Book Holiday Homes in Jamestown

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Featured Holiday Homes in Jamestown

Million Dollar View!  Large Lakehouse Over-Looking Lee's Ford Marina

Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina

Somerset
The price is AU$1,080 per night from 28 May to 29 May
AU$1,080
per night
28 May - 29 May
Located in Somerset, this vacation home is on a lake, within a 15-minute drive of Mill Springs National Battlefield Visitor Center and Somerset Community ...
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina
Lake House near Green River Lake and minutes from several marinas.

Lake House near Green River Lake and minutes from several marinas.

Columbia
Located in Columbia, this vacation home is on a lake, within a 15-minute drive of Green River Lake and Casey Creek.
Lake House near Green River Lake and minutes from several marinas.
Secluded Lake House Barndo!

Secluded Lake House Barndo!

Albany
Located in Albany, this vacation home is within a 15-minute drive of Mountain View Park and Cumberland River.
Secluded Lake House Barndo!
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NEW CONSTRUCTION! The Bluegrass Cottage.  1.3 miles to Lee's Ford Marina/Ramp

NEW CONSTRUCTION! The Bluegrass Cottage. 1.3 miles to Lee's Ford Marina/Ramp

Nancy
Located in Nancy, this vacation home is a 4-minute drive from Mill Springs National Battlefield Visitor Center and 6 minutes from Pulaski County Park.
NEW CONSTRUCTION! The Bluegrass Cottage. 1.3 miles to Lee's Ford Marina/Ramp
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Monticello
Located in Monticello, this vacation home is on the waterfront, within a 15-minute drive of Cumberland River and Burnside Marina.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!

Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!

Nancy
When you stay at this vacation home in Nancy, you'll be on a lake and 3 minutes by foot from Cumberland River.
Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!

Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!

Jamestown
When you stay at this vacation home in Jamestown, you'll be on a lake and within a 5-minute drive of Cumberland River.
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!
Lake Cumberland, minutes from Jamestown dock!

Lake Cumberland, minutes from Jamestown dock!

Jamestown
The price is AU$476 per night from 23 May to 24 May
AU$476
per night
23 May - 24 May
When you stay at this vacation home in Jamestown, you'll be 8 minutes by car from Cumberland River.
Lake Cumberland, minutes from Jamestown dock!
Somerset Lakeview Living

Somerset Lakeview Living

Pulaski County
Located in Somerset, this vacation home is on the waterfront, within a 15-minute drive of Somerset Community College and The Center For Rural Development.
Somerset Lakeview Living
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jamestown vacation homes are the perfect way for you to wing it.

Holiday houses in Jamestown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jamestown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jamestown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jamestown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jamestown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jamestown Holiday Homes essential information

Accommodation
157 Holiday Homes
Lowest Price
AU$215
Highest Price
AU$1,080
Popular accommodation
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina, Lake House near Green River Lake and minutes from several marinas., Secluded Lake House Barndo!, NEW CONSTRUCTION! The Bluegrass Cottage. 1.3 miles to Lee's Ford Marina/Ramp, Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!, Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!, Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!, Lake Cumberland, minutes from Jamestown dock!, Somerset Lakeview Living

Top trending hotels 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 AU$215 per night from 27 May to 28 May
AU$215
per night
27 May - 28 May
With a stay at Lake Cumberland State Resort Park in Jamestown, you'll be 5.6 mi (9 km) from Lake Cumberland State Resort Park and 9.4 mi (15.2 km) from Wolf ...
Lake Cumberland State Resort Park
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Jamestown
When you stay at this cottage in Jamestown, you'll be on a lake and 7 minutes by foot from Cumberland River.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Jamestown
The price is AU$590 per night from 17 Jun to 18 Jun
AU$590
per night
17 Jun - 18 Jun
When you stay at this cottage in Jamestown, you'll be 8 minutes by foot from Cumberland River.
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Save an average of 15% on thousands of hotels when you're signed in
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Jamestown
When you stay at this vacation home in Jamestown, you'll be on the waterfront and 14 minutes by car from Cumberland River.
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
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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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^Subject to availability and chosen travel dates.