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Compare 159 Vacation Homes in Jamestown with updated reviews, rates, and availability.

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Pool
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
9.8 out of 10, Exceptional, (19)
"Overall we enjoyed our stay here, bummed that the pool was not open as it showed in the description of the house and was the main reason for choosing the location. If it is closed for the season, list it as such. The view is great! "
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Dale Hollow Lake, Private Swimming Pool and Beautiful 4 BR 3 1/2 Baths
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, (104)
"This property was just the right size for 4 adults and 3 teenagers. We had one good day of weather and spent it on the lake, however, the girls would have loved some pictures by the pool—it looked as if maybe it was in the process of being drained and then just left. It was green and not covered for winter yet. There is a nice fire pit area that we took advantage of several nights. Bring your own chairs! The driveway is a little narrow, but has ample parking. The only other “issue” we had was...
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Located on the picturesque shores of Lake Cumberland.
Interior
Located on the picturesque shores of Lake Cumberland.
9.4 out of 10, Exceptional, (3)
"It was not clean by no means. 1st the sheets looked like they hadn't been changed /washed ins while. The refrigerator was dirty,"
Located on the picturesque shores of Lake Cumberland.
3 miles from Wolf Creek Dam! Boat and camper parking available
Exterior
3 miles from Wolf Creek Dam! Boat and camper parking available
9.8 out of 10, Exceptional, (14)
"Our family loved our weekend getaway in this cabin. It felt remote and private yet still conveniently near Lake Cumberland State Park. The interior was clean and updated and plenty of essential supplies were available. The exterior had a large wrap-around porch with lots of seating. We will definitely return!"
3 miles from Wolf Creek Dam! Boat and camper parking available
Russell Springs Getaway, 10 Mi to Lake Cumberland!
Russell Springs Vacation Rental | 3BR | 2BA | 2 Steps Required | 1,800 Sq Ft
Russell Springs Getaway, 10 Mi to Lake Cumberland!
10.0 out of 10, Exceptional, (8)
"The host was remarkable in communication and hospitality. We were created with hand written note, fresh farm eggs and a homemade chocolate cake. Would recommend this property and host to anyone looking for southern hospitality and clean property for their stay. "
Russell Springs Getaway, 10 Mi to Lake Cumberland!
Lovely Home Next to Dale Hollow State Park Entrance- 1 Mile to Marina
Family Room-Vaulted Ceilings Open Concept
Lovely Home Next to Dale Hollow State Park Entrance- 1 Mile to Marina
10.0 out of 10, Exceptional, (9)
"Beautiful views, clean, fast and easy communication with owner, lovely home (so cute too), just minutes from state park and marina. We so enjoyed our weekend!"
The price is SAR 522
SAR 1,358 total
includes taxes & fees
9 Nov - 10 Nov
Lovely Home Next to Dale Hollow State Park Entrance- 1 Mile to Marina
Mema and Pa’s Place
Exterior
Mema and Pa’s Place
10.0 out of 10, Exceptional, (2)
"Easy to find and use, beautiful home/property. Only 25 minutes from our fishing dock. The brownies were wonderful. Thank you for sharing your home with us."
The price is SAR 563
SAR 899 total
includes taxes & fees
10 Nov - 11 Nov
Mema and Pa’s Place
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Jamestown Vacation Rental | 4BR | 3BA | 3,400 Sq Ft | Steps Required
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
9.8 out of 10, Exceptional, (27)
"Great location. Great place, beautiful views"
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Little blue house on the lake
Terrace/patio
Little blue house on the lake
9.4 out of 10, Exceptional, (9)
"Place was great! Place was clean upon arrival with great communication with property owner. Would definitely recommend! Thanks for the stay!"
Little blue house on the lake
Lake House near Green River Lake and minutes from several marinas.
Exterior
Lake House near Green River Lake and minutes from several marinas.
9.2 out of 10, Wonderful, (81)
"It was a simple place that was in peaceful neighborhood "
Lake House near Green River Lake and minutes from several marinas.
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!
Front of the house
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!
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
The state-of-the-art kitchen and dining area offer plenty of room to comfortably host family dinners and are outfitted with all the cookware, dishes, utensils, and appliances you will need to cook delicious meals. Bar top has seating for four.
