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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

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

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

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

9.8 out of 10, Exceptional, (67)
"Our third year at this location for our family and friends get together. Great location. Perfect for our event! Thanks to the host for all the preparations. Highly satisfied and will very likely use the same property again next year. "
Lake house with boat ramp access across the street & tons of boat parking space.
Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville Vacation Rental | 2BR | 1BA | 1,350 Sq Ft | Step-Free Access

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (66)
"This is the best VRBO that we've stayed in. The fresh baked cookies when we walked in the door. The cleanliness was excellent. The home was well decorated, and the master bed was incredible. Highly recommend. We will be booking with them next time."
The price is AED 264
AED 612 total
includes taxes & fees
20 Feb - 21 Feb
Boating Mecca: Near Dale Hollow Lake & Golf!
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, (20)
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was very helpful for all the food we needed for Thanksgiving, and secondly that they had two sets of washers and dryers which was very helpful for a large group. The second flat parking pad beyond the pool...
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Little blue house on the lake
Terrace/patio

Little blue house on the lake

9.6 out of 10, Exceptional, (12)
"We had an amazing stay at the property. The house was very clean and had tons of amenities! Beds were very comfortable, kitchen was stocked with complimentary chips and had fresh flowers out. We loved the sunroom and spent a ton of time out there watching Tv, watching movies, and playing PlayStation. Internet was non-existent the last couple days but we knew from the listing that it was hit or miss and we used our hotspots. Will definitely be traveling here again to stay in the future!"
Little blue house on the lake
Charming Getaway w/ Lake Cumberland Views!
Albany Vacation Rental | 5BR | 3BA | 3,200 Sq Ft | 2-Story Home

Charming Getaway w/ Lake Cumberland Views!

9.6 out of 10, Exceptional, (58)
"It was nice to stay all together with the family. The Blackstone grill was a perfect touch cooking for a group of 11 people. That make breakfast and dinner a breeze! We enjoyed an evening at the fire pit. TV's in each sitting area was nice for the ball game watchers. Roku and Amazon ready for your log in. Great touches. Thank you for making our funeral trip much nicer."
Charming Getaway w/ Lake Cumberland Views!
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, (46)
"Easily accessible and the hosts are great communicators for everything. "
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Cozy sectional perfect for lounging and movie night!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

10.0 out of 10, Exceptional, (17)
"The home is absolutely stunning and the pictures do not do it justice! Own"
The price is AED 652
AED 1,407 total
includes taxes & fees
18 Feb - 19 Feb
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
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
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!
Somerset Lakeview Living
Stunning Deck w/ Unmatched Lake Cumberland Views: Take in breathtaking, views of Lake Cumberland

Somerset Lakeview Living

10.0 out of 10, Exceptional, (3)
"They were very accommodating for our family. Great communication! The game room was amazing and made for a really fun game night. Plenty of space but still felt cozy. The view was beautiful. "
Somerset Lakeview Living
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 AED 661
AED 1,527 total
includes taxes & fees
18 Feb - 19 Feb
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
View From Back Deck (To the West)

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

9.8 out of 10, Exceptional, (69)
"This was an awesome stay. Makes us to want to buy a property in the same area. The house was clean and stocked with essentials that we had forgotten. The property was gorgeous and had some the greatest views all day and we were lucky enough to see some snow come down while we there. "
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town square
Welcome to The Linkview Getaway located in Jamestown, KY

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

10.0 out of 10, Exceptional, (6)
"We came to assist with a crisis that had occurred in the community and needed accommodations on very short notice. The response from the property owner was great! She went out of her way to accommodate our needs and was very kind. The property was exactly as described and perfect for our needs. It was very clean, comfortable, in perfect condition, and in a great location. We highly recommend it!"
THE LINKVIEW GETAWAY 4 bed/2 bath. 3 m to Jamestown Marina. 1 m from town square
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!
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
Peaceful Country Home < 5 Mi to Lake Cumberland
Albany Vacation Rental | 3BR | 2BA | 1,851 Sq Ft | Step-Free Access via Ramp

Peaceful Country Home < 5 Mi to Lake Cumberland

9.6 out of 10, Exceptional, (4)
"Awesome cabin. Very beautiful. Enjoyed the pond and deck. Will definitely book a return trip."
Peaceful Country Home < 5 Mi to Lake Cumberland
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
This building has 3 units total.

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

9.6 out of 10, Exceptional, (5)
"We all had a great time celebrating our Mom, (Grandma, Great Grandma's) 92 Birthday. Kids had a great time playing all the fun "toys" available on the 1st Floor- overall a really great time. "
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
Perfect Lake House on Lake Cumberland
Night time view from lake

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!
Sweet Summertime!

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!
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, (29)
"The property was excellent and the family had a great time "
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.
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Other property types in Jamestown

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
Ready for lake season in 2025? Lake views from the middle deck at Sunset☀️Ridge.

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

10.0 out of 10, Exceptional, (127)
"A winter storm was approaching at the start of our stay, and the host was extremely accommodating with us allowing us to arrive early. The views from the home as the snow fell were breathtaking. The house is conveniently located in a quiet area but close to town. The roads were icy one day when we were returning to the house, but we made it back without any issues. There is one hill near the house I was worried about, but we didn't have any issues. Our group loved playing games and spending time...
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
Ready for lake season @Lake Cumberland, KY 2025?

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

10.0 out of 10, Exceptional, (161)
"Wonderful stay!!! House was adorable and as described. The house was very clean and well stocked. Loved the ability to regulate the temperature for each room with the mini split units throughout. Suzanne was excellent host and very detailed in her communication. Thank You for a great stay!"
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
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, (33)
"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
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.