A black clock with gold accents and the word "ASHLAND" on it.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Ashland vacation rentals

A cozy bedroom with a bed, a wooden table, a chair, and a staircase.

1. Cozy cabin getaway with hot-tub under stars!

Cozy cabin getaway with hot-tub under stars!
Ashland
9.6 out of 10, Exceptional, (31 reviews)
"This is our second time staying here and we love it. Such a peaceful relaxing place."
United States
Ryan L.
$237 nightly
The price is $250
Oct 19 - Oct 20
Total with taxes and fees
Cozy cabin getaway with hot-tub under stars!
A wooden pathway leading to a small cabin with a glass door and a crescent moon design.

2. Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (60 reviews)
"Great little getaway location!"
United States
Stephanie H.
$166 nightly
The price is $176
Oct 21 - Oct 22
Total with taxes and fees
Yurt Floating in the Forest
A spacious living room with a brown sofa, wooden chairs, a coffee table, and a ceiling fan.

3. Quaint cottage w/ direct access to Katy Trail!

Quaint cottage w/ direct access to Katy Trail!
Hartsburg
10.0 out of 10, Exceptional, (2 reviews)
"They were so nice! Super clean, great place to stay!"
United States
Taylor R.
$208 nightly
The price is $220
Oct 19 - Oct 20
Total with taxes and fees
Quaint cottage w/ direct access to Katy Trail!
A spacious living area with a sofa, a patterned ottoman, and a fireplace.

4. Whispering Woods Hideaway ~ Large Home ~ 85 in TV

Whispering Woods Hideaway ~ Large Home ~ 85 in TV
Columbia
10.0 out of 10, Exceptional, (5 reviews)
"Clean house. Very responsive"
United States
Gary B.
$453 nightly
The price is $476
Oct 20 - Oct 21
Total with taxes and fees
Whispering Woods Hideaway ~ Large Home ~ 85 in TV
A narrow hallway with a wooden bench on the right, a rocking chair in the center, and a bed at the end.

5. The Katy Caboose in Hartsburg

The Katy Caboose in Hartsburg
Hartsburg
10.0 out of 10, Exceptional, (2 reviews)
$195 nightly
The price is $206
Oct 20 - Oct 21
Total with taxes and fees
The Katy Caboose in Hartsburg
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

6. 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
9.6 out of 10, Exceptional, (16 reviews)
"Great place to stay! "
United States
Stacy B.
$329 nightly
The price is $346
Oct 18 - Oct 19
Total with taxes and fees
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
A two-story brick building with a sign reading "Lupus General Store".

7. Step Back in Time Near The Missouri River

Step Back in Time Near The Missouri River
Jamestown
9.8 out of 10, Exceptional, (24 reviews)
"Perfect spot!"
United States
Nicole
$243 nightly
The price is $258
Oct 19 - Oct 20
Total with taxes and fees
Step Back in Time Near The Missouri River
A covered patio with string lights, wicker furniture, and a ceiling fan.

8. Tranquil 3-bedroom house with AC in Holts Summit

Tranquil 3-bedroom house with AC in Holts Summit
Holts Summit
10.0 out of 10, Exceptional, (5 reviews)
"Great property in a convenient location"
United States
Camren B.
$203 nightly
The price is $226
Oct 19 - Oct 20
Total with taxes and fees
Tranquil 3-bedroom house with AC in Holts Summit
An old brick building with a sign reading "Lupus General Store."

9. Quiet Riverfront Cottage on Missouri River

Quiet Riverfront Cottage on Missouri River
Jamestown
8.8 out of 10, Excellent, (16 reviews)
"What a cute little place. We were pleased with our stay. Host was great. Make sure you check out the garden! Just beautiful!"
United States
Shannon K.
$189 nightly
The price is $201
Oct 25 - Oct 26
Total with taxes and fees
Quiet Riverfront Cottage on Missouri River
A stone-walled entrance with a white door, a number '3' sign, and a small outdoor light fixture.

10. Super Close to Mizzou Condo 2 Bed 1 Bath

Super Close to Mizzou Condo 2 Bed 1 Bath
Columbia
10.0 out of 10, Exceptional, (19 reviews)
"The stay was great. Clean, quiet, comfortable, well equipped. Also very convenient location"
United States
William
$199 nightly
The price is $199
Oct 19 - Oct 20
Total with taxes and fees
Super Close to Mizzou Condo 2 Bed 1 Bath
A hallway with a blue-lit wall-mounted light fixture, a door leading to another room, and a wooden table in the foreground.

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

Como's Finest- A Home Away From Home- Sleeps 10
Columbia
9.4 out of 10, Exceptional, (8 reviews)
"Great place for a weekend trip"
United States
Brandon W.
$273 nightly
The price is $287
Oct 18 - Oct 19
Total with taxes and fees
Como's Finest- A Home Away From Home- Sleeps 10
A dining room with a wooden table and chairs, a potted plant, and a window with curtains.

