Photo by Teresa Durrant Pierce

Search and Rent Jamestown Condos

Most hotels are fully refundable. Because flexibility matters.

Search over 1 million properties and 550 airlines worldwide.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Featured Condo Rentals in Jamestown

 Harps Hideaway  G2 <br>(Prices lowered - Winter) <br>145 State Park Rd Jamestown, Ky
This family-friendly Jamestown condo building is located on a lake, within 2 mi (3 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf Creek ...
4.9/5Exceptional! (14 reviews)
Wonderful
"Was perfect!"

Reviewed on Sep 10, 2021

Get rates
Harps Hideaway G2 <br>(Prices lowered - Winter) <br>145 State Park Rd Jamestown, Ky
Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park
This family-friendly Jamestown condo building is located on a lake, within 3 mi (5 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf Creek ...
4.9/5Exceptional! (49 reviews)
Close to lake! All one needs!
"Well kept and nicely furnished! Nice folks to rent from."

Reviewed on Sep 15, 2021

Get rates
Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park
Cozy Condo B5<br> (Prices lowered - Winter!!)<br>      145 State Park Rd Jamestown, Ky
This family-friendly Jamestown condo building is located on a lake, within 2 mi (3 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf Creek ...
4.9/5Exceptional! (31 reviews)
Great Lake Access
"We rented the property to use while on a fishing trip. This is my second time at the property and it is always in great shape and ready for guests. The ease of check in makes this my favorite property I’ve rented."

Reviewed on Aug 20, 2021

Get rates
Cozy Condo B5<br> (Prices lowered - Winter!!)<br> 145 State Park Rd Jamestown, Ky
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
“CAPTAIN’S QUARTERS” NEW Condo at the entrance of Lake Cumberland State Park!
This family-friendly Jamestown condo building is located on a lake, within 2 mi (3 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf Creek ...
5/5Exceptional! (4 reviews)
Fun family times!
"The property was clean and cozy. It is well stocked with everything you need so you can pack light. Kerry was a wonderful host and checked in on us to ensure we were settled in and comfortable. We cannot wait to go back and would highly recommend renting the G-1 unit. It's close to all the "extras" ..."

Reviewed on Aug 24, 2021

Get rates
“CAPTAIN’S QUARTERS” NEW Condo at the entrance of Lake Cumberland State Park!
Beautiful Condo Next to Lake Cumberland
Situated in Jamestown, this condo building is 0.1 mi (0.1 km) from Lake Cumberland State Resort Park and 2.2 mi (3.6 km) from Cumberland River. Wolf Creek National ...
5/5Exceptional! (1 review)
So Nice!
"The place was amazing! Super cute. Very clean. Communication was great. We want to go back next year, and I am hoping we can stay here. Its very cozy. You will not be disappointed."

Reviewed on Aug 19, 2021

Get rates
Beautiful Condo Next to Lake Cumberland
NEW! Lake Cumberland Family Condo w/ Pool & Tennis
This family-friendly Jamestown condo building is located in a rural location, within 2 mi (3 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf ...
4/5Very Good! (1 review)
Nice condo but no Wi-fi
"The property was fully stocked. The only negative thing is there is no cable tv and no Wi-fi."

Reviewed on Aug 18, 2021

Get rates
NEW! Lake Cumberland Family Condo w/ Pool & Tennis
Premium Condo by Lake Cumberland Park! Perfect Location! Newly Updated! Comfy!
This family-friendly Jamestown condo building is located in a rural location, within 3 mi (5 km) of Lake Cumberland State Resort Park and Cumberland River. Wolf ...
4.8/5Exceptional! (49 reviews)
3 ladies from class of 69 wanted to get together after not seeing each other for 35+ years
"The property was excellent. nice place to stay to enjoy the many adventures in the area... and come home to an extremely clean and well stocked home... You will enjoy the humming birds and other birds that are frequently seen in the pine tree right off your balcony. The pool if you decide to take ..."

Reviewed on Aug 30, 2021

Get rates
Premium Condo by Lake Cumberland Park! Perfect Location! Newly Updated! Comfy!
2 bedroom, Pet friendy condo overlooking pool and tennis court.
Situated in Monticello, this condo building is within a 15-minute walk of Lake Cumberland Winery and Cumberland River. Wayne County Historical Museum and Wayne ...
4.9/5Exceptional! (7 reviews)
Clean, convenient
"A lovely condo in a quiet neighborhood with many other rentals, with some super extras that would be awesome in the summer including a tennis court, volleyball court, and pool! The condo was very clean, plenty of space for the four of us, with a nice back deck to enjoy in the morning. The only downfall ..."

Reviewed on May 12, 2021

Get rates
2 bedroom, Pet friendy condo overlooking pool and tennis court.
Pet Friendly Condo Overlooking Pool And Tennis Court.
This family-friendly Monticello condo building is located in a rural location, within 1 mi (2 km) of Lake Cumberland Winery and Cumberland River. Wayne County ...
4.8/5Exceptional! (10 reviews)
Great get-away
"Enjoyed our stay, it was perfect distance from the marina near by, and the deck was a nice area for morning coffee."

