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Search Guest Houses in Jamestown

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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Jamestown

Lobby lounge
Lake Cumberland State Resort Park

Lake Cumberland State Resort Park

Lake Cumberland State Resort Park
3.0 star property
Jamestown
8.6 out of 10, Excellent, (492)
"It was beautiful and relaxing "
United States
Pamela
Lake Cumberland State Resort Park
Grand Double Room, Balcony, Hill View | Desk, laptop workspace, free WiFi
Timber Pointe Resort

Timber Pointe Resort

Timber Pointe Resort
2.0 star property
Jamestown
9.2 out of 10, Wonderful, (20)
"GREAT PLACE TO SLEEP"
United States
ROLANDO
$128 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
Timber Pointe Resort
Dining
New Near Jamestown Dock - A

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (22)
"Great stay"
United States
Rob W.
$198 nightly
The price is $218
Dec 14 - Dec 15
Total with taxes and fees
New Near Jamestown Dock - A
Fridge, microwave, oven, stovetop
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
2.0 star property
Jamestown
9.4 out of 10, Exceptional, (13)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
$322 nightly
The price is $354
Dec 14 - Dec 15
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Fridge, microwave, oven, stovetop
Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland

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

Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (53)
"We loved staying here. We highly recommend it. It was very clean, unique and the hosts are wonderful people."
United States
Bryan B.
$145 nightly
The price is $160
Dec 16 - Dec 17
Total with taxes and fees
Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland
Exterior
Lake house. Less than 3 miles from beautiful Lake Cumberland.

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

Lake house. Less than 3 miles from beautiful Lake Cumberland.
Jamestown
9.4 out of 10, Exceptional, (26)
"Great little place, close to town. Very clean place and host was amazing and very accommodating "
United States
mike v.
$224 nightly
The price is $247
Dec 14 - Dec 15
Total with taxes and fees
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Exterior
River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground
Jamestown
10.0 out of 10, Exceptional, (2)
"Very nice place. Lots of things for everyone. "
United States
Dona R.
$319 nightly
The price is $352
Jan 7 - Jan 8, 2026
Total with taxes and fees
River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground
Terrace/patio
Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!
Jamestown
10.0 out of 10, Exceptional, (9)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
United States
Brice L.
$217 nightly
The price is $239
Dec 24 - Dec 25
Total with taxes and fees
Guest Favorite! Super Clean! Close to Everything!
Exterior
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit
Jamestown
10.0 out of 10, Exceptional, (1)
"Great little neighborhood of cabins. Very clean and comfortable. The owners thought of the little details, extra toothbrushes, q tips etc, even hair ties! Nice quality shampoo and conditioner plus body wash available. Plenty of paper products, cleaning supplies, laundry products, even aluminum foil and ziplock baggies!Our grandkids enjoyed the playground after a day on the lake. The hot tub was very relaxing. The cabin is tastefully decorated and has updated furnishings and appliances plus...
United States
Jami D.
$318 nightly
The price is $351
Dec 21 - Dec 22
Total with taxes and fees
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit
Property grounds
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Jamestown
10.0 out of 10, Exceptional, (193)
"close to boat ramp and house was great"
United States
Steve M.
$312 nightly
The price is $344
Dec 14 - Dec 15
Total with taxes and fees
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Outdoor spa tub
Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp
Jamestown
10.0 out of 10, Exceptional, (5)
"The stay was very nice and peaceful "
United States
earl c.
$342 nightly
The price is $377
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp
Exterior detail
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
8.8 out of 10, Excellent, (5)
"Great location."
United States
Donald S.
$124 nightly
The price is $137
Dec 18 - Dec 19
Total with taxes and fees
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Outdoor spa tub
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
Jamestown
9.0 out of 10, Wonderful, (2)
$318 nightly
The price is $351
Dec 21 - Dec 22
Total with taxes and fees
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
Smart TV
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

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

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (30)
"Great one night get away. Home was very clean and set up for all our needs. Tucked in the woods and very private. Little trick on getting the boat in and out but it all worked out. "
United States
Bobby E.
$372 nightly
The price is $410
Dec 14 - Dec 15
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Outdoor spa tub
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3)
"Host was amazing, I was so excited to see these places available in such a rural area, but I am very fond of this areas and these accommodations. Very clean and well decorated with great amenities including hot tub, fir pit, pool table and Ping Pong. Love it, plan on coming back again soon."
United States
Ethan J.
$318 nightly
The price is $351
Dec 21 - Dec 22
Total with taxes and fees
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Exterior
Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3)
"Nice place with boat ramp."
United States
Josh S.
$319 nightly
The price is $352
Dec 14 - Dec 15
Total with taxes and fees
Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Outdoor dining
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam
Jamestown
10.0 out of 10, Exceptional, (3)
"We had the best stay.. will definitely try to just them again next year for our family reunion "
United States
Lisa B.
$172 nightly
The price is $190
Dec 20 - Dec 21
Total with taxes and fees
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam
Exterior
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

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

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Jamestown
9.4 out of 10, Exceptional, (10)
"Was beautiful, clean and quiet"
United States
Beverly W.
$342 nightly
The price is $377
Dec 14 - Dec 15
Total with taxes and fees
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Fridge, microwave, oven, stovetop
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

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

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Jamestown
10.0 out of 10, Exceptional, (19)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
$357 nightly
The price is $394
Dec 14 - Dec 15
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Fridge, microwave, oven, stovetop
The Lodge Lake Retreat – Family-Friendly with Private River Access

The Lodge Lake Retreat – Family-Friendly with Private River Access

The Lodge Lake Retreat – Family-Friendly with Private River Access
2.0 star property
Jamestown
$165 nightly
The price is $182
Dec 14 - Dec 15
Total with taxes and fees
The Lodge Lake Retreat – Family-Friendly with Private River 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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Top Jamestown Hotel Reviews

Sleep Inn & Suites

Sleep Inn & Suites

10/10 Excellent
"Great stay. Only feedback would be to get rid of the motion sensors for the main lights. Goes off overtime some has to use the bathroom in the middle of the night. "
Tracy 2-night trip
Posted 4 days ago
Sleep Inn & Suites

Find out more about Jamestown

Jamestown Guest Houses information

Number of reviews
903
Accommodation
0 Guest Houses
Lowest Price
$137
Highest Price
$410

Frequently asked questions

What is the nightly rate for a guest house in Jamestown?
Rates for Jamestown guest houses vary, but travelers can find great-value prices from $137 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Jamestown guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Jamestown guest house and a B&B?
A guest house in Jamestown is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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