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
10.0 out of 10, Exceptional, (11)
"This property was such a dream. We came down for a few nights with our friends, kids, and pups and everything was perfect for our entire group. The outdoor entertaining space was big enough for everyone to hang out and afternoon football inside was perfect! We used the huge open concept to let all the kids carve pumpkins. The bathrooms and bedrooms were exactly as described. The nightly fires were so relaxing, and the area was so quiet. We can’t wait to come back! Thanks so much hosts for giving...
The price is SAR 624
SAR 1,233 total
includes taxes & fees
10 Nov - 11 Nov
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!
Living area
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!
Look-Out Lodge on Lake Cumberland
High angle shot of property and lake view
Look-Out Lodge on Lake Cumberland
10.0 out of 10, Exceptional, (154)
"Beautiful property with a lot of space. Gorgeous views of the lake. Very private. This was our 2nd stay for annual Girls Weekend trip. We love that we can all lounge in the living room together and eat together at the large dining table. The weather was perfect and we spent a lot of time on the wrap around back deck overlooking the lake. Would also be a great place to stay for multiple families."
Look-Out Lodge on Lake Cumberland
Creekview Manor - Dale Hollow Lake with amazing views only minutes to docks
Front of the house
Creekview Manor - Dale Hollow Lake with amazing views only minutes to docks
9.8 out of 10, Exceptional, (54)
"This is a great property that was just as advertised. Communication with owner was great! Property is 10 minutes from a marina and 20 minutes to the beautiful Dale Hollow state park golf course."
Creekview Manor - Dale Hollow Lake with amazing views only minutes to docks
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
Exterior
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
9.6 out of 10, Exceptional, (43)
"Very quiet area, good fishing"
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
Cumberland Get-A-Way located at entrance of State Park
Exterior
Cumberland Get-A-Way located at entrance of State Park
10.0 out of 10, Exceptional, (14)
"The location was very convenient to the State Park Marina. The area was very pretty and felt secluded. Some of us took advantage of the fishing pond. We had a group of 19 and there was plenty of room for all. The only issue we had was the hot tub was not functioning, It would have been nice, but did not take away from our enjoyment of our weekend. We would definitely stay here again!"
Cumberland Get-A-Way located at entrance of State Park
"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!
Miscellaneous
"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!
9.0 out of 10, Wonderful, (6)
"Nice house as pictured. House is right on the road. Our GPS was a little off. Had good meals at The Rex Family restaurant and Reno’s. Could just see the lake through the trees. Nice deck. "
"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!
Vacationers' Delight at Conley Bottom
Exterior
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
Lake Cumberland Home w/ Deck + Water Access!
Monticello Vacation Rental | 4BR | 3BA | 3,100 Sq Ft | 3 Stories
Lake Cumberland Home w/ Deck + Water Access!
9.0 out of 10, Wonderful, (7)
"The house is in a great location, in a country setting, just about 5 miles from Conley Bottom with a nice deck and beautiful views of the sunset/peep views of lake. The bedrooms are are spacious and quiet. The owners are on site over the garage but did not see them. "
Lake Cumberland Home w/ Deck + Water Access!
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

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Lake view from upper covered deck
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (31)
"I can’t stress enough how BEAUTIFUL the view is from both inside(huge windows) and outside(2 levels of deck viewing & seating)! Wonderfully decorated, and super comfy furnishings. Definitely recommend, and will be back! "
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Marina
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
9.8 out of 10, Exceptional, (10)
"Cute--3 Bedroom/1 Bath stand alone building/cabin with hot tub--pet friendly! Clean + Had all the amenities needed for a weekend stay (or longer if need be). We had a great time by the firepit and using the hot tub. There was also cards and several board games to play. In a quiet neighborhood. Check in process was easy. Though located above the marina--was not walking distance --property does not overlook the lake or have steps leading down to the lake (unsure if there was a public access...
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Jamestown Vacation Rental | 4BR | 3BA | 3,400 Sq Ft | Steps Required
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
9.8 out of 10, Exceptional, (27)
"Great location. Great place, beautiful views"
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
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.