Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Ashland vacation rentals

Fridge, microwave, oven, stovetop
Como's Finest- A Home Away From Home- Sleeps 10

Como's Finest- A Home Away From Home- Sleeps 10

Como's Finest- A Home Away From Home- Sleeps 10
Columbia
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 ￥12,702
￥42,002 total
includes taxes & fees
Dec 15 - Dec 16
Como's Finest- A Home Away From Home- Sleeps 10
Smart TV
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou

3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou

3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou
Columbia
10.0 out of 10, Exceptional, (24)
"Just passing through town for a visit "
United States
Lori M.
The price is ￥13,288
￥39,407 total
includes taxes & fees
Jan 11 - Jan 12, 2026
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou
Fridge, microwave, oven, stovetop
~A Home Away From Home~Sleeps 8~

~A Home Away From Home~Sleeps 8~

~A Home Away From Home~Sleeps 8~
2.0 star property
Columbia
9.2 out of 10, Wonderful, (5)
"We're going to book again this time next year."
United States
Donna T.
The price is ￥11,918
￥41,171 total
includes taxes & fees
Jan 6 - Jan 7, 2026
~A Home Away From Home~Sleeps 8~
Living area
Business or Pleasure - a perfect and cozy get-away!

Business or Pleasure - a perfect and cozy get-away!

Business or Pleasure - a perfect and cozy get-away!
Jefferson City
9.6 out of 10, Exceptional, (28)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is ￥11,997
￥25,502 total
includes taxes & fees
Dec 12 - Dec 13
Business or Pleasure - a perfect and cozy get-away!
Fridge, microwave, oven, stovetop
3 Bed 1.5 Bath Pet Friendly Apt

3 Bed 1.5 Bath Pet Friendly Apt

3 Bed 1.5 Bath Pet Friendly Apt
Columbia
10.0 out of 10, Exceptional, (5)
"Our stay has been great! Zero issues :)"
United States
Christina T.
The price is ￥11,762
￥35,755 total
includes taxes & fees
Dec 21 - Dec 22
3 Bed 1.5 Bath Pet Friendly Apt
Fridge, microwave, oven, stovetop
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Jefferson City
10.0 out of 10, Exceptional, (10)
"Was fantastic place to stay!"
United States
Veronica W.
The price is ￥14,017
￥24,483 total
includes taxes & fees
Dec 12 - Dec 13
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Exterior
Yurt Floating in the Forest

Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (42)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is ￥19,468
￥25,698 total
includes taxes & fees
Dec 14 - Dec 15
Yurt Floating in the Forest
Fridge, microwave, oven, stovetop
Zou Lodge - Modern 3BR With King Beds Near Mizzou

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, (11)
"Location was great - house was spacious and with thoughtful amenities. Quiet, safe neighborhood that's easy to access. Will definitely stay here again!"
United States
natalie l.
The price is ￥23,361
￥43,972 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Zou Lodge - Modern 3BR With King Beds Near Mizzou
Exterior
Step Back in Time Near The Missouri River

Step Back in Time Near The Missouri River

Step Back in Time Near The Missouri River
Jamestown
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 ￥21,959
￥34,107 total
includes taxes & fees
Dec 14 - Dec 15
Step Back in Time Near The Missouri River
Exterior
Quiet Riverfront Cottage on Missouri River

Quiet Riverfront Cottage on Missouri River

Quiet Riverfront Cottage on Missouri River
Jamestown
9.0 out of 10, Wonderful, (13)
"The stay was a wonderful "
United States
PAUL S.
The price is ￥20,387
￥27,758 total
includes taxes & fees
Dec 12 - Dec 13
Quiet Riverfront Cottage on Missouri River
Exterior
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

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
2.0 star property
Jefferson City
10.0 out of 10, Exceptional, (29)
"It was very nice"
United States
Chase O.
The price is ￥29,490
￥45,511 total
includes taxes & fees
Dec 15 - Dec 16
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Fridge, microwave, oven, stovetop
It's a Gem ! Comfy Hideaway for R & R ~ King Bed !

It's a Gem ! Comfy Hideaway for R & R ~ King Bed !

It's a Gem ! Comfy Hideaway for R & R ~ King Bed !
Columbia
9.8 out of 10, Exceptional, (20)
"Everything was great from check in to check out. "
United States
Jason L.
The price is ￥24,607
￥56,629 total
includes taxes & fees
Dec 18 - Dec 19
It's a Gem ! Comfy Hideaway for R & R ~ King Bed !
Exterior
Cozy cabin getaway with hot-tub under stars!

Cozy cabin getaway with hot-tub under stars!

Cozy cabin getaway with hot-tub under stars!
Ashland
9.6 out of 10, Exceptional, (21)
"We loved the remote location and the quiet and peacefulness of our stay"
United States
Kevin M.
The price is ￥21,171
￥37,480 total
includes taxes & fees
Dec 12 - Dec 13
Cozy cabin getaway with hot-tub under stars!
Fridge, microwave, oven, stovetop
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena

3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena

3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
Columbia
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.
The price is ￥16,937
￥47,122 total
includes taxes & fees
Dec 15 - Dec 16
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
Outdoor dining
Unique traincar stay at the Katy Caboose!

Unique traincar stay at the Katy Caboose!

Unique traincar stay at the Katy Caboose!
Hartsburg
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 ￥15,247
￥27,631 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Unique traincar stay at the Katy Caboose!
Fridge, microwave, oven, stovetop
The Carriage House at Parker's Place

The Carriage House at Parker's Place

The Carriage House at Parker's Place
Jefferson City
10.0 out of 10, Exceptional, (46)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is ￥29,639
￥42,812 total
includes taxes & fees
Dec 15 - Dec 16
The Carriage House at Parker's Place
Outdoor dining
Near University of Missouri | Fitness Center

Near University of Missouri | Fitness Center

Near University of Missouri | Fitness Center
2.0 star property
Columbia
10.0 out of 10, Exceptional, (1)
The price is ￥17,606
￥23,131 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Near University of Missouri | Fitness Center
Fridge, microwave, oven, stovetop
Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (41)
"great overnight stay in the middle of town on our way to Osage Beach from Chicago"
United States
Brady P.
The price is ￥17,521
￥32,435 total
includes taxes & fees
Dec 21 - Dec 22
Large Unique 2-Bedroom Gamed Themed Loft
Fridge, microwave, oven, stovetop
Comfy Home~Teal Feel~ Sleeps 8

Comfy Home~Teal Feel~ Sleeps 8

Comfy Home~Teal Feel~ Sleeps 8
Columbia
The price is ￥19,759
￥44,776 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Comfy Home~Teal Feel~ Sleeps 8
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 Ashland Hotel Reviews

Wingate by Wyndham - Columbia

Wingate by Wyndham - Columbia

10/10 Excellent
"Good"
Petro 3-night trip
Posted 1 day ago
Wingate by Wyndham - Columbia

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Can I find a vacation rental in Ashland?

Yes, you can find vacation rentals close to top attractions in Ashland, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Ashland has to offer?

South central 4 bedroom house 3 minutes from Faurot Field! Its close and quiet.: This vacation home rental near Ashland offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Ashland?

Explore the area and family-friendly sights such as Midway Golf and Games, or get out into nature at a spot like Shelter Gardens. In the larger area, you’ll find Rock Bridge Memorial State Park and Mizzou Arena.

What are vacation rentals like in Ashland?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Ashland. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.