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Compare 169 Vacation Homes in Jamestown with updated reviews, rates, and availability.

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
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!😍
"Shore Thing", Cozy Lake Cumberland Cabin - Hot Tub, Fire Pit, Minutes from Lake
Exterior

"Shore Thing", Cozy Lake Cumberland Cabin - Hot Tub, Fire Pit, Minutes from Lake

8.4 out of 10, Very Good, (16)
"Great place to getaway for peace and quiet!"
"Shore Thing", Cozy Lake Cumberland Cabin - Hot Tub, Fire Pit, Minutes from Lake
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!
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!
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, (82)
"We enjoyed our time at this property. Plenty of room for 3 trucks and 3 boats. Great remote and rustic property! We had a blast!!"
Lake House near Green River Lake and minutes from several marinas.
Joy On The Lake · Cumberland Canvas: Lake Views, Fire Pit, Pets OK
Immerse yourself in tranquility with stunning patio views of Lake Cumberland's majestic waters.

Joy On The Lake · Cumberland Canvas: Lake Views, Fire Pit, Pets OK

10.0 out of 10, Exceptional, (7)
"This was just what we needed! Beautiful sunset! Billiard and karaoke fun!!"
The price is SAR 751
SAR 1,705 total
includes taxes & fees
3 Dec - 4 Dec
Joy On The Lake · Cumberland Canvas: Lake Views, Fire Pit, Pets OK
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!
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Updated kitchen - cook for 2 or 10!

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 676
SAR 1,557 total
includes taxes & fees
1 Dec - 2 Dec
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
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, (12)
"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 656
SAR 1,272 total
includes taxes & fees
1 Dec - 2 Dec
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
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.
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
The Cozy Cabell Cottage
Living area

The Cozy Cabell Cottage

9.8 out of 10, Exceptional, (45)
"The cottage was clean and has everything you'll need for your stay!"
The price is SAR 319
SAR 748 total
includes taxes & fees
28 Nov - 29 Nov
The Cozy Cabell Cottage
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!
The House at Cedar Grove
Exterior

The House at Cedar Grove

10.0 out of 10, Exceptional, (17)
"Impressed with size, furnishings and cleanliness."
The House at Cedar Grove
Beautiful, Spacious Home in Wooded Resort Area
Front view of property

Beautiful, Spacious Home in Wooded Resort Area

9.8 out of 10, Exceptional, (22)
"The house is great. It worked well for our stay."
Beautiful, Spacious Home in Wooded Resort Area
Homey cottage near the Banks of the Cumberland & Dale Hollow Lake!
Living area

Homey cottage near the Banks of the Cumberland & Dale Hollow Lake!

10.0 out of 10, Exceptional, (8)
"Small, spotless, modern house in a quiet neighborhood. I could park my boat in the yard. Owner was very nice."
The price is SAR 432
SAR 724 total
includes taxes & fees
4 Dec - 5 Dec
Homey cottage near the Banks of the Cumberland & Dale Hollow Lake!
Catch and Relax on Main
Aerial view

Catch and Relax on Main

10.0 out of 10, Exceptional, (2)
"We came for Poker Run 2024 at Lake Cumberland! The house was in a great location between the lake and town where there were plenty of food & store options! The house has LOTS of places and different gathering areas for all!! We enjoyed morning coffee on the front porch as we watched the boats come down the Main Street! The house is very cute! The pictures don't do it justice! The charm is super cute in this home. Fully stocked kitchen and bathroom with very nice washer and dryer. We had a 27...
Catch and Relax on Main
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

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!
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!
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.