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Holiday Rentals in Callaway County

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Our top choices for Callaway County holiday rentals

Exterior
Yurt Floating in the Forest

Cottage in Holts Summit

Yurt Floating in the Forest
9.6 out of 10, Exceptional, (43)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is €144
includes taxes & fees
1 Jan - 2 Jan 2026
Yurt Floating in the Forest
Fridge, microwave, oven, stovetop
Large Unique 2-Bedroom Gamed Themed Loft

Apartment in Fulton

Large Unique 2-Bedroom Gamed Themed Loft
9.8 out of 10, Exceptional, (43)
"great overnight stay in the middle of town on our way to Osage Beach from Chicago"
United States
Brady P.
The price is €179
includes taxes & fees
1 Jan - 2 Jan 2026
Large Unique 2-Bedroom Gamed Themed Loft
Terrace/patio
Tranquil 3-bedroom house with AC in Holts Summit

Holiday Home in Holts Summit

Tranquil 3-bedroom house with AC in Holts Summit
Tranquil 3-bedroom house with AC in Holts Summit
Apartment (2 Bedrooms) | Interior
Near Vineyards: Country Condo in New Haven

Apartment in New Haven

Near Vineyards: Country Condo in New Haven
3.0 star property
"Clean and loved original architecture."
United States
Richard
The price is €252
includes taxes & fees
25 Jan - 26 Jan 2026
Near Vineyards: Country Condo in New Haven
Outdoor dining
Unique traincar stay at the Katy Caboose!

Cottage in Hartsburg

Unique traincar stay at the Katy Caboose!
9.4 out of 10, Exceptional, (10)
"We loved the 3 taverns in town. Great vibe in a tiny town. "
United States
Dusty
The price is €154
includes taxes & fees
31 Dec - 1 Jan 2026
Unique traincar stay at the Katy Caboose!
Living area
Business or Pleasure - a perfect and cozy get-away!

Apartment in Jefferson City

Business or Pleasure - a perfect and cozy get-away!
9.6 out of 10, Exceptional, (29)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is €142
includes taxes & fees
31 Dec - 1 Jan 2026
Business or Pleasure - a perfect and cozy get-away!
Fridge, microwave, oven, stovetop
~A Home Away From Home~Sleeps 8~

Apartment in Columbia

~A Home Away From Home~Sleeps 8~
2.0 star property
9.2 out of 10, Wonderful, (5)
"VRBO was exactly as described. Check in was super easy, and communication with the host was seamless."
United States
Bryon L.
The price is €229
includes taxes & fees
31 Dec - 1 Jan 2026
~A Home Away From Home~Sleeps 8~
Outdoor dining
Near University of Missouri | Fitness Center

Condo in Columbia

Near University of Missouri | Fitness Center
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €155
includes taxes & fees
29 Jan - 30 Jan 2026
Near University of Missouri | Fitness Center
Exterior
Cozy cabin getaway with hot-tub under stars!

Cabin in Ashland

Cozy cabin getaway with hot-tub under stars!
9.6 out of 10, Exceptional, (22)
"This cabin was great and the setting was amazing. So peaceful! I would definitely stay here again."
United States
Tom M.
The price is €207
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy cabin getaway with hot-tub under stars!
Fridge, microwave, oven, stovetop
3 Bedroom 1 Bath Pet Friendly 5 min to MU

Holiday Home in Columbia

3 Bedroom 1 Bath Pet Friendly 5 min to MU
10.0 out of 10, Exceptional, (9)
"Very clean and cute home! Great location, close to coffee shops and restaurants. We enjoyed our stay!"
United States
Lori S.
The price is €216
includes taxes & fees
4 Jan - 5 Jan 2026
3 Bedroom 1 Bath Pet Friendly 5 min to MU
Fridge, microwave, oven, stovetop
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Cabin in Jefferson City