12. Contractor/Family Hub-3 Living Areas - Sleeps Many

Contractor/Family Hub-3 Living Areas - Sleeps Many
Columbia
10.0 out of 10, Exceptional, (2 reviews)
"Host responded and communicated very quickly. Great value for a large group!"
United States
Brittany P.
$388 nightly
The price is $408
Oct 18 - Oct 19
Total with taxes and fees
Contractor/Family Hub-3 Living Areas - Sleeps Many
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

13. ~A Home Away From Home~Sleeps 8~

~A Home Away From Home~Sleeps 8~
Columbia
9.6 out of 10, Exceptional, (8 reviews)
"I stayed here for work. It was a great place to stay, close to everything and nice. I will be back when we come back for work. Thanks! Kevin"
United States
Kevin G.
$268 nightly
The price is $283
Oct 18 - Oct 19
Total with taxes and fees
~A Home Away From Home~Sleeps 8~
A modern living room with a grey sofa set, a coffee table, and a fireplace. There are large windows providing natural light and a view of greenery outside.

14. Newly Built Home w/ Fresh Design!

Newly Built Home w/ Fresh Design!
Columbia
9.8 out of 10, Exceptional, (27 reviews)
"Great place!! Clean, new, and so nice!!"
United States
Eric
$364 nightly
The price is $383
Oct 18 - Oct 19
Total with taxes and fees
Newly Built Home w/ Fresh Design!
A modern kitchen with a stainless steel refrigerator, wooden flooring, and a tiled backsplash.

15. Downtown Luxury Suite

Downtown Luxury Suite
Columbia
9.8 out of 10, Exceptional, (87 reviews)
"Wonderful locationFun spaceWe would definitely stay here again"
United States
Andrew M.
$203 nightly
The price is $218
Oct 18 - Oct 19
Total with taxes and fees
Downtown Luxury Suite
An outdoor patio area with wicker furniture, a fire pit, and a covered seating area.

16. Near Mizzou | 1BR Suite w/ 2 Queen Beds & Kitchen

Near Mizzou | 1BR Suite w/ 2 Queen Beds & Kitchen
Columbia
8.0 out of 10, Very good, (2 reviews)
"Nice rooms at a reasonable price"
United States
Butch D.
$176 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
Near Mizzou | 1BR Suite w/ 2 Queen Beds & Kitchen
A covered outdoor patio with a table and chairs, a grill, and a stone pillar base.

17. King Studio w/ Kitchen | Free Hot Breakfast + Pool

King Studio w/ Kitchen | Free Hot Breakfast + Pool
Columbia
$153 nightly
The price is $170
Oct 25 - Oct 26
Total with taxes and fees
King Studio w/ Kitchen | Free Hot Breakfast + Pool
An outdoor patio area with wicker furniture, a fire pit, and a covered seating area.

18. Near University of Missouri | Fitness Center + Breakfast Included

Near University of Missouri | Fitness Center + Breakfast Included
Columbia
9.4 out of 10, Exceptional, (3 reviews)
"The room was great! Bed was very comfortable. Very homey in a small space. The pool area is a bit dated. The hot tub steps are not the right cadence. I tripped into the very bottom as a result. So be careful there. Otherwise a great experience!"
United States
Sarah S.
$158 nightly
The price is $176
Oct 25 - Oct 26
Total with taxes and fees
Near University of Missouri | Fitness Center + Breakfast Included
A modern living room with a sofa, a round table, a TV mounted on the wall, and a balcony with a view of buildings.

19. The Tiger Loft, Walk to Campus + Downtown vibes

The Tiger Loft, Walk to Campus + Downtown vibes
Columbia
10.0 out of 10, Exceptional, (98 reviews)
"Great location"
United States
Liz B.
$495 nightly
The price is $531
Oct 18 - Oct 19
Total with taxes and fees
The Tiger Loft, Walk to Campus + Downtown vibes
A kitchen with a central island, wooden cabinets, stainless steel appliances, and a brick wall.

20. Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary

Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
Jefferson City
10.0 out of 10, Exceptional, (62 reviews)
"Amazing place, great communication, easy check in and out! Would absolutely stay again!"
United States
Christina R.
$246 nightly
The price is $263
Oct 19 - Oct 20
Total with taxes and fees
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
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

Stoney Creek Hotel Columbia

Stoney Creek Hotel Columbia

10/10 Excellent
"Room was clean and uncluttered. Parking was close to the elevator hallway. Bar is open at 4pm, closes late and has an outdoor seating area. Breakfast area is large enough to handle a crowd without being tight and the food is above average for breakfast. There is a Waffle House down the street for more options."
R Steven 3-night trip
Posted 3 hours ago
Stoney Creek Hotel Columbia

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Quiet 3 min to campus! Back porch/decks & firepit, w/ 5 car parking. YourPlace!: 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.