Windsor Vacation Homes

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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

Windsor

Paul S.

HK$1,532 total

includes taxes & fees

14 Oct - 15 Oct

A single-story house with a covered porch, a front door, and a mailbox.

2. The Bungalow at WAFB/Knob Noster pet friendly

Knob Noster

Lindsay E.

HK$1,452 total

includes taxes & fees

24 Oct - 25 Oct

A kitchen with a wooden floor, white cabinets, a black refrigerator, and a wooden bench.

3. Home Away From Home

Warrensburg

Garrett

HK$1,590 total

includes taxes & fees

14 Oct - 15 Oct

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

Warsaw

Chris H.

HK$2,509 total

includes taxes & fees

18 Oct - 19 Oct

A neatly made bed with white linens in a room with a dark accent wall and multiple framed pictures on the wall.

5. Modern 2BR Townhome near the MO State Fair

Sedalia

HK$1,818 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island.

6. Haven House New Comfortable and Clean Retreat

Sedalia

James

HK$1,522 total

includes taxes & fees

26 Oct - 27 Oct

A living room with a fireplace, a television mounted above it, and a sofa.

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

Warrensburg

Jon S.

HK$1,496 total

includes taxes & fees

19 Oct - 20 Oct

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

Warrensburg

Jo H.

HK$1,623 total

includes taxes & fees

18 Oct - 19 Oct

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

Sedalia

Caleb B.

HK$1,529 total

includes taxes & fees

20 Oct - 21 Oct

A spacious dining area with a high ceiling fan, a kitchen with wooden cabinets, and a large window providing natural light.

10. Katy Trail Rest Stop

Sedalia

Kim

HK$2,004 total

includes taxes & fees

15 Oct - 16 Oct

A residential house with a patio area featuring a table and chairs, a ceiling fan, and a wooden fence in the background.

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

Sedalia

HK$2,848 total

includes taxes & fees

18 Oct - 19 Oct

A kitchen with white cabinets, a marble countertop, a coffee maker, and a kettle.

12. Cozy 2BR Home_Sleeps 5_KingBeds_Warrensburg

Warrensburg

Richard W.

A covered outdoor dining area with a table, chairs, a ceiling fan, and a view of the surrounding landscape.

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

Warsaw

Becca B.

HK$5,295 total

includes taxes & fees

14 Oct - 15 Oct

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

Tom Township

Skyler M.

HK$4,098 total

includes taxes & fees

15 Oct - 16 Oct

A living room with a grey sofa, a wooden coffee table, and a staircase leading to another room.

15. Rolly's house home away from home

Warsaw

Kevin C.

HK$1,839 total

includes taxes & fees

21 Oct - 22 Oct

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

Warsaw

Caleb T.

HK$2,435 total

includes taxes & fees

14 Oct - 15 Oct

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

Sedalia

Kody K.

HK$2,359 total

includes taxes & fees

7 Nov - 8 Nov

A park with a playground, a bench, a lamppost, and a view of a lake.

18. Cozy Home w/ Doggy Fence

Warsaw

Greg

HK$1,595 total

includes taxes & fees

2 Nov - 3 Nov

A rustic wooden room with a wooden table, chairs, and hanging light fixtures.

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

Warsaw

David J.

HK$2,427 total

includes taxes & fees

19 Oct - 20 Oct

A log cabin interior with a fireplace, wooden walls, a sofa, and a staircase.

20. Secluded Lake Cabin w/ Hiking Trails & Firepit

Deepwater

Molly B.

HK$3,462 total

includes taxes & fees

14 Oct - 15 Oct

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Top Windsor Hotel Reviews

Fairfield Inn & Suites by Marriott Warrensburg

10/10 Excellent

"Neat"

Windsor Crossroads Motel

8/10 Good

"The room was minimal but clean and functional. The air conditioning worked fabulously. My only issue was the bed was so hard and uncomfortable that it made sleeping difficult but it could just be a matter of prefrence. I do plan on staying again as I can risk a stiff back for the absolute steal of a price."

Hotel Bothwell Sedalia Central District, an Ascend Collection Hotel

8/10 Good

"The hotel itself is a classic - it was built in the 1920s and renovated about 30 years ago. Good restaurants close by. I would have rated it higher but the water pressure was not good, making a shower sort of an effort. the Staff was amazing, and the lobby and lounge/restaurant are really cool"

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