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Find Hotels with Air Conditioning in Jamestown, KY

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Check availability on Jamestown Hotels with Air Conditioning

Our top choices for Jamestown hotels with air conditioning

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
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
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
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 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
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.
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
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.
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
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
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

Frequently asked questions

Why book your hotel with air conditioning in Jamestown with Expedia?
Reserving a hotel with air conditioning in Jamestown is as simple as working out your travel dates and choosing from our range of suitable options. On the search for something luxurious or low cost, or a stay that also has a pool and free WiFi? Use Expedia's filters to tailor your search results and find your perfect fit with AC and more.
How can I find cheap hotels with air conditioning in Jamestown?
The simplest way to locate cheap hotels with air conditioning in Jamestown is with Expedia's convenient filter tool. First, set your budget per night and star rating, then select air conditioning and your other must-have amenities to grab your ideal place at an unbeatable price.
What is there to do in Jamestown near my hotel with air conditioning?
If you'd like to discover the sights of Jamestown, be sure to visit Lake Cumberland State Resort Park. It's a winner among tourists and locals alike.

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