Jamestown Vacation Rentals

Compare 5 vacation rentals.
Home > USA > Kentucky > Jamestown

Make Jamestown your next getaway

Jamestown, KY vacation rentals

Explore Jamestown house rentals, and more

housing_type_house.jpg

House rentals

View 5 House rentals

Explore more vacation rental amenities in Jamestown

Water view | Waterfront | A/C | Washer/dryer | Balcony | Bikes | Pool table | Kayaks | Snowbird-friendly

Jamestown vacation rentals for every getaway

Popular
Dog-friendly Internet Lake view
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
4 Bed | 3 Bath | Sleeps 20

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre! - Jamestown, KY

$585 avg / night
(excludes fees and taxes)
4.89 (9)
Lake Cumberland Retreat w/ Deck & Views!
6 Bed | 5 Bath | Sleeps 15

Lake Cumberland Retreat w/ Deck & Views! - Jamestown, KY

$671 avg / night
(excludes fees and taxes)
5.0 (1)
Fun w/ Family! Lakefront Gem in Jamestown w/ Dock
3 Bed | 2.5 Bath | Sleeps 10

Fun w/ Family! Lakefront Gem in Jamestown w/ Dock - Jamestown, KY

$494 avg / night
(excludes fees and taxes)
2 Mi to Lake Cumberland: Family-Friendly Retreat!
3 Bed | 2 Bath | Sleeps 10

2 Mi to Lake Cumberland: Family-Friendly Retreat! - Jamestown, KY

$245 avg / night
(excludes fees and taxes)
2 Mi to Lake Cumberland Access: Home w/ Grill
4 Bed | 2 Bath | Sleeps 11

2 Mi to Lake Cumberland Access: Home w/ Grill - Jamestown, KY

$276 avg / night
(excludes fees and taxes)

View 0 more homes

Recent Jamestown vacation rental reviews

From the moment we arrived, this property felt like a dream come true. The panoramic lake views from the deck were absolutely breathtaking—morning coffee never tasted so good. Inside, every detail was perfect: the layout made it feel spacious yet cozy, everything was spotless, and the thoughtful organization made settling in effortless. You can tell the owners truly care about creating a special experience. This is, without a doubt, one of the finest places to stay in the Lake Cumberland area. If I could give it more than five stars, I would in a heartbeat. I’m already looking forward to coming back and making more memories here!
Zachary . | Aug 2025
Great place to hang out with family.
Brian . | Jan 2025
2nd time we Have Been there. And will definitely be back Private and quiet and awesome view at the back of the property.
Eddie . | Nov 2024
Jamestown Frequently Asked Questions

Yes. 11 of our Jamestown vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Jamestown vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Jamestown team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Jamestown, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

People also search for

Appalachian Mountains   |   Russell Springs   |   Faubush   |   Seventy Six   |   Columbia   |   Monticello   |   Nancy   |   Albany   |   Burkesville   |   Bronston   |   Burnside   |   Somerset   |   Byrdstown   |   Kentucky
Show more