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

Vacation Homes in Callaway County

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Callaway County vacation homes

Exterior

Farmhouse on 6th St

Farmhouse on 6th St
Hermann
10.0 out of 10, Exceptional, (10 reviews)
"A cute house with more than enough space. Owner and property manager were lovely! We were well taken care of."
United States
Denise T.
Farmhouse on 6th St
Interior

The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (61 reviews)
"Great location, cozy accommodations"
United States
Adam W.
The price is AED 845
AED 1,210 total
includes taxes & fees
29 Jun - 30 Jun
The House on Wine Alley
Interior

One-of-a-kind dodecagonal retreat

One-of-a-kind dodecagonal retreat
Columbia
10.0 out of 10, Exceptional, (5 reviews)
One-of-a-kind dodecagonal retreat
Smart TV, DVD player

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (54 reviews)
"This cottage was super cute and nice to stay at. We really enjoyed our stay. "
United States
Alisha Q.
The price is AED 661
AED 958 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Riverview Cottage. 5 minute walk to downtown
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (127 reviews)
"Renee was an excellent host. The hot morning breakfasts were delicious. The property was quiet and just a short walk from downtown Hermann."
United States
Dala
The price is AED 364
AED 595 total
includes taxes & fees
29 Jun - 30 Jun
Gipfel Suite - Himmel Haus Bed & Breakfast
Fridge, microwave, oven, stovetop

Spacious & Cozy Home near MU with Game Room

Spacious & Cozy Home near MU with Game Room
Columbia
Spacious & Cozy Home near MU with Game Room
Interior

2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!

2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
Jefferson City
10.0 out of 10, Exceptional, (45 reviews)
"yes nice stay"
United States
Archie H.
The price is AED 429
AED 845 total
includes taxes & fees
1 Jul - 2 Jul
2BD, 1BA Home. 5-10 Minutes to ANYWHERE in JCMO!
TV

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (10 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AED 551
AED 1,093 total
includes taxes & fees
29 Jun - 30 Jun
Charming 2-bedroom house in fabulous downtown Hermann
Property grounds

The Bloom House

The Bloom House
Hermann
8.4 out of 10, Very Good, (17 reviews)
"We rented this place for my daughter’s wedding we were able to stay together in one Place as a family and visit"
United States
Michelle S.
The Bloom House
Interior

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
10.0 out of 10, Exceptional, (36 reviews)
"Very spacious, has everything a big family needs for a place to stay. Will definitely consider it next time again."
United States
ALVIN
The price is AED 798
AED 1,235 total
includes taxes & fees
27 Jul - 28 Jul
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Interior

Short term avail! 5 min from MIZZOU,Univ Hospital! Family sized,clean,fenced

Short term avail! 5 min from MIZZOU,Univ Hospital! Family sized,clean,fenced
Columbia
9.8 out of 10, Exceptional, (47 reviews)
"Very comfortable and friendly host!"
United States
Troy V.
The price is AED 383
AED 686 total
includes taxes & fees
6 Jul - 7 Jul
Short term avail! 5 min from MIZZOU,Univ Hospital! Family sized,clean,fenced
Interior

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
9.6 out of 10, Exceptional, (65 reviews)
"Beautiful home we will stay again when in the area. "
United States
Jeannie C.
The price is AED 1,102
AED 1,425 total
includes taxes & fees
29 Jun - 30 Jun
Your home away from home! The Branson Country B&B in Hermann,Mo
Exterior

Spacious & Cozy near Downtown ~ HotTub ~ Game Room

Spacious & Cozy near Downtown ~ HotTub ~ Game Room
Columbia
10.0 out of 10, Exceptional, (67 reviews)
"We enjoyed our stay. Great location and appreciated the cute basket of dog supplies for our pup!"
United States
Meghan L.
The price is AED 1,322
AED 2,515 total
includes taxes & fees
30 Jun - 1 Jul
Spacious & Cozy near Downtown ~ HotTub ~ Game Room
Interior

3 Mi to Dtwn Jefferson City: Family Home w/ Deck

3 Mi to Dtwn Jefferson City: Family Home w/ Deck
Jefferson City
9.4 out of 10, Exceptional, (9 reviews)
"Really nice home with plenty of bedrooms, bathrooms and space for our large group."
United States
Eddie N.
3 Mi to Dtwn Jefferson City: Family Home w/ Deck
Outdoor dining

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, (51 reviews)
"Very clean, comfy beds, solid stay! Great location "
United States
Jordan J.
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Living area

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, (47 reviews)
"Great place to stay. "
United States
braden l.
Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO
Property grounds

2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!

2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!
Fulton
10.0 out of 10, Exceptional, (12 reviews)
"Clean, comfortable, and just what we needed. Thanks so much!!"
United States
Kylie S.
2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!
Dining

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, (117 reviews)
"House was clean and beautiful with lots of character. It was peaceful and cozy. I would definitely stay here again!"
United States
Jennifer T.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Dining

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, (84 reviews)
"Amazing house and the location was great for the wine trail and downtown shopping. "
United States
Justin L.
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Living area

Historic 4-bedroom pet friendly rental close to downtown.

Historic 4-bedroom pet friendly rental close to downtown.
Jefferson City
10.0 out of 10, Exceptional, (8 reviews)
"We loved staying here! Would definitely book again. "
United States
Hannah E.
The price is AED 1,010
AED 1,780 total
includes taxes & fees
6 Jul - 7 Jul
Historic 4-bedroom pet friendly rental close to downtown.
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 Callaway County Hotel Reviews

Baymont by Wyndham Kingdom City

Baymont by Wyndham Kingdom City

8/10 Good
"2 free EV chargers. Must go inside to have it turned on. Great place to stay and get a charge. Ask for the back side to avoid the noise from trucks on the highway. Excellent free breakfast"
Alan 2-night trip
Posted less than an hour ago
Baymont by Wyndham Kingdom City