Jamestown Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Jamestown holiday rentals

A two-story brick building with a sign reading "Lupus General Store".

1. 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
The price is AU$382
includes taxes & fees
10 Nov - 11 Nov
Step Back in Time Near The Missouri River
An old brick building with a sign reading "Lupus General Store."

2. Quiet Riverfront Cottage on Missouri River

Quiet Riverfront Cottage on Missouri River
Jamestown
8.8 out of 10, Excellent, (17 reviews)
"It is a beautiful, quiet country setting and you can walk to the riverbank from the place."
United States
Patti M.
The price is AU$378
includes taxes & fees
10 Nov - 11 Nov
Quiet Riverfront Cottage on Missouri River
A staircase with wooden steps and white railings, leading to a second floor.

3. Restored 2-bedroom cottage in beautiful California, MO

Restored 2-bedroom cottage in beautiful California, MO
California
10.0 out of 10, Exceptional, (1 review)
"The house was warm & cozy, bed super comfortable. Very cute historic home, we enjoyed our stay!"
United States
Shelley F.
The price is AU$300
includes taxes & fees
10 Nov - 11 Nov
Restored 2-bedroom cottage in beautiful California, MO
A modern kitchen with white cabinets, stainless steel appliances, and a wooden countertop.

4. 3 Bed 1.5 Bath Pet Friendly Apt

3 Bed 1.5 Bath Pet Friendly Apt
Columbia
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and comfortable and host was attentive."
United States
Stephanie A.
The price is AU$261
includes taxes & fees
15 Nov - 16 Nov
3 Bed 1.5 Bath Pet Friendly Apt
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, (4 reviews)
"Better than advertised. Love the location and the theme.Enjoyed our stay very much!"
United States
Laura M.
The price is AU$291
includes taxes & fees
10 Nov - 11 Nov
The Katy Caboose in Hartsburg
A cozy bedroom with a bed, a wooden table, a chair, and a staircase.

6. 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.
The price is AU$471
includes taxes & fees
13 Nov - 14 Nov
Cozy cabin getaway with hot-tub under stars!
A living room with hardwood flooring, a TV mounted on the wall, a wooden ladder with plants, a sofa, and a coffee table.

7. 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
The price is AU$302
includes taxes & fees
30 Nov - 1 Dec
Super Close to Mizzou Condo 2 Bed 1 Bath
A spacious living area with a sofa, a patterned ottoman, and a fireplace.

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

Whispering Woods Hideaway ~ Large Home ~ 85 in TV
Columbia
9.8 out of 10, Exceptional, (6 reviews)
"Clean house. Very responsive"
United States
Gary B.
The price is AU$660
includes taxes & fees
12 Nov - 13 Nov
Whispering Woods Hideaway ~ Large Home ~ 85 in TV
A spacious living room with a brown sofa, wooden chairs, a coffee table, and a ceiling fan.

9. 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.
The price is AU$309
includes taxes & fees
29 Nov - 30 Nov
Quaint cottage w/ direct access to Katy Trail!
A living room with a sectional sofa, a patterned armchair, a coffee table, and a painting on the wall.

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

~A Home Away From Home~Sleeps 8~
Columbia
9.2 out of 10, Wonderful, (9 reviews)
"VRBO was exactly as described. Check in was super easy, and communication with the host was seamless."
United States
Bryon L.
The price is AU$400
includes taxes & fees
16 Nov - 17 Nov
~A Home Away From Home~Sleeps 8~
A snack bar with a sign welcoming guests and offering snacks like Pringles and Welch's.

11. 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.
The price is AU$475
includes taxes & fees
16 Nov - 17 Nov
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena
A modern kitchen with a stainless steel refrigerator, wooden flooring, and a tiled backsplash.

12. Downtown Luxury Suite

Downtown Luxury Suite
Columbia
9.8 out of 10, Exceptional, (88 reviews)
"Wonderful locationFun spaceWe would definitely stay here again"
United States
Andrew M.
The price is AU$320
includes taxes & fees
10 Nov - 11 Nov
Downtown Luxury Suite
A living room with a black leather sofa, a round coffee table with books and a remote, a balcony with plants, and a green wall with a 'Tiger' sign.

