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Henry County Holiday Rentals

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Our top choices for Henry County holiday rentals

A row of cabins with wooden decks and stairs leading to the entrance.

1. Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.4 out of 10, Very good, (25 reviews)
"Nice place to stay "
United States
Sam
The price is HK$699
HK$822 total
includes taxes & fees
5 Oct - 6 Oct
Hickory Hollow Resort
A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and a window with curtains.

2. 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 HK$981
HK$1,532 total
includes taxes & fees
10 Oct - 11 Oct
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
A log cabin interior with a fireplace, wooden walls, a sofa, and a staircase.

3. 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 HK$2,095
HK$3,416 total
includes taxes & fees
5 Oct - 6 Oct
Secluded Lake Cabin w/ Hiking Trails & Firepit
View from property

4. Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
2.5 star property
Osceola
9.8 out of 10, Exceptional, (62 reviews)
"They are pet friendly and great spot for a get away"
United States
Safa
The price is HK$730
HK$1,093 total
includes taxes & fees
1 Nov - 2 Nov
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
A cozy cabin interior with a kitchen, dining area, and a sofa.

5. Red cabin close to University of Central Missouri and Whiteman AF Base

Red cabin close to University of Central Missouri and Whiteman AF Base
Warrensburg
9.6 out of 10, Exceptional, (32 reviews)
"Clean and spacious, ac worked very well :)"
United States
Kelly G.
The price is HK$777
HK$992 total
includes taxes & fees
4 Oct - 5 Oct
Red cabin close to University of Central Missouri and Whiteman AF Base
A wooden interior with a large barrel, a table with a vase, and a view of a lake through glass doors.

6. Romantic Country Cabin at Lakeview by Sue

Romantic Country Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay, so beautiful! "
United States
Anna G.
The price is HK$840
HK$1,363 total
includes taxes & fees
4 Oct - 5 Oct
Romantic Country Cabin at Lakeview by Sue
Private kitchen

7. Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Warrensburg
9.8 out of 10, Exceptional, (6 reviews)
"The cabins are brand new, very clean very nice very spacious. I absolutely love to stay and will definitely be back in refer to family and friends."
United States
Melanie
The price is HK$777
HK$992 total
includes taxes & fees
2 Oct - 3 Oct
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.
Private kitchen

8. Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
10.0 out of 10, Exceptional, (1 review)
"This was a very nice cabin, it was clean and had everything we needed for the stay."
United States
Anthony
The price is HK$777
HK$992 total
includes taxes & fees
2 Oct - 3 Oct
Cute Little Cabin #3
A covered outdoor seating area with a red sofa and a table, overlooking a scenic view of a lake and forest.

9. 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 HK$1,169
HK$2,318 total
includes taxes & fees
13 Oct - 14 Oct
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
A cozy living room with a wooden ceiling, a ceiling fan, a large flat-screen TV, a sofa, and a coffee table.

10. Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Deepwater
10.0 out of 10, Exceptional, (50 reviews)
"Perfect getaway to relax. We enjoyed our trip and will be booking again!"
United States
Cynthia M.
The price is HK$973
HK$1,798 total
includes taxes & fees
5 Oct - 6 Oct
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
A compact kitchen with a stove, sink, and refrigerator, a wooden dining area with stools, and a gray sofa in a cabin-style interior.

11. Unit B Country home apartment near Warrensburg

Unit B Country home apartment near Warrensburg
Warrensburg
8.6 out of 10, Excellent, (4 reviews)
"Wifi issues, but luckily we were too busy to care. Property was nice and owners were very helpful"
United States
Mary K H.
The price is HK$777
HK$992 total
includes taxes & fees
12 Oct - 13 Oct
Unit B Country home apartment near Warrensburg
A park with a playground, a bench, a lamppost, and a view of a lake.

12. 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 HK$621
HK$1,422 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Home w/ Doggy Fence
A wooden interior with a sliding glass door leading to an outdoor deck.

13. Cute Family Cabin at Lakeview by Sue

Cute Family Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (8 reviews)
"This place was fantastic. We will return again next year. "
United States
Lee C.
The price is HK$946
HK$1,482 total
includes taxes & fees
4 Oct - 5 Oct
Cute Family Cabin at Lakeview by Sue
A spacious loft-style room with a wooden interior, a staircase, a sofa, and a television.

14. Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
Warrensburg
9.4 out of 10, Exceptional, (19 reviews)
"Excellent stay"
United States
Michael E.
The price is HK$1,091
HK$1,329 total
includes taxes & fees
12 Oct - 13 Oct
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri
A kitchen with a wooden floor, white cabinets, a black refrigerator, and a wooden bench.

15. Home Away From Home

Home Away From Home
Warrensburg
10.0 out of 10, Exceptional, (48 reviews)
"Place was excellent!!"
United States
Garrett
The price is HK$981
HK$1,682 total
includes taxes & fees
26 Oct - 27 Oct
Home Away From Home
A compact kitchen with white cabinets, a microwave, and a refrigerator.

16. Chestnut on the square, unit B

Chestnut on the square, unit B
Osceola
9.8 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay"
United States
tricia
The price is HK$863
HK$1,165 total
includes taxes & fees
10 Oct - 11 Oct
Chestnut on the square, unit B
A small wooden cabin with a green roof, a white door, and a window. There is a picnic table and a barbecue grill outside.

17. Cabin 10 - Reel and Trigger

Cabin 10 - Reel and Trigger
Tom Township
9.0 out of 10, Wonderful, (2 reviews)
"We had family camping at the state park for the long weekend and wanted to stay close by. The cabin was perfect. We had time to visit easily and also an air conditioned place to sleep in. It also is dog friendly so we were able to bring the dogs. Getting a dog sitter on a long weekend is difficult. "
United States
Audrey B.
The price is HK$1,049
HK$1,238 total
includes taxes & fees
4 Oct - 5 Oct
Cabin 10 - Reel and Trigger
A wooden deck with wicker furniture, a metal building with a dark door, and a forested background.

18. Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Osceola
10.0 out of 10, Exceptional, (32 reviews)
"Such a nice, quiet, secluded cabin! "
United States
Hailee W.
The price is HK$918
HK$1,830 total
includes taxes & fees
4 Oct - 5 Oct
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
A living room with a fireplace, a television mounted above it, and a sofa.

19. 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 HK$989
HK$1,495 total
includes taxes & fees
12 Oct - 13 Oct
Downtown Retreat with large privacy fenced yard. Pet Friendly!
A modern kitchen with white cabinets, a dining table with chairs, and a chandelier. There is a living area with a red sofa and a lamp.

20. The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (48 reviews)
"Great place to stay "
United States
Brandon J.
The price is HK$1,177
HK$1,617 total
includes taxes & fees
10 Oct - 11 Oct
The Chestnut on the Square Historic Loft A
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 Henry County Hotel Reviews

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"From the complimentary firewood to the s’mores kit and bottled water, this property was amazing. They went out of their way to make sure you had whatever you could want for a cabin stay!"
Sarah 1-night trip
Posted 15 hours ago
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy