Ashland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Holiday Rentals in Ashland

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

Apartment in 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 HK$646
HK$2,117 total
includes taxes & fees
8 Dec - 9 Dec
Como's Finest- A Home Away From Home- Sleeps 10
Property grounds
Glamping MoonRise Cabin-Serene & Unique off Katy Trail

Cabin in Hartsburg

9.8 out of 10, Exceptional, (7)
"The staff was very helpful. It was a nice secluded place to stay."
United States
Jason
The price is HK$467
HK$1,235 total
includes taxes & fees
8 Dec - 9 Dec
Glamping MoonRise Cabin-Serene & Unique off Katy Trail
Smart TV
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou

Holiday Home in Columbia

10.0 out of 10, Exceptional, (24)
"Just passing through town for a visit "
United States
Lori M.
The price is HK$664
HK$1,978 total
includes taxes & fees
11 Dec - 12 Dec
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou
Fridge, microwave, oven, stovetop
~A Home Away From Home~Sleeps 8~

Apartment in Columbia

2.0 star property
9.2 out of 10, Wonderful, (5)
"We're going to book again this time next year."
United States
Donna T.
The price is HK$599
HK$2,060 total
includes taxes & fees
6 Jan - 7 Jan 2026
~A Home Away From Home~Sleeps 8~
Living area
Business or Pleasure - a perfect and cozy get-away!

Apartment in Jefferson City

9.6 out of 10, Exceptional, (28)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is HK$596
HK$1,266 total
includes taxes & fees
8 Dec - 9 Dec
Business or Pleasure - a perfect and cozy get-away!
Fridge, microwave, oven, stovetop
3 Bed 1.5 Bath Pet Friendly Apt

Apartment in Columbia

10.0 out of 10, Exceptional, (4)
"Great host, worked with us to add additional nights and provided a clean and welcoming property. Thanks!"
United States
Gage W.
The price is HK$584
HK$1,775 total
includes taxes & fees
21 Dec - 22 Dec
3 Bed 1.5 Bath Pet Friendly Apt
Fridge, microwave, oven, stovetop
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Cabin in Jefferson City

10.0 out of 10, Exceptional, (10)
"Was fantastic place to stay!"
United States
Veronica W.
The price is HK$701
HK$1,224 total
includes taxes & fees
10 Dec - 11 Dec
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Exterior
Yurt Floating in the Forest

Cottage in Holts Summit

9.6 out of 10, Exceptional, (42)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is HK$973
HK$1,284 total
includes taxes & fees
12 Dec - 13 Dec
Yurt Floating in the Forest
Fridge, microwave, oven, stovetop
Zou Lodge - Modern 3BR • King Beds • Near Mizzou

Holiday Home in 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 HK$1,168
HK$2,214 total
includes taxes & fees
8 Dec - 9 Dec
Zou Lodge - Modern 3BR • King Beds • Near Mizzou
Exterior
Step Back in Time Near The Missouri River

Cottage in 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 HK$1,012
HK$1,604 total
includes taxes & fees
8 Dec - 9 Dec
Step Back in Time Near The Missouri River
Exterior
Quiet Riverfront Cottage on Missouri River

Cottage in Jamestown

9.0 out of 10, Wonderful, (13)
"The stay was a wonderful "
United States
PAUL S.
The price is HK$1,012
HK$1,386 total
includes taxes & fees
8 Dec - 9 Dec
Quiet Riverfront Cottage on Missouri River
Exterior
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Holiday Home in Jefferson City

2.0 star property
10.0 out of 10, Exceptional, (29)
"It was very nice"
United States
Chase O.
The price is HK$1,464
HK$2,314 total
includes taxes & fees
8 Dec - 9 Dec
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 !

Holiday Home in Columbia

9.8 out of 10, Exceptional, (20)
"Everything was great from check in to check out. "
United States
Jason L.
The price is HK$1,160
HK$2,747 total
includes taxes & fees
14 Dec - 15 Dec
It's a Gem ! Comfy Hideaway for R & R ~ King Bed !
Exterior
Cozy cabin getaway with hot-tub under stars!

Cabin in 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 HK$1,051
HK$1,845 total
includes taxes & fees
8 Dec - 9 Dec
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

Holiday Home in 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 HK$841
HK$2,347 total
includes taxes & fees
8 Dec - 9 Dec
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
Outdoor dining
Unique traincar stay at the Katy Caboose!

Cottage in 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 HK$762
HK$1,373 total
includes taxes & fees
21 Dec - 22 Dec
Unique traincar stay at the Katy Caboose!
Fridge, microwave, oven, stovetop
The Carriage House at Parker's Place

Cottage in Jefferson City

10.0 out of 10, Exceptional, (46)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is HK$1,471
HK$2,125 total
includes taxes & fees
8 Dec - 9 Dec
The Carriage House at Parker's Place
Outdoor dining
Near University of Missouri | Fitness Center

Condo in Columbia

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$954
HK$1,239 total
includes taxes & fees
7 Jan - 8 Jan 2026
Near University of Missouri | Fitness Center
Fridge, microwave, oven, stovetop
Large Unique 2-Bedroom Gamed Themed Loft

Apartment in 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 HK$876
HK$1,606 total
includes taxes & fees
9 Dec - 10 Dec
Large Unique 2-Bedroom Gamed Themed Loft
Fridge, microwave, oven, stovetop
Comfy Home~Teal Feel~ Sleeps 8

Apartment in Columbia

The price is HK$561
HK$1,785 total
includes taxes & fees
14 Dec - 15 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Hampton Inn & Suites Columbia at University

Hampton Inn & Suites Columbia at University

10/10 Excellent
"The hotel room, staff and all were excellent"
Dennis 1-night trip
Posted 3 days ago
Hampton Inn & Suites Columbia at University

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:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious & Cozy near Downtown ~ HotTub ~ Game Room : This holiday home rental outside of Ashland offers an arcade/games room, 1 hot tub and a BBQ 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 that 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 wider area, you’ll find Rock Bridge Memorial State Park and Walters-Boone County Historic Museum.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.