A wooden bridge over a river with a metal truss structure and a sign reading "Middle River".

Vacation Homes in Callaway County

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Callaway County vacation homes

1. Cozy Capital House - Downtown JC - Perfect for Families & Work Trips

Cozy Capital House - Downtown JC - Perfect for Families & Work Trips
Jefferson City
8.8 out of 10, Excellent, (8 reviews)
"A very clean economical place to stay. a super attentive host, very friendly, very central, which is also useful. We enjoyed our company trip. Charming large folder with complete information about local restaurants and attractions, information about the lake, everything. I would definitely be in contact if we ever visit the area again. Thanks again for hosting us!"
United States
Kirk M.
The price is AED 426
AED 921 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Capital House - Downtown JC - Perfect for Families & Work Trips

2. Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Hermann
9.8 out of 10, Exceptional, (57 reviews)
"Great place and a perfect location"
United States
Keith M.
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

3. The Stone & Bridge: Close to MKT Trail & Dog Park, Dining, Groceries & I-70

The Stone & Bridge: Close to MKT Trail & Dog Park, Dining, Groceries & I-70
Columbia
10.0 out of 10, Exceptional, (6 reviews)
"Home was extremely comfortable and welcoming. Had relaxing mornings and evenings on the deck. It was a wooded area so very private. Decor was amazing. Everything you would need was available. Host was quick to respond and very, very helpful and friendly. Highly recommend! We have family in Columbia and this just became our go-to place."
United States
Lori J.
The Stone & Bridge: Close to MKT Trail & Dog Park, Dining, Groceries & I-70

4. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (67 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is AED 661
AED 953 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Riverview Cottage. 5 minute walk to downtown

5. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (18 reviews)
"Cute older home, very clean, nice for a quick overnight stay."
United States
Sandy S.
The price is AED 459
AED 886 total
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom house in fabulous downtown Hermann

6. The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Jefferson City
9.8 out of 10, Exceptional, (49 reviews)
"A phenomenal stay. Great atmosphere; a truly unique experience with the artwork as well as tongue-in-cheek names for the spaces. By far our favorite spot during our week-long travels across Missouri. Great location. An amazing house - a historic home in every sense of the word; and the best value of any place we stayed. Coupled with exceptional places to eat or have a drink within walking distance, and even more within a 2-mile drive, staying at the Big House made Jefferson City our...
United States
pat
The price is AED 722
AED 1,097 total
includes taxes & fees
16 Nov - 17 Nov
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

7. Osage River Get-Away, kayaks included! Relaxing with a beautiful view

Osage River Get-Away, kayaks included! Relaxing with a beautiful view
Jefferson City
10.0 out of 10, Exceptional, (25 reviews)
"It was a great place to stay with the family. Great location and very clean."
United States
Michael P.
Osage River Get-Away, kayaks included! Relaxing with a beautiful view

8. Walk to Downtown Hermann | Farmhouse on 6th

Walk to Downtown Hermann | Farmhouse on 6th
Hermann
10.0 out of 10, Exceptional, (16 reviews)
"Excellent place to stay and close to everything "
United States
Sheri J.
Walk to Downtown Hermann | Farmhouse on 6th

9. Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO

Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO
Centralia
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay. "
United States
braden l.
Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO

10. Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Hermann
9.6 out of 10, Exceptional, (131 reviews)
"What a fun place to stay! Highly recommend it-- plenty of separation of space, yet several big 'living rooms" comfortably appointed -- and the "wine cellar" space- so unique and a welcome respite from the MIssouri July heat and humidity Wonderful accommodations!"
United States
Rebecca L.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

11. The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (77 reviews)
"We enjoyed the perfect location"
United States
Don O.
The price is AED 845
AED 1,155 total
includes taxes & fees
15 Nov - 16 Nov
The House on Wine Alley

12. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is AED 382
AED 617 total
includes taxes & fees
16 Nov - 17 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast

13. Zou Lodge - Modern 3BR With King Beds Near Mizzou

Zou Lodge - Modern 3BR With King Beds Near Mizzou
Columbia
10.0 out of 10, Exceptional, (30 reviews)
"It was very clean, the information book was great, and we appreciated the thoughtfulness of the guests needs."
United States
Kevin W.
Zou Lodge - Modern 3BR With King Beds Near Mizzou

14. Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (56 reviews)
"Great place! Great location! And clean!"
United States
Cheryl E.
The price is AED 514
AED 932 total
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Suite - In Downtown Historic Hermann

15. Hillside Cottage in Beautiful Downtown Hermann

Hillside Cottage in Beautiful Downtown Hermann
Hermann
9.4 out of 10, Exceptional, (35 reviews)
"Great location. Clean and comfortable! Great place to stay!"
United States
Shawn H.
The price is AED 826
AED 1,384 total
includes taxes & fees
6 Dec - 7 Dec
Hillside Cottage in Beautiful Downtown Hermann

16. The Bittersweet Inn: Brand new 6 bed 5 bath house

The Bittersweet Inn: Brand new 6 bed 5 bath house
Hermann
10.0 out of 10, Exceptional, (96 reviews)
"Great place to stay with plenty of space!"
United States
Mitzi B.
The Bittersweet Inn: Brand new 6 bed 5 bath house

17. Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Hermann
9.6 out of 10, Exceptional, (97 reviews)
"A great place!"
United States
Nancy B.
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

18. Heimann Haus

Heimann Haus
Hermann
10.0 out of 10, Exceptional, (1 review)
"Loved it and we were pleasantly surprised with it! Would rent again."
United States
chris s.
The price is AED 1,837
AED 2,270 total
includes taxes & fees
16 Nov - 17 Nov
Heimann Haus

19. Your home away from home! The Branson Country B&B in Hermann,Mo

Your home away from home! The Branson Country B&B in Hermann,Mo
Hermann
9.8 out of 10, Exceptional, (69 reviews)
"The house was extremely clean. It was located in a nice quiet spot. We really enjoyed our stay!"
United States
Patricia D.
Your home away from home! The Branson Country B&B in Hermann,Mo

20. Frene Valley Guest House

Frene Valley Guest House
Hermann
10.0 out of 10, Exceptional, (103 reviews)
"The home was beautiful and perfect for Celebrating my daughter’s 21st birthday with 7 girls. There was plenty of rooms to get ready and showers. Location was great for walking and jumping on the trolley."
United States
Stacey L.
Frene Valley Guest House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Callaway County Hotel Reviews

Explore a world of travel with Expedia