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Holiday Rentals in Jamestown

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Bathrooms

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5 km
97 rentals in Jamestown.
JAMESTOWN Marina�LCKY. boat parking. pet friendly. pool table. 3 full baths., holiday rental in Jamestown
JAMESTOWN Marina�LCKY. boat parking. pet friendly. pool table. 3 full baths., holiday rental in Jamestown
JAMESTOWN Marina�LCKY. boat parking. pet friendly. pool table. 3 full baths., holiday rental in Jamestown

JAMESTOWN Marina�LCKY. boat parking. pet friendly. pool table. 3 full baths.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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LAKE CUMBERLAND: AMAZING Lake Views Year-Round. Minutes to JAMESTOWN Marina, KY, holiday rental in Jamestown
LAKE CUMBERLAND: AMAZING Lake Views Year-Round. Minutes to JAMESTOWN Marina, KY, holiday rental in Jamestown
LAKE CUMBERLAND: AMAZING Lake Views Year-Round. Minutes to JAMESTOWN Marina, KY, holiday rental in Jamestown

LAKE CUMBERLAND: AMAZING Lake Views Year-Round. Minutes to JAMESTOWN Marina, KY

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Studio apartment with bunkroom just 3 miles from Jamestown Marina!, holiday rental in Jamestown
Studio apartment with bunkroom just 3 miles from Jamestown Marina!, holiday rental in Jamestown
Studio apartment with bunkroom just 3 miles from Jamestown Marina!, holiday rental in Jamestown

Studio apartment with bunkroom just 3 miles from Jamestown Marina!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community, holiday rental in Jamestown
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community, holiday rental in Jamestown
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community, holiday rental in Jamestown

Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Cumberland custom log cabin home on 32 wooded acres, holiday rental in Jamestown
Lake Cumberland custom log cabin home on 32 wooded acres, holiday rental in Jamestown
Lake Cumberland custom log cabin home on 32 wooded acres, holiday rental in Jamestown

Lake Cumberland custom log cabin home on 32 wooded acres

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Ultimate Getaway on Lake Cumberland, Great Location and Rare Private Dock & Ramp, holiday rental in Jamestown
Ultimate Getaway on Lake Cumberland, Great Location and Rare Private Dock & Ramp, holiday rental in Jamestown
Ultimate Getaway on Lake Cumberland, Great Location and Rare Private Dock & Ramp, holiday rental in Jamestown

Ultimate Getaway on Lake Cumberland, Great Location and Rare Private Dock & Ramp

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat., holiday rental in Jamestown
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat., holiday rental in Jamestown
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat., holiday rental in Jamestown

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!, holiday rental in Jamestown

Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 Bdrm Lake House Getaway - Three Minutes To Launch!, holiday rental in Jamestown
3 Bdrm Lake House Getaway - Three Minutes To Launch!, holiday rental in Jamestown
3 Bdrm Lake House Getaway - Three Minutes To Launch!, holiday rental in Jamestown

3 Bdrm Lake House Getaway - Three Minutes To Launch!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Union Chapel Elementary School near Cumberland River & Lake, holiday rental in Jamestown
Historic Union Chapel Elementary School near Cumberland River & Lake, holiday rental in Jamestown
Historic Union Chapel Elementary School near Cumberland River & Lake, holiday rental in Jamestown

Historic Union Chapel Elementary School near Cumberland River & Lake

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!, holiday rental in Jamestown
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!, holiday rental in Jamestown

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland, holiday rental in Jamestown
Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland, holiday rental in Jamestown
Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland, holiday rental in Jamestown

Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cumberland Get-A-Way located at entrance of State Park, holiday rental in Jamestown
Cumberland Get-A-Way located at entrance of State Park, holiday rental in Jamestown
Cumberland Get-A-Way located at entrance of State Park, holiday rental in Jamestown

Cumberland Get-A-Way located at entrance of State Park

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 28
Match: Sleeps
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Lake house. Less than 3 miles from beautiful Lake Cumberland., holiday rental in Jamestown
Lake house. Less than 3 miles from beautiful Lake Cumberland., holiday rental in Jamestown
Lake house. Less than 3 miles from beautiful Lake Cumberland., holiday rental in Jamestown

Lake house. Less than 3 miles from beautiful Lake Cumberland.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!, holiday rental in Jamestown
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!, holiday rental in Jamestown
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!, holiday rental in Jamestown

