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Find Hotels with a Pool in Jamestown, KY

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Check availability on Jamestown Hotels with a Pool

Our top choices for Jamestown hotels with a pool

Indoor pool
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
Seasonal outdoor pool
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
The price is ￥19,918
￥21,957 total
includes taxes & fees
Dec 16 - Dec 17
Timber Pointe Resort
Aerial view
Dale Hollow Lake State Resort Park

Dale Hollow Lake State Resort Park

Dale Hollow Lake State Resort Park
3.5 star property
Burkesville
9.0 out of 10, Wonderful, (350)
"Staff was great, room was very clean, View was beautiful, dining and food was excellent. "
United States
Connie
Dale Hollow Lake State Resort Park
Outdoor spa tub
Days Inn by Wyndham Columbia Kentucky

Days Inn by Wyndham Columbia Kentucky

Days Inn by Wyndham Columbia Kentucky
2.5 star property
Columbia
8.4 out of 10, Very Good, (514)
"Breakfast was wonderful bagels was a little hard. Parking was great. Had my dog with me on this visit only wish the dog friendly rooms was on the first floor. "
United States
Nicole
The price is ￥11,102
￥12,590 total
includes taxes & fees
Dec 19 - Dec 20
Days Inn by Wyndham Columbia Kentucky
Indoor pool
Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn
2.5 star property
Monticello
8.8 out of 10, Excellent, (352)
"Great stay!"
United States
Helen
The price is ￥18,657
￥20,569 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Lake Cumberland Inn
Indoor pool
Baymont by Wyndham Albany

Baymont by Wyndham Albany

Baymont by Wyndham Albany
2.5 star property
Albany
7.6 out of 10, Good, (228)
"Simple and quick"
United States
Jonathan
The price is ￥21,613
￥23,828 total
includes taxes & fees
Dec 16 - Dec 17
Baymont by Wyndham Albany
Indoor pool
Sleep Inn & Suites Columbia

Sleep Inn & Suites Columbia

Sleep Inn & Suites Columbia
2.5 star property
Columbia
9.4 out of 10, Exceptional, (512)
"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. "
United States
Tracy
The price is ￥13,496
￥15,307 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sleep Inn & Suites Columbia
Seasonal outdoor pool
Riverfront Lodge

Riverfront Lodge

Riverfront Lodge
2.5 star property
Burkesville
7.2 out of 10, Good, (252)
"Clean room "
United States
Timothy
Riverfront Lodge
Smart TV, foosball, books
Charming 2-bedroom house in the heart of Appalachia

Charming 2-bedroom house in the heart of Appalachia

Charming 2-bedroom house in the heart of Appalachia
Liberty
9.0 out of 10, Wonderful, (2)
"My family and I enjoyed our stay. Wish it wasn’t located on a busy road, we are used to a country setting and the traffic took some getting used to. The pool was nice and the owners were great."
United States
Richelle G.
The price is ￥20,214
￥47,943 total
includes taxes & fees
Dec 22 - Dec 23
Charming 2-bedroom house in the heart of Appalachia
Aerial view
Lake It Easy 3 Level Home

Lake It Easy 3 Level Home

Lake It Easy 3 Level Home
2.0 star property
Somerset
The price is ￥92,574
￥102,053 total
includes taxes & fees
Dec 19 - Dec 20
Lake It Easy 3 Level Home
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

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Frequently asked questions

What are some accommodations with pools in Jamestown?
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.: Offers free self parking, an indoor pool, and complimentary wireless internet access. Lake Cumberland State Resort Park: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!: Offers kitchens, a communal pool, and Smart TVs. Timber Pointe Resort: Offers complimentary wireless internet access, a communal pool, and kitchens. Above J'town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.: Features daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Jamestown?
Spend some time experiencing the great outdoors at