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Compare 197 Vacation Homes in Jamestown with updated reviews, rates, and availability.

Beautiful "Harborview at Lake Cumberland" overlooking Lee's Ford Marina.

Beautiful "Harborview at Lake Cumberland" overlooking Lee's Ford Marina.

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

10.0 out of 10, Exceptional, (129)
"Beautiful home w beautiful views.Home was graciously stocked from toilet paper, to Kleenex,dish soap and dishwasher detergent."
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

Little blue house on the lake

9.6 out of 10, Exceptional, (14)
"A great weekend in a nice house. Exceeded expectations."
Little blue house on the lake

Creekview Manor - Dale Hollow Lake with amazing views only minutes to docks

9.8 out of 10, Exceptional, (55)
"This home was beautiful, had an amazing view and perfectly accommodated our entire family. Can’t wait to come back!"
Creekview Manor - Dale Hollow Lake with amazing views only minutes to docks

4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

9.6 out of 10, Exceptional, (89)
"Check in was easy. Very nice place. Plenty of room to visit with family. Would be very enjoyable in the summer when the pool is open. My grandson enjoyed the basketball game. Two drawbacks. First, we had 5 people who needed to shower in the morning, hot water was nearly depleted by the third so the last two took cool showers. The other is the driveway is STEEP, so taking the trash out was a nice workout!! Otherwise we enjoyed the property and would consider returning."
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

9.8 out of 10, Exceptional, (29)
"The property was excellent and the family had a great time "
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina

10.0 out of 10, Exceptional, (139)
"The house was exactly as described. Our family enjoyed the basement game room/ movie room the most. There were a couple things that would have made it better but was definitely out of the owners hands. The bridge was out so if you needed anything from Somerset, it took 30 minutes to get to instead of 5 minutes. The organization of the kitchen utensils (pots, pans, appliances, etc.) could definitely use some work. But overall, we enjoyed our stay and would recommend this place to anyone who...
Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina

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

9.8 out of 10, Exceptional, (89)
"We enjoyed the view, the layout of the home, and the convenience of nearby restaurants and shopping. The home is well maintained and the owners were easily accessible for answers to questions about the internet and thermostats. Unfortunately, the internet was out during our visit but on the plus, it made our family talk to each other"
The price is SAR 1,313
SAR 2,671 total
includes taxes & fees
20 Mar - 21 Mar
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina

Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

10.0 out of 10, Exceptional, (47)
"good to have breakfast on the back patio and watch the humming birds"
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

10.0 out of 10, Exceptional, (2)
"Excellent bang for your buck! Truly a wonderful stay and great for the price! I will DEFINITELY be trying to come back again! Stay with confidence! "
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (68)
"Couldn't have ask for a nicer place or better host. Everything was great except for the weather! I'm sure it will be better next time. Thanks"
The price is SAR 284
SAR 639 total
includes taxes & fees
20 Mar - 21 Mar
Boating Mecca: Near Dale Hollow Lake & Golf!

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

9.8 out of 10, Exceptional, (10)
"House has everything you need. It’s close distance to the marina. We enjoyed our stay."
The price is SAR 675
SAR 1,559 total
includes taxes & fees
22 Mar - 23 Mar
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

1-Mile from Conley Bottom's ramp

9.8 out of 10, Exceptional, (32)
"Awesome time again on Cumberland. My son and I truly like this listing! "
1-Mile from Conley Bottom's ramp

Vacationers' Delight at Conley Bottom

10.0 out of 10, Exceptional, (50)
"We wanted a nice place close to the lake and this was exactly what we was looking for to be able to go boating every day."
Vacationers' Delight at Conley Bottom

DRIFT INN just 10 minutes from Jamestown Marina

10.0 out of 10, Exceptional, (7)
"Good"
DRIFT INN just 10 minutes from Jamestown Marina

Perfect Lake House on Lake Cumberland

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay. The house was beautiful and well equipped. Enjoyed the pool table and air hockey downstairs. We would definitely stay again!!"
Perfect Lake House on Lake Cumberland

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

10.0 out of 10, Exceptional, (104)
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

9.2 out of 10, Wonderful, (62)
"Great time. Peaceful setting. "
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

Lake house with boat ramp access across the street & tons of boat parking space.

9.8 out of 10, Exceptional, (68)
"The house as always was very clean and had everything we needed. The weather was terrible with all the rain and flooding but we were there for a funeral in Feb so that can be expected. We were able to have a group of family members over and there is always enough space for a crowd. My family had enough sleeping room for nine people. I missed seeing the cows but with all the rain, they stayed hidden. Thanks, for being a great host and stocking the house so well. Hope to see you again this summer."
Lake house with boat ramp access across the street & tons of boat parking space.

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

10.0 out of 10, Exceptional, (153)
"This is our second stay at this house. Great experience both times! Very clean house!"
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!
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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Other property types in Jamestown

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

10.0 out of 10, Exceptional, (129)
"Beautiful home w beautiful views.Home was graciously stocked from toilet paper, to Kleenex,dish soap and dishwasher detergent."
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

9.8 out of 10, Exceptional, (29)
"The property was excellent and the family had a great time "
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

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

10.0 out of 10, Exceptional, (162)
"It was nice subtle place."
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
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.