Holiday Rentals in Henry County

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Top cities in Henry County

Check prices for these dates

Our top choices for Henry County holiday rentals

1. Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.2 out of 10, Very good, (27 reviews)
"Nice place to stay "
United States
Sam
The price is €104
includes taxes & fees
19 Nov - 20 Nov
Hickory Hollow Resort

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)
"Super tidy and homey little place to stay! The communication was superb, would highly recommend staying there."
United States
Samantha D.
The price is €172
includes taxes & fees
22 Nov - 23 Nov
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

3. 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 €397
includes taxes & fees
30 Nov - 1 Dec
Secluded Lake Cabin w/ Hiking Trails & Firepit

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

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
2.5 star property
Osceola
9.6 out of 10, Exceptional, (81 reviews)
"Loved this location!! Will definitely revisit."
United States
Carmen
The price is €118
includes taxes & fees
13 Dec - 14 Dec
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

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, (34 reviews)
"Clean, great communication, and a wonderful spot to stay. Will definitely return."
United States
Kelly
The price is €109
includes taxes & fees
6 Dec - 7 Dec
Red cabin close to University of Central Missouri and Whiteman AF Base

6. 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, (7 reviews)
"Great place to stay- would stay again if ever back in town."
United States
Brad M.
The price is €109
includes taxes & fees
7 Dec - 8 Dec
Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

7. Cute Little Cabin #3

Cute Little Cabin #3
warrensburg
9.0 out of 10, Wonderful, (2 reviews)
"This was a very nice cabin, it was clean and had everything we needed for the stay."
United States
Anthony
The price is €110
includes taxes & fees
7 Dec - 8 Dec
Cute Little Cabin #3

8. Romantic Country Cabin at Lakeview by Sue

Romantic Country Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely beautiful property. We loved our stay and would highly recommend a cabin for peaceful getaway."
United States
Matthew C.
The price is €152
includes taxes & fees
16 Nov - 17 Nov
Romantic Country Cabin at Lakeview by Sue

9. Unit B Country home apartment near Warrensburg

Unit B Country home apartment near Warrensburg
Warrensburg
8.8 out of 10, Excellent, (6 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 €110
includes taxes & fees
15 Nov - 16 Nov
Unit B Country home apartment near Warrensburg

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, (51 reviews)
"Perfect getaway to relax. We enjoyed our trip and will be booking again!"
United States
Cynthia M.
The price is €197
includes taxes & fees
26 Nov - 27 Nov
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

11. 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.
Cabin 10 - Reel and Trigger

12. 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 €158
includes taxes & fees
15 Nov - 16 Nov
Cute Family Cabin at Lakeview by Sue

13. 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 €149
includes taxes & fees
15 Nov - 16 Nov
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

14. Truman Lake Retreat: Relax and Unwind

Truman Lake Retreat: Relax and Unwind
3.0 star property
Clinton
The price is €455
includes taxes & fees
25 Nov - 26 Nov
Truman Lake Retreat: Relax and Unwind

15. Truman Lake Retreat: Relax and Unwind

Truman Lake Retreat: Relax and Unwind
Clinton
10.0 out of 10, Exceptional, (15 reviews)
"A very nice place to stay that was conveniently located to where we spent most of our time."
United States
Jason S.
The price is €435
includes taxes & fees
25 Nov - 26 Nov
Truman Lake Retreat: Relax and Unwind

16. The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (50 reviews)
"Great place to stay "
United States
Brandon J.
The price is €185
includes taxes & fees
22 Nov - 23 Nov
The Chestnut on the Square Historic Loft A

17. 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 €154
includes taxes & fees
19 Nov - 20 Nov
Chestnut on the square, unit B

18. 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 €168
includes taxes & fees
19 Nov - 20 Nov
Cozy Home w/ Doggy Fence

19. 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, (33 reviews)
"Great place! Decorated so cute! Everything you need. Enjoyed the fire pit & rustic feel to the stay! Very outdoorsy location with all the amenities inside!"
United States
Kelly F.
The price is €195
includes taxes & fees
16 Nov - 17 Nov
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

20. 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 €279
includes taxes & fees
15 Nov - 16 Nov
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
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.

Find holiday rentals that suit your style

Find out more about Henry County

Everything you need to know about Henry County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Henry County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Henry County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Henry County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Henry County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Henry County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Henry County holiday rentals we have selected for you start as low as €104 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Henry County rentals

At Expedia, we put the best Henry County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Henry County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Henry County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Henry County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.