Filter
Search result 1 to 20 Of 23
  • Lake Cumberland "Treehouse"

    Jamestown, KY

    Lovely 2-bedroom condo! New King and Queen beds, and sleeper sofa - sleeps 6 comfortably. 2 Full Baths - newly remodeled. Fully equipped Kitchen. Dish TVs up/downstairs with DVD and VHS players and... ...more

    Beds: 3 Baths: 2 Property type: Condo (19) Exceptional
    $138 / Nightly
  • Jamestown, KY

    Guests are sure to enjoy a memorable vacation in this fully furnished, bedroom/_bath property type. The main/master bedroom has a -sized bed, while the remaining rooms are furnished with a -sized... ...more

    Beds: 3 Baths: 4 Property type: House (3) Exceptional
    Select Dates for Price
  • Jamestown, KY

    After a fun filled day of boating on beautifull Lake Cumberland come back and enjoy our four bedroom, three bathroom, fully equipped kitchen right on Lake Cumberland. Featuring a Large family room... ...more

    Beds: 4 Baths: 3 Property type: House (1) Exceptional
    $224 / Nightly
  • CLIFTY CREEK INN - UNIT A

    Jamestown, KY

    CLIFTY CREEK INN – Unit A Brand new to the vacation rental market and only $99/night year-round rate even through all major holidays! Plenty of space to park your boat and vehicles! We are so... ...more

    Beds: 0 Baths: 1 Property type: Studio (0)
    $147 / Nightly
  • CLIFTY CREEK INN - UNIT B

    Jamestown, KY

    CLIFTY CREEK INN – Unit B Brand new to the vacation rental market and only $99/night year-round rate even through all major holidays! Plenty of space to park your boat and vehicles! We are so... ...more

    Beds: 0 Baths: 1 Property type: Studio (0)
    $147 / Nightly
  • Cottage at the Lake

    Jamestown, KY

    Family-friendly 1,000sf cottage built in 2004 with all the comforts of home! Stay just a few nights or spend a week enjoying all the amenities of Jamestown Marina or kick back and relax in your... ...more

    Beds: 2 Baths: 1 Property type: Cottage (20) Exceptional
    $164 / Nightly
  • Wesley Circle #2

    Jamestown, KY

    Secluded 2000 square foot Tri-Level home built in 1995 offering gorgeous, year-round view of beautiful Lake Cumberland. Bring your own boat and waverunner or rent them at Jamestown Marina just two... ...more

    Beds: 4 Baths: 3 Property type: House (39) Exceptional
    $249 / Nightly
  • Wesley Circle #1

    Jamestown, KY

    Secluded, 1700 square foot, two-story home built in 1998 offering gorgeous, year-round view of beautiful Lake Cumberland. Bring your own boat and waverunner or rent them at Jamestown Marina just... ...more

    Beds: 3 Baths: 2 Property type: House (52) Exceptional
    $223 / Nightly
  • Apple Sally's@ Lake Cumberland

    Jamestown, KY

    WELCOME TO APPLE VALLEY SALLY'S CONDO at beautiful LAKE CUMBERLAND! Pool will remain open until Oct 21! The Lewin-Campbell family is proud to share our Lake Cumberland home-away-from-home with... ...more

    Beds: 2 Baths: 2 Property type: Condo (117) Exceptional
    $144 / Nightly
  • Unit D-1, Apple Valley Resort

    Jamestown, KY

    Please Note: This condo is offered for rent by an individual owner, and not by the Apple Valley Condominium Association. Service fees are charged by and paid to VRBO, not to the owner. You will... ...more

    Beds: 2 Baths: 2 Property type: Condo (40) Exceptional
    $152 / Nightly
  • Lake House Serenity

    Jamestown, KY

    Amazing view/location! Main floor has two large private bedrooms, full bath, living room with wood-burning fireplace, floor-to-ceiling wall of windows and a fully equipped kitchen and dining area.... ...more

    Beds: 4 Baths: 3 Property type: House (45) Exceptional
    $414 / Nightly
  • Clifty Creek Cabin

    Jamestown, KY

    This is the perfect getaway for couples, small families or just the fishing guys. Our family cabin is located on beautiful Lake Cumberland, in Jamestown KY. We have a private dock with an easy... ...more

    Beds: 2 Baths: 1 Property type: Cabin (59) Very Good
    $215 / Nightly
  • Lake House Hideaway

    Jamestown, KY

    Beautiful getaway in the woods! Located in Harbor Springs just 2 miles from Jamestown Marina. This very clean & well maintained 2 story home has 1 King Bedroom with full Bath and 2 Queen bedrooms... ...more

    Beds: 3 Baths: 3 Property type: House (25) Exceptional
    $242 / Nightly
  • Jamestown, KY

    Two bed one bath newly remodeled house with screened in back porch. Fully furnished with full kitchen. Working fire place. Plenty of parking for two cars and boat turn around. Out door grill and... ...more

    Beds: 2 Baths: 1 Property type: House (26) Exceptional
    $132 / Nightly
  • Southern Charm

    Jamestown, KY

    Beautiful rustic yet charming farmhouse right on Lake Cumberland! Completed a HUGE renovation just this past year!! Beautiful property, lots of space and great reviews! Located on 6.5 secluded... ...more

    Beds: 4 Baths: 4 Property type: House (32) Exceptional
    $476 / Nightly
  • Lakehouse Hideaway

    Jamestown, KY

    Amazing wooded location yet only a mile from the Jamestown Marina ramp. Main floor has 3 private bedrooms that share the main floor full bath. Master bedroom with master bath on second floor in... ...more

    Beds: 4 Baths: 2 Property type: House (8) Exceptional
    $402 / Nightly
  • Pleasant Valley

    Jamestown, KY

    Newly renovated cabin located in the peaceful Harbor Springs community just 2.6 miles to the Jamestown Resort Marina. This 2000 square ft. Cabin features 3 bedrooms, pull out sleeper sofa, 3 full... ...more

    Beds: 3 Baths: 3 Property type: House (12) Exceptional
    $219 / Nightly
  • Cumberland Cottage

    Jamestown, KY

    Our custom-built, adorable newer vacation lake home is situated above Jamestown Marina on Lake Cumberland (just a mile's drive to the boat launch). Keep your water craft at the marina or at the the... ...more

    Beds: 3 Baths: 2 Property type: House (13) Exceptional
    $259 / Nightly
  • Cumberland River Sanctuary

    Jamestown, KY

    Well-appointed riverfront guest cabin in secluded, private area with breathtaking view of the Cumberland River. Located 4 1/2 river miles below the Wolf Creek Dam and steps from a private boat... ...more

    Beds: 2 Baths: 2 Property type: Cabin (5) Exceptional
    $340 / Nightly
  • Anchor Way

    Jamestown, KY

    5 Bedroom 4 Bath Lake House- 9 miles from Jamestown marina An architect designed, custom built, beautiful 5 bedroom lake-front house perfect for a get away with friends or family. The main floor... ...more

    Beds: 5 Baths: 5 Property type: House (33) Exceptional
    $517 / Nightly
Search result 1 to 20 Of 23

Filters are conveniently available to help you personalize your search to find the ideal rental in Jamestown. Many accommodations in Jamestown provide "TVs" or "internet," which makes it a great destination if you want to tune out with some TV time or you need internet access during your vacation. You can also search for a vacation rental in Jamestown if you're dreaming of days spent poolside as 142 of the listed properties there provide "pools."