Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

Cottage in Jamestown

9.0 out of 10, Wonderful, (13)
"The stay was a wonderful "
United States
PAUL S.
The price is AU$273
includes taxes & fees
8 Dec - 9 Dec
Quiet Riverfront Cottage on 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 AU$305
includes taxes & fees
7 Dec - 8 Dec
Step Back in Time Near The Missouri River

Cottage in Holts Summit

9.6 out of 10, Exceptional, (42)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is AU$252
includes taxes & fees
16 Dec - 17 Dec
Yurt Floating in the Forest

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 AU$269
includes taxes & fees
4 Jan - 5 Jan 2026
Unique traincar stay at the Katy Caboose!

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 AU$242
includes taxes & fees
8 Dec - 9 Dec
Glamping MoonRise Cabin-Serene & Unique off Katy Trail

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 AU$248
includes taxes & fees
18 Dec - 19 Dec
Business or Pleasure - a perfect and cozy get-away!

Holiday Home in Columbia

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 AU$477
includes taxes & fees
20 Dec - 21 Dec
3 Bedroom 1 Bath Pet Friendly 5 min to MU

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 AU$400
includes taxes & fees
6 Jan - 7 Jan 2026
~A Home Away From Home~Sleeps 8~

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 AU$349
includes taxes & fees
21 Dec - 22 Dec
3 Bed 1.5 Bath Pet Friendly Apt

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 AU$387
includes taxes & fees
6 Jan - 7 Jan 2026
3BR/1.5BA Cozy, Affordable Retreat in Columbia, 10-min from Mizzou

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 AU$410
includes taxes & fees
7 Dec - 8 Dec
Como's Finest- A Home Away From Home- Sleeps 10

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 AU$455
includes taxes & fees
7 Dec - 8 Dec
3-bedroom Ranch Duplex in charming Columbia with WiFi, 6 miles to Mizzou Arena

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 AU$364
includes taxes & fees
12 Dec - 13 Dec
Cozy cabin getaway with hot-tub under stars!

Cottage in Jefferson City

10.0 out of 10, Exceptional, (46)
"Perfect location and very comfortable place. "
United States
Holly B.
The price is AU$416
includes taxes & fees
7 Dec - 8 Dec
The Carriage House at Parker's Place

Condo in Columbia

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$243
includes taxes & fees
7 Dec - 8 Dec
Near University of Missouri | Fitness Center

Cottage in Columbia

3.0 star property
The price is AU$834
includes taxes & fees
7 Dec - 8 Dec
Scenic Getaway w/ Fire Pit & Grill in Columbia!

Holiday Home in Columbia

9.8 out of 10, Exceptional, (22)
"We had a great overnight stay. Very cozy and nice. "
United States
Delia G.
The price is AU$489
includes taxes & fees
8 Dec - 9 Dec
Newly Built Home w/ Fresh Design!

Holiday Home in Boonville

9.6 out of 10, Exceptional, (99)
"Great home, quiet neighborhood, and comfy beds. Perfect home for our stay and we will stay again. "
United States
Samantha H.
The price is AU$271
includes taxes & fees
8 Dec - 9 Dec
Katy Trail Pull Off

Apartment in Columbia

The price is AU$348
includes taxes & fees
6 Jan - 7 Jan 2026
Comfy Home~Teal Feel~ Sleeps 8

Apartment in Boonville

2.0 star property
9.2 out of 10, Wonderful, (14)
"Apartment very clean & neat. Convenient location. "
United States
judith s.
The price is AU$344
includes taxes & fees
22 Dec - 23 Dec
Historic Cozy Apartment 1 Bedroom In Peaceful Boonville
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 Jamestown Hotel Reviews

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$242 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?

Spacious & Cozy near Downtown ~ HotTub ~ Game Room : This holiday home rental outside of Jamestown 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’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 California Country Club.

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.