the door, and a well-maintained lawn.

3. Fisher House Spacious Home in Tiny Home Village

Fisher House Spacious Home in Tiny Home Village
Sedalia
10.0 out of 10, Exceptional, (41 reviews)
"Can’t wait to stay again"
United States
Caleb B.
The price is AU$266
includes taxes & fees
16 Nov - 17 Nov
Fisher House Spacious Home in Tiny Home Village
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

4. 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 AU$610
includes taxes & fees
2 Nov - 3 Nov
King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg
A two-story wooden house with a covered porch and a flagpole.

5. Truman Lake Retreat: Relax and Unwind

Truman Lake Retreat: Relax and Unwind
Clinton
10.0 out of 10, Exceptional, (15 reviews)
"A very nice place to stay that was conveniently located to where we spent most of our time."
United States
Jason S.
The price is AU$698
includes taxes & fees
25 Nov - 26 Nov
Truman Lake Retreat: Relax and Unwind
A living room with a fireplace, a television mounted above it, and a patterned rug on the floor.

6. 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 AU$286
includes taxes & fees
16 Nov - 17 Nov
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
A spacious dining area with a high ceiling fan, a kitchen with wooden cabinets, and a large window providing natural light.

7. 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 AU$387
includes taxes & fees
5 Nov - 6 Nov
Katy Trail Rest Stop
A kitchen with wooden cabinets, a microwave, an oven, and a dishwasher.

8. 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 AU$427
includes taxes & fees
2 Dec - 3 Dec
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.

9. 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 AU$699
includes taxes & fees
2 Nov - 3 Nov
The Lodge - Large Rental
A covered outdoor dining area with a table, chairs, a ceiling fan, and a view of the surrounding landscape.

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

Family Fave_On Truman Lake |4 BR|Fire Pit+Arcade
Warsaw
9.8 out of 10, Exceptional, (10 reviews)
"Good amount of space for us during our stay.We were less than 10 minutes from Truman State Park and Marina and 15 minutes to town.Well stocked kitchen to include spices, utensils, and other cooking items."
United States
Dave W.
The price is AU$918
includes taxes & fees
2 Nov - 3 Nov
Family Fave_On Truman Lake |4 BR|Fire Pit+Arcade
A laundry room with a washing machine, dryer, and ironing board. A television is mounted on the wall, and a remote control is on the table.

11. Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (74 reviews)
"All the comforts of home, very reasonably priced."
United States
Greg
The price is AU$263
includes taxes & fees
2 Nov - 3 Nov
Cozy Home w/ Doggy Fence
A living room with a grey sofa, a wooden coffee table, and a staircase leading to another room.

12. 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 AU$296
includes taxes & fees
1 Dec - 2 Dec
Rolly's house home away from home
A porch with a striped rug, two wicker chairs, a table with a vase of flowers, and a hanging plant.

13. The Drake on Main Street - Charming & Convenient - Downtown Home by the Harbor

The Drake on Main Street - Charming & Convenient - Downtown Home by the Harbor
Warsaw
The price is AU$287
includes taxes & fees
3 Nov - 4 Nov
The Drake on Main Street - Charming & Convenient - Downtown Home by the Harbor
A modern living room with a sectional sofa, a small ottoman, a staircase, and a kitchen area with wooden cabinets and appliances.

14. 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, (4 reviews)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is AU$432
includes taxes & fees
2 Nov - 3 Nov
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.

15. 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 AU$432
includes taxes & fees
5 Nov - 6 Nov
Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard
A log cabin interior with a fireplace, wooden walls, a sofa, and a staircase.

16. Secluded Lake Cabin w/ Hiking Trails & Firepit

Secluded Lake Cabin w/ Hiking Trails & Firepit
Deepwater
9.4 out of 10, Exceptional, (34 reviews)
"It was great and world stay there again!"
United States
Molly B.
The price is AU$631
includes taxes & fees
9 Nov - 10 Nov
Secluded Lake Cabin w/ Hiking Trails & Firepit
A modern kitchen with white cabinets, a central island, and a dining area with wooden chairs.

17. The Lodge at Truman lake-9 acres - hunting ground- retreat

The Lodge at Truman lake-9 acres - hunting ground- retreat
Warsaw
8.0 out of 10, Very good, (4 reviews)
"It was very cozy and welcoming."
United States
Bambi and John B.
The price is AU$328
includes taxes & fees
1 Dec - 2 Dec
The Lodge at Truman lake-9 acres - hunting ground- retreat
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

Westbridge Inn and Suites

Westbridge Inn and Suites

8/10 Good
"This is the second time I’ve stayed at this motel. Good location, easy access, clean and secure. The staff has always been friendly and make certain my needs were met. I will stay there again when I am in the area."
Jim 3-night trip
Posted 4 hours ago
Westbridge Inn and Suites

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
283
Accommodation
78 Holiday Homes
Lowest Price
AU$263
Highest Price
AU$918

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