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Holiday Homes in Windsor

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Windsor holiday homes

A small, single-story house with a porch, a front door, and a small window on the side.

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$275
includes taxes & fees
30 Sept - 1 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, (20 reviews)
"Had a great stay. It was clean and we had everything we needed!"
United States
Lindsay E.
The price is AU$225
includes taxes & fees
30 Sept - 1 Oct
The Bungalow at WAFB/Knob Noster pet friendly
A covered outdoor seating area with a red sofa and a table, overlooking a scenic view of a lake and forest.

3. 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, (89 reviews)
"Great place to stay! It was beautiful inside and out! "
United States
Chris H.
The price is AU$381
includes taxes & fees
27 Sept - 28 Sept
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
A kitchen with a wooden floor, white cabinets, a black refrigerator, and a wooden bench.

4. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (47 reviews)
"Place was excellent!!"
United States
Garrett
The price is AU$264
includes taxes & fees
22 Sept - 23 Sept
Home Away From Home
A living room with a fireplace, a television mounted above it, and a sofa.

5. 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, (66 reviews)
"Nice place to stay in Warrensburg"
United States
Jon S.
The price is AU$223
includes taxes & fees
29 Sept - 30 Sept
Downtown Retreat with large privacy fenced yard. Pet Friendly!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island.

6. Haven House New Comfortable and Clean Retreat

Haven House New Comfortable and Clean Retreat
Sedalia
10.0 out of 10, Exceptional, (38 reviews)
"Awesome place to stay in Sedalia, beautiful cosy home. Top notch host. Would definitely recommend and stay again."
Canada
James
The price is AU$273
includes taxes & fees
30 Sept - 1 Oct
Haven House New Comfortable and Clean Retreat
A park with a playground, a bench, a lamppost, and a view of a lake.

7. Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (71 reviews)
"Very clean with very easy check in / check out process. "
United States
Todd C.
The price is AU$254
includes taxes & fees
20 Sept - 21 Sept
Cozy Home w/ Doggy Fence
A living room with a fireplace, a television mounted above it, and a patterned rug on the floor.

8. 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, (12 reviews)
"Great property and a really good location. Very responsive host!"
United States
Jo H.
The price is AU$295
includes taxes & fees
18 Oct - 19 Oct
Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat
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, (38 reviews)
"Can’t wait to stay again"
United States
Caleb B.
The price is AU$273
includes taxes & fees
30 Sept - 1 Oct
Fisher House Spacious Home in Tiny Home Village
A kitchen with white cabinets, a marble countertop, a coffee maker, and a kettle.

10. Cozy 2BR Home_Sleeps 5_KingBeds_Warrensburg

Cozy 2BR Home_Sleeps 5_KingBeds_Warrensburg
Warrensburg
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay here and would definitely recommend for couples or small families."
United States
Richard W.
The price is AU$605
includes taxes & fees
28 Sept - 29 Sept
Cozy 2BR Home_Sleeps 5_KingBeds_Warrensburg
A living room with a grey sofa, a wooden coffee table, and a staircase leading to another room.

11. Rolly's house home away from home

Rolly's house home away from home
Warsaw
8.4 out of 10, Very good, (5 reviews)
"It was a nice little old house . I thought it was better then a hotel for sure no body banging doors or any other ppl to worry about so that was nice "
United States
Kevin C.
The price is AU$329
includes taxes & fees
28 Sept - 29 Sept
Rolly's house home away from home
A residential house with a patio area featuring a table and chairs, a ceiling fan, and a wooden fence in the background.

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

Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
Sedalia
9.4 out of 10, Exceptional, (6 reviews)
The price is AU$501
includes taxes & fees
18 Sept - 19 Sept
Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
A spacious dining area with a high ceiling fan, a kitchen with wooden cabinets, and a large window providing natural light.

13. Katy Trail Rest Stop

Katy Trail Rest Stop
Sedalia
9.2 out of 10, Wonderful, (52 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$354
includes taxes & fees
8 Oct - 9 Oct
Katy Trail Rest Stop
A kitchen with a wooden table and chairs, a sink, and cabinets.

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

The Lodge at Truman lake-9 acres - hunting ground- retreat
Warsaw
The price is AU$420
includes taxes & fees
28 Sept - 29 Sept
The Lodge at Truman lake-9 acres - hunting ground- retreat
A covered outdoor dining area with a table, chairs, a ceiling fan, and a view of the surrounding landscape.

15. Stay on Truman Lake | 4 Bedroom| Fire Pit + Arcade

Stay on Truman Lake | 4 Bedroom| 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 AU$940
includes taxes & fees
30 Sept - 1 Oct
Stay on Truman Lake | 4 Bedroom| Fire Pit + Arcade
A modern living room with a sectional sofa, a small ottoman, a staircase, and a kitchen area with wooden cabinets and appliances.

16. 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 AU$428
includes taxes & fees
20 Sept - 21 Sept
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.

17. 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$426
includes taxes & fees
25 Sept - 26 Sept
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.

18. Secluded Lake Cabin w/ Hiking Trails & Firepit

Secluded Lake Cabin w/ Hiking Trails & Firepit
Deepwater
9.4 out of 10, Exceptional, (33 reviews)
"Great views of Truman, awesome porch for all weather fun."
United States
Mark O.
The price is AU$598
includes taxes & fees
21 Sept - 22 Sept
Secluded Lake Cabin w/ Hiking Trails & Firepit
A kitchen with wooden cabinets, a black refrigerator, a white microwave, a white refrigerator, a sink, and a bar stool area.

19. 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$726
includes taxes & fees
28 Sept - 29 Sept
The Lodge - Large Rental
A living room with a sofa, a chair, a coffee table, and a view of the outdoors.

20. Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO

Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO
Warsaw
10.0 out of 10, Exceptional, (15 reviews)
"This house was absolutely perfect. Every detail was thought of, the host was so great at communicating and the spot/scenery were top notch! "
United States
Sara D.
The price is AU$972
includes taxes & fees
6 Oct - 7 Oct
Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO
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

Hotel Bothwell Sedalia Central District, an Ascend Collection Hotel

Hotel Bothwell Sedalia Central District, an Ascend Collection Hotel

8/10 Good
"Unique property, we really enjoyed it. Room was on the small side but very clean and comfortable"
Tammie 1-night trip
Posted 13 hours ago
Hotel Bothwell Sedalia Central District, an Ascend Collection Hotel

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
548
Accommodation
78 Holiday Homes
Lowest Price
AU$223
Highest Price
AU$972

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