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Lake Cumberland Jamestown New Home near State Park & Boat Ramps, holiday rental in Jamestown
Lake Cumberland Jamestown New Home near State Park & Boat Ramps, holiday rental in Jamestown
Lake Cumberland Jamestown New Home near State Park & Boat Ramps, holiday rental in Jamestown

Lake Cumberland Jamestown New Home near State Park & Boat Ramps

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Hodgepodge Lodge, holiday rental in Jamestown
The Hodgepodge Lodge, holiday rental in Jamestown
The Hodgepodge Lodge, holiday rental in Jamestown

The Hodgepodge Lodge

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Camper on campsite, holiday rental in Jamestown
Camper on campsite, holiday rental in Jamestown
Camper on campsite, holiday rental in Jamestown

Camper on campsite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen, holiday rental in Jamestown
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen, holiday rental in Jamestown
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen, holiday rental in Jamestown

Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!, holiday rental in Jamestown
New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!, holiday rental in Jamestown
New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!, holiday rental in Jamestown

New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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B - New near Jamestown Dock, holiday rental in Jamestown
B - New near Jamestown Dock, holiday rental in Jamestown
B - New near Jamestown Dock, holiday rental in Jamestown

B - New near Jamestown Dock

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Near Jamestown Dock - A, holiday rental in Jamestown
New Near Jamestown Dock - A, holiday rental in Jamestown
New Near Jamestown Dock - A, holiday rental in Jamestown

New Near Jamestown Dock - A

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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WINTER SPECIAL!!! Stylish cabin 4mins away from Cumberland Lake!, holiday rental in Jamestown
WINTER SPECIAL!!! Stylish cabin 4mins away from Cumberland Lake!, holiday rental in Jamestown
WINTER SPECIAL!!! Stylish cabin 4mins away from Cumberland Lake!, holiday rental in Jamestown

WINTER SPECIAL!!! Stylish cabin 4mins away from Cumberland Lake!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded Jamestown Cabin w/ Fire Pit!, holiday rental in Jamestown
Secluded Jamestown Cabin w/ Fire Pit!, holiday rental in Jamestown
Secluded Jamestown Cabin w/ Fire Pit!, holiday rental in Jamestown

Secluded Jamestown Cabin w/ Fire Pit!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lovely private cabin at Wolf Creek Marina sleeps 6, holiday rental in Jamestown
Lovely private cabin at Wolf Creek Marina sleeps 6, holiday rental in Jamestown
Lovely private cabin at Wolf Creek Marina sleeps 6, holiday rental in Jamestown

Lovely private cabin at Wolf Creek Marina sleeps 6

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Kentucky Coal Cabin 2 min from Lake Cumberland, holiday rental in Jamestown
Kentucky Coal Cabin 2 min from Lake Cumberland, holiday rental in Jamestown
Kentucky Coal Cabin 2 min from Lake Cumberland, holiday rental in Jamestown

Kentucky Coal Cabin 2 min from Lake Cumberland

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11, holiday rental in Jamestown
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11, holiday rental in Jamestown
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11, holiday rental in Jamestown

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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New Rustic Home Near State Dock, holiday rental in Jamestown
New Rustic Home Near State Dock, holiday rental in Jamestown
New Rustic Home Near State Dock, holiday rental in Jamestown

New Rustic Home Near State Dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW!The Overlook * Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking, holiday rental in Jamestown
NEW!The Overlook * Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking, holiday rental in Jamestown
NEW!The Overlook * Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking, holiday rental in Jamestown

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Endless Summer Getaway - 1 mile away from Jamestown Marina!, holiday rental in Jamestown
Endless Summer Getaway - 1 mile away from Jamestown Marina!, holiday rental in Jamestown
Endless Summer Getaway - 1 mile away from Jamestown Marina!, holiday rental in Jamestown

Endless Summer Getaway - 1 mile away from Jamestown Marina!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown, holiday rental in Jamestown
Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown, holiday rental in Jamestown
Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown, holiday rental in Jamestown

Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cocktail Cove 4 bedroom 2 bath by Jamestown Marina, holiday rental in Jamestown
Cocktail Cove 4 bedroom 2 bath by Jamestown Marina, holiday rental in Jamestown
Cocktail Cove 4 bedroom 2 bath by Jamestown Marina, holiday rental in Jamestown

Cocktail Cove 4 bedroom 2 bath by Jamestown Marina

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Brand New Lake Cumberland Cottage Jamestown, KY, holiday rental in Jamestown
Brand New Lake Cumberland Cottage Jamestown, KY, holiday rental in Jamestown
Brand New Lake Cumberland Cottage Jamestown, KY, holiday rental in Jamestown