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

The Tiger Loft, Walk to Campus + Downtown vibes
Columbia
10.0 out of 10, Exceptional, (99 reviews)
"Great location"
United States
Liz B.
The price is AU$756
includes taxes & fees
10 Nov - 11 Nov
The Tiger Loft, Walk to Campus + Downtown vibes
A wooden pathway leading to a small cabin with a glass door and a crescent moon design.

14. 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.
The price is AU$245
includes taxes & fees
15 Nov - 16 Nov
Yurt Floating in the Forest
A two-story house with a front porch, brick facade, and a front door with a wreath.

15. Spacious & Cozy near Downtown ~ HotTub ~ Game Room

Spacious & Cozy near Downtown ~ HotTub ~ Game Room
Columbia
10.0 out of 10, Exceptional, (72 reviews)
"The property was great and a great location! We loved it for Mom’s Weekend! "
United States
tammy m.
The price is AU$1,000
includes taxes & fees
6 Dec - 7 Dec
Spacious & Cozy near Downtown ~ HotTub ~ Game Room
A hallway with a blue-lit wall-mounted light fixture, a door leading to another room, and a wooden table in the foreground.

16. 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.
The price is AU$408
includes taxes & fees
10 Nov - 11 Nov
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.

17. 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.
The price is AU$572
includes taxes & fees
16 Nov - 17 Nov
Contractor/Family Hub-3 Living Areas - Sleeps Many
A living room with a sofa, armchair, and ottoman, a fireplace, and a ceiling fan.

18. Spacious Boonville Retreat with Full Kitchen and Laundry

Spacious Boonville Retreat with Full Kitchen and Laundry
Boonville
10.0 out of 10, Exceptional, (1 review)
"Wonder place with old town charm"
United States
Paul M.
The price is AU$386
includes taxes & fees
11 Nov - 12 Nov
Spacious Boonville Retreat with Full Kitchen and Laundry
A bedroom with a fireplace, a TV mounted above it, a bed with a blue blanket, and a blue armchair with a patterned pillow.

19. Historic Cozy Apartment 1 Bedroom In Peaceful Boonville

Historic Cozy Apartment 1 Bedroom In Peaceful Boonville
Boonville
9.6 out of 10, Exceptional, (28 reviews)
"Apartment was clean and adequate for our stay. A bit tight for four people but would be fine for a couple."
United States
Bradley O.
The price is AU$275
includes taxes & fees
16 Nov - 17 Nov
Historic Cozy Apartment 1 Bedroom In Peaceful Boonville
A modern living room with a sectional sofa, a round coffee table, and a flat-screen TV.

20. Historic 4-bedroom pet friendly rental close to downtown.

Historic 4-bedroom pet friendly rental close to downtown.
Jefferson City
9.8 out of 10, Exceptional, (16 reviews)
"It was overall a great experience for the whole family."
United States
Corey D.
The price is AU$619
includes taxes & fees
10 Nov - 11 Nov
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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Find holiday rentals that suit your style

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Top Jamestown Hotel Reviews

A spacious bar area with high tables and chairs, a large flat-screen TV mounted on the wall, and a bar stocked with bottles.
Drury Plaza Hotel Columbia East

Drury Plaza Hotel Columbia East

Drury Plaza Hotel Columbia East
Columbia

10/10 Excellent

Could not find fault at this property .. apart from the fact I had to leave. Spend a little more and stay here, you will not regret it!
Australia
Paul
Reviewed July 30, 2025
Drury Plaza Hotel Columbia East

Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Jamestown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Jamestown holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as AU$244 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday 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 Jamestown 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 Jamestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. 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

Are there holiday rentals in Jamestown?

Yes, there are holiday rentals close to the most popular sights in Jamestown, 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 Jamestown has to offer?

Quiet 3 min to campus! Back porch/decks & firepit, w/ 5 car parking. YourPlace!: This holiday home rental outside of Jamestown offers a patio, a selection of games 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’s there to see and do in Jamestown?

While exploring the area, visit family-friendly sights like Warm Springs Ranch, or get outside and enjoy nature at Missouri River. In the wider area, you’ll find Plowboy Bend Conservation Area and Southfork Lake.

What’s a holiday rental in Jamestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamestown. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.