Reviewed on Aug 27, 2021

Get rates
Pet Friendly Condo Overlooking Pool And Tennis Court.
Pet Friendly Condo Overlooking Pool And Tennis Court.
Situated in Monticello, this condo building is within a 15-minute walk of Lake Cumberland Winery and Cumberland River. Wayne County Historical Museum and Wayne ...
5/5Exceptional! (2 reviews)
We enjoyed our stay. Clean and comfortable. We had the pool to ourselves most of the time.
"Very good experience. A nice quiet get away location for the family. The property manager was easy to get a hold of and responded promptly."

Reviewed on Jul 18, 2020

Get rates
Pet Friendly Condo Overlooking Pool And Tennis Court.
Clean, comfortable, updated 2 bedroom 1 bath condo overlooking pool.
Situated in Monticello, this condo building is within 1 mi (2 km) of Lake Cumberland Winery and Cumberland River. Wayne County Historical Museum and Wayne County ...
4.9/5Exceptional! (9 reviews)
Golden pond resort
"Great place to stay, close to marina. Steve was great to work with. Very responsive to our questions, this was our first visit to the area. We would definitely go back to this place."

Reviewed on Jul 13, 2021

Get rates
Clean, comfortable, updated 2 bedroom 1 bath condo overlooking pool.
Don't see what you're looking for?
See all available properties in Jamestown
View all properties

Condos in Jamestown—the ultimate home from home 

How much are Jamestown condos?


Jamestown condos range from $81 and $100—enjoy exploring all we have on offer and finding the perfect one for your budget.


How many condos are there in Jamestown?


With 11 to choose from, there are condos in Jamestown for every traveler, budget, and journey. Hunt through Jamestown condos near the city or out of town, or use the map to choose one near your fav landmark. You might want a condo for the whole family or a secret hideaway for one—they’re all here. Whatever you’re looking for, you’ll find it with Expedia.


Can I book cheap condo rentals in Jamestown?


To find cheap Jamestown condos, just sort your search results by price. You can also filter by budget, so you only see the stays most gentle on your wallet. If you want to grab a great deal—and who doesn’t?—consider visiting Jamestown in the quieter (and cheaper) months of and stay a little further out.


Why should I stay in a Jamestown condo?


Condo rentals give you all the comforts of home with a little hotel luxury thrown in for good measure. With a private kitchen and ample living space, you can cook up a storm for your friends and family before retiring to your own bedrooms at the end of the night.







What amenities can I expect from Jamestown condo rentals?


Jamestown condo rentals are packed with great amenities. And it’s easy to find them with Expedia. Filter your condo search results to show super-tempting spots with hot tubs, spas, free airport shuttles, and much more.


Are any Jamestown condo rentals pet-friendly?


Bring your precious pooch along for the ride by booking a pet-friendly Jamestown condo. Just hit the pet-friendly filter and take your pick.


How can I find family-friendly condos in Jamestown?


To find condos for all the family, simply click the family-friendly filter and choose from condos with pools, well-equipped kitchens, and multiple bedrooms. Put the kids to bed where they can sleep soundly while you enjoy a blissful evening together. Add as many filters as you wish to build your dream trip.


Will I find luxury condo rentals in Jamestown?


Sort your search results by star rating or filter by guest rating to explore the most luxurious condos in Jamestown. Take your time reading the reviews and flicking through photos, so you know the condo of your choice ticks all the boxes.


How do I find the best Jamestown condos with Expedia?


It’s super easy to book a fantastic condo with Expedia. Enter your search dates to view our impressive inventory of available accommodation. The map is really useful to see where your top condos are, and the filters help you whittle down the choices until you find the getaway that’s right for you.


Jamestown Pet Friendly Condo Rentals

    Lake Cumberland State Resort Park

Other property types in Jamestown

Lake Cumberland State Resort Park

Lake Cumberland State Resort Park

3 out of 5
5465 State Park Rd, Jamestown, KY
The price is $81 per night from Sep 30 to Sep 30
4.3/5Excellent! (271 reviews)
"Awesome stay and awesome view from room"

Reviewed on Sep 6, 2021

Lake Cumberland State Resort Park
Timber Pointe Resort

Timber Pointe Resort

2.5 out of 5
2671 S Highway 92, Jamestown, KY
The price is $94 per night from Oct 1 to Oct 1
4.6/5Wonderful! (79 reviews)
"It was pleasant and I wasn’t disappointed at all. Everyone was nice, helpful and I will definitely be back."

Reviewed on Sep 5, 2021

Timber Pointe Resort
Anchor Inn & Suites

Anchor Inn & Suites

2 out of 5
1633 Highway 92 South, Jamestown, KY
The price is $100 per night from Sep 29 to Sep 29
4.5/5Wonderful! (31 reviews)
"Nice and clean. Plus to have kitchen and washer and dryer ."

Reviewed on Aug 7, 2021

Anchor Inn & Suites
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.

More trip options