Jamestown Vacation Rentals
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Vacation Rentals in Jamestown

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
Monticello KY
When you stay at this vacation home in Monticello, you'll be on a lake, just steps from Cumberland River and Lake Cumberland.
Pool
Hot Tub

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more
Monticello KY
With a stay at this vacation home in Monticello, you'll be just steps from Lake Cumberland and Cumberland River.
Pool
Hot Tub

17-Acre Retreat | Dale Hollow | Boat & RV Parking
Burkesville KY
Located in Burkesville, this vacation home is on a lake, within a 10-minute drive of Dale Hollow Lake State Park and Dale Hollow Lake State Resort Park Golf Course.
Kitchen
Washer

Lake Bluff Paradise on Lake Cumberland. Game Room and Hot Tub Sept 15-May 15!
Monticello KY
When you stay at this vacation home in Monticello, you'll be on the waterfront, just steps from Lake Cumberland and Cumberland River.
Hot Tub
Kitchen

Cozy 2-bedroom A frame house with stunning lake views in quaint Somerset
Somerset KY
With a stay at this vacation home in Somerset, you'll be steps from Lake Cumberland and a 4-minute drive from Lee's Ford Marina.
Kitchen
Washer

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
Monticello KY
Located in Monticello, this vacation home is in a rural location, within a 15-minute walk of Lake Cumberland Winery and Lake Cumberland.
Pool
Kitchen

Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
Byrdstown TN
$285 nightly
The price is $318 total per night
$318 total
Nov 9 - Nov 10
Total with taxes and fees
With a stay at this vacation home in Byrdstown, you'll be on a lake, a 3-minute walk from Dale Hollow Reservoir and a 4-minute drive from Eagle Cove Marina.
Hot Tub
Kitchen

Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!
Jamestown KY
Located in Jamestown, this vacation home is on a lake, within a 5-minute drive of Lake Cumberland and Jamestown Marina.
Kitchen
Washer

"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!
Nancy KY
With a stay at this vacation home in Nancy, you'll be within a 15-minute drive of Lake Cumberland and Zollicoffer Park.
Kitchen
Free WiFi

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Byrdstown TN
Located in Byrdstown, this vacation home is on a lake, within a 5-minute drive of Dale Hollow Reservoir and Cordell Hull.
Pool
Kitchen
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.
Jamestown Vacation Rentals essential information
Accommodation | 215 Vacation Rentals |
|---|---|
Lowest Price | $230 |
Highest Price | $318 |
Popular accommodation | 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!, 6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more, 17-Acre Retreat | Dale Hollow | Boat & RV Parking, Lake Bluff Paradise on Lake Cumberland. Game Room and Hot Tub Sept 15-May 15!, Cozy 2-bedroom A frame house with stunning lake views in quaint Somerset, Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions., Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!, Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!, "Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View! , Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view, Beautiful 3 Bedroom Home at Jamestown Marina with pool and boat ramp access, Mema and Pa’s Place |