Brand New Lake Cumberland Cottage Jamestown, KY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Dream cabin  with mancave and views of Lake Cumberland., holiday rental in Jamestown
Dream cabin  with mancave and views of Lake Cumberland., holiday rental in Jamestown
Dream cabin  with mancave and views of Lake Cumberland., holiday rental in Jamestown

Dream cabin with mancave and views of Lake Cumberland.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!, holiday rental in Jamestown
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!, holiday rental in Jamestown
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!, holiday rental in Jamestown

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2, holiday rental in Jamestown
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2, holiday rental in Jamestown
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2, holiday rental in Jamestown

Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!, holiday rental in Jamestown
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!, holiday rental in Jamestown
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!, holiday rental in Jamestown

Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town, holiday rental in Jamestown
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town, holiday rental in Jamestown
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town, holiday rental in Jamestown

THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly, holiday rental in Jamestown
Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly, holiday rental in Jamestown
Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly, holiday rental in Jamestown

Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great place to gather near Lake Cumberland, holiday rental in Jamestown
Great place to gather near Lake Cumberland, holiday rental in Jamestown
Great place to gather near Lake Cumberland, holiday rental in Jamestown

Great place to gather near Lake Cumberland

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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WINTER DATES OPEN! 72 FIVE ⭐️ Reviews Fire pit, Ping Pong, Foosball table, holiday rental in Jamestown
WINTER DATES OPEN! 72 FIVE ⭐️ Reviews Fire pit, Ping Pong, Foosball table, holiday rental in Jamestown
WINTER DATES OPEN! 72 FIVE ⭐️ Reviews Fire pit, Ping Pong, Foosball table, holiday rental in Jamestown

WINTER DATES OPEN! 72 FIVE ⭐️ Reviews Fire pit, Ping Pong, Foosball table

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Restful Rustic Farmhouse on Lake Cumberland, holiday rental in Jamestown
Restful Rustic Farmhouse on Lake Cumberland, holiday rental in Jamestown
Restful Rustic Farmhouse on Lake Cumberland, holiday rental in Jamestown

Restful Rustic Farmhouse on Lake Cumberland

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Luxury Farmhouse with pool, 2 miles from Jamestown Marina!!, holiday rental in Jamestown
Luxury Farmhouse with pool, 2 miles from Jamestown Marina!!, holiday rental in Jamestown
Luxury Farmhouse with pool, 2 miles from Jamestown Marina!!, holiday rental in Jamestown

Luxury Farmhouse with pool, 2 miles from Jamestown Marina!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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DRIFT INN just 10 minutes from Jamestown Marina/NEW Fall & Winter
Scavenger, holiday rental in Jamestown
DRIFT INN just 10 minutes from Jamestown Marina/NEW Fall & Winter
Scavenger, holiday rental in Jamestown
DRIFT INN just 10 minutes from Jamestown Marina/NEW Fall & Winter
Scavenger, holiday rental in Jamestown

DRIFT INN just 10 minutes from Jamestown Marina/NEW Fall & Winter Scavenger

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Secluded Luxury Lake House Getaway on 9 Private Acres!, holiday rental in Jamestown
Secluded Luxury Lake House Getaway on 9 Private Acres!, holiday rental in Jamestown
Secluded Luxury Lake House Getaway on 9 Private Acres!, holiday rental in Jamestown

Secluded Luxury Lake House Getaway on 9 Private Acres!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Lake Cumberland Retreat w/ Deck & Views!, holiday rental in Jamestown
Lake Cumberland Retreat w/ Deck & Views!, holiday rental in Jamestown
Lake Cumberland Retreat w/ Deck & Views!, holiday rental in Jamestown

Lake Cumberland Retreat w/ Deck & Views!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Quaint 3 Bedroom Rustic Cabin 1/2 Mile from Marina and Boat Ramp! #417, holiday rental in Jamestown
Quaint 3 Bedroom Rustic Cabin 1/2 Mile from Marina and Boat Ramp! #417, holiday rental in Jamestown
Quaint 3 Bedroom Rustic Cabin 1/2 Mile from Marina and Boat Ramp! #417, holiday rental in Jamestown

Quaint 3 Bedroom Rustic Cabin 1/2 Mile from Marina and Boat Ramp! #417

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!, holiday rental in Jamestown
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!, holiday rental in Jamestown
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!, holiday rental in Jamestown

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland, holiday rental in Jamestown
Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland, holiday rental in Jamestown
Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland, holiday rental in Jamestown

Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Showing results 1-50 of 97
Frequently Asked Questions about Jamestown