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Holiday Homes in Windsor

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Our top choices for Windsor holiday homes

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 €168
includes taxes & fees
8 Dec - 9 Dec
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

2. Modern 2BR Townhome near the MO State Fair

Modern 2BR Townhome near the MO State Fair
Sedalia
The price is €200
includes taxes & fees
16 Nov - 17 Nov
Modern 2BR Townhome near the MO State Fair

3. 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 €182
includes taxes & fees
16 Nov - 17 Nov
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

4. 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 €167
includes taxes & fees
8 Dec - 9 Dec
Fisher House Spacious Home in Tiny Home Village

5. 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)
"This is a lovely, spacious home in a great neighborhood. The location is great. It is across the street from a beautiful well-kept park with lots to do!"
United States
Nicki T.
The price is €268
includes taxes & fees
1 Dec - 2 Dec
Walk to State Fairgrounds & Katy Trail, 4BR Home by Park

6. 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 €250
includes taxes & fees
7 Dec - 8 Dec
Katy Trail Rest Stop

7. 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 Lodge - Large Rental

8. Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (75 reviews)
"All the comforts of home, very reasonably priced."
United States
Greg
The price is €172
includes taxes & fees
20 Nov - 21 Nov
Cozy Home w/ Doggy Fence

9. 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 €166
includes taxes & fees
20 Nov - 21 Nov
The Drake on Main Street - Charming & Convenient - Downtown Home by the Harbor

10. 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 €268
includes taxes & fees
20 Nov - 21 Nov
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw

11. 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 €271
includes taxes & fees
20 Nov - 21 Nov
Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard

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 €188
includes taxes & fees
1 Dec - 2 Dec
Rolly's house home away from home

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

The Lodge at Truman lake-9 acres - hunting ground- retreat
Warsaw
8.4 out of 10, Very good, (5 reviews)
The price is €208
includes taxes & fees
1 Dec - 2 Dec
The Lodge at Truman lake-9 acres - hunting ground- retreat

14. 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 €376
includes taxes & fees
9 Nov - 10 Nov
Secluded Lake Cabin w/ Hiking Trails & Firepit

15. Tiny Aframe in the woods

Tiny Aframe in the woods
Cole Township
The price is €125
includes taxes & fees
22 Nov - 23 Nov
Tiny Aframe in the woods

16. Walk to Dtwn Warrensburg: Cozy Family Home!

Walk to Dtwn Warrensburg: Cozy Family Home!
Warrensburg
10.0 out of 10, Exceptional, (28 reviews)
"What a perfect place to stay for a weekend family gathering. Everything we needed in a beautiful home. It was everything we could have asked for. Wonderful hosts"
United States
Clarisse T.
Walk to Dtwn Warrensburg: Cozy Family Home!
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

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Windsor Holiday Homes information

Number of reviews
279
Accommodation
78 Holiday Homes
Lowest Price
€167
Highest Price
€376