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
10.0 out of 10, Exceptional, (10)
"Was fantastic place to stay!"
United States
Veronica W.
The price is €184
includes taxes & fees
26 Jan - 27 Jan 2026
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Smart TV
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou

Holiday Home in Columbia

3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou
10.0 out of 10, Exceptional, (27)
"Clean property, quiet area, amenities appeared to be brand new. Host was very responsive and we enjoyed our stay. "
United States
Kevin R.
The price is €217
includes taxes & fees
4 Jan - 5 Jan 2026
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou
Fridge, microwave, oven, stovetop
The Carriage House at Parker's Place

Cottage in Jefferson City

The Carriage House at Parker's Place
10.0 out of 10, Exceptional, (46)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is €239
includes taxes & fees
4 Jan - 5 Jan 2026
The Carriage House at Parker's Place
Apartment (0 Bedroom) | Interior
Studio Stay w/ Deck in Missouri Wine Country

Apartment in New Haven

Studio Stay w/ Deck in Missouri Wine Country
3.0 star property
The price is €191
includes taxes & fees
25 Jan - 26 Jan 2026
Studio Stay w/ Deck in Missouri Wine Country
Front of property
The Mercantile on the Katy Trail

Aparthotel in Hermann

The Mercantile on the Katy Trail
4.5 star property
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
The price is €196
includes taxes & fees
6 Jan - 7 Jan 2026
The Mercantile on the Katy Trail
Fridge, microwave, oven, stovetop
Como's Finest- A Home Away From Home- Sleeps 10

Apartment in Columbia

Como's Finest- A Home Away From Home- Sleeps 10
8.8 out of 10, Excellent, (5)
"Overall out stay was very nice. Pictures make the place look larger but it was nice and we had enough space. There was an issue with the upstairs toilet not flushing but they came to check it out immediately. Very nice people to work with"
United States
Melissa M.
The price is €234
includes taxes & fees
31 Dec - 1 Jan 2026
Como's Finest- A Home Away From Home- Sleeps 10
Exterior
Step Back in Time Near The Missouri River

Cottage in Jamestown

Step Back in Time Near The Missouri River
9.8 out of 10, Exceptional, (17)
"It was a very cool house and in an awesome location! The place was very clean, and not to long of a drive to get to Columbia!"
United States
Jeffrey H.
The price is €201
includes taxes & fees
4 Jan - 5 Jan 2026
Step Back in Time Near The Missouri River
Outdoor dining
The Monet Suite is one of our four rooms.

Aparthotel in Hermann

The Monet Suite is one of our four rooms.
10.0 out of 10, Exceptional, (56)
"Very nice suite. Excellent location. Host was very friendly!"
United States
Eric R.
The price is €178
includes taxes & fees
31 Dec - 1 Jan 2026
The Monet Suite is one of our four rooms.
Fridge, microwave, oven, stovetop
Comfy Home~Teal Feel~ Sleeps 8

Apartment in Columbia

Comfy Home~Teal Feel~ Sleeps 8
The price is €217
includes taxes & fees
28 Jan - 29 Jan 2026
Comfy Home~Teal Feel~ Sleeps 8
Fridge, microwave, oven, stovetop
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena

Holiday Home in Columbia

3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
8.8 out of 10, Excellent, (5)
"We had a great weekend in Columbia the property was close to everything we needed. Would definitely recommend and stay again "
United States
Jason C.
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
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

Drury Plaza Hotel Columbia East

Drury Plaza Hotel Columbia East

10/10 Excellent
"Hands down best hotel I’ve ever stayed in …. Front desk check-in was amazing to the amazing fitness center pool spa room was very clean and they are pet friendly.! They feed you dinner. They feed you breakfast and they hand you three free drink card. Food was amazing. Can’t wait for breakfast in the morning."
Elizabeth 1-night trip
Posted 23 hours ago
Drury Plaza Hotel Columbia East

Find out more about Callaway County

Holiday Homes in Callaway County

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