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Holiday Homes in Windsor

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 €173
includes taxes & fees
27 Sept - 28 Sept
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
A kitchen with a wooden floor, white cabinets, a black refrigerator, and a wooden bench.

2. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (48 reviews)
"Place was excellent!!"
United States
Garrett
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.

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 €242
includes taxes & fees
27 Sept - 28 Sept
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
A park with a playground, a bench, a lamppost, and a view of a lake.

4. Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (72 reviews)
"All the comforts of home, very reasonably priced."
United States
Greg
The price is €161
includes taxes & fees
24 Sept - 25 Sept
Cozy Home w/ Doggy Fence
A single-story house with a covered porch, a front door, and a mailbox.

5. 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 €144
includes taxes & fees
28 Sept - 29 Sept
The Bungalow at WAFB/Knob Noster pet friendly
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, (67 reviews)
"Nice place to stay in Warrensburg"
United States
Jon S.
The price is €144
includes taxes & fees
19 Oct - 20 Oct
Downtown Retreat with large privacy fenced yard. Pet Friendly!
A living room with a fireplace, a television mounted above it, and a patterned rug on the floor.

7. 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, (13 reviews)
"Great property and a really good location. Very responsive host!"
United States
Jo H.
The price is €186
includes taxes & fees
27 Sept - 28 Sept
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.

8. 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.
Fisher House Spacious Home in Tiny Home Village
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island.

9. 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 €173
includes taxes & fees
24 Oct - 25 Oct
Haven House New Comfortable and Clean Retreat
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 €369
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 €167
includes taxes & fees
24 Sept - 25 Sept
Rolly's house home away from home
A spacious dining area with a high ceiling fan, a kitchen with wooden cabinets, and a large window providing natural light.

12. 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
Katy Trail Rest Stop
A kitchen with a wooden table and chairs, a sink, and cabinets.

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

The Lodge at Truman lake-9 acres - hunting ground- retreat
Warsaw
10.0 out of 10, Exceptional, (1 review)
"It was very cozy and welcoming."
United States
Bambi and John B.
The price is €269
includes taxes & fees
24 Sept - 25 Sept
The Lodge at Truman lake-9 acres - hunting ground- retreat
A residential house with a patio area featuring a table and chairs, a ceiling fan, and a wooden fence in the background.

14. 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)
Walk to State Fairgrounds & Katy Trail, 4BR Home by Park
A modern living room with a sectional sofa, a small ottoman, a staircase, and a kitchen area with wooden cabinets and appliances.

15. 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 €273
includes taxes & fees
20 Oct - 21 Oct
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
A covered outdoor dining area with a table, chairs, a ceiling fan, and a view of the surrounding landscape.

16. 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 €611
includes taxes & fees
30 Sept - 1 Oct
Stay on Truman Lake | 4 Bedroom| Fire Pit + Arcade
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 €272
includes taxes & fees
28 Sept - 29 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.
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 €447
includes taxes & fees
27 Sept - 28 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, (16 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 €608
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

Lakes Inn

Lakes Inn

8/10 Good
"Basic room was suitable enough. Aged TV with horrible audio, two-toned picture."
daniel 3-night trip
Posted 15 hours ago
Lakes Inn

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
555
Accommodation
66 Holiday Homes
Lowest Price
€144
Highest Price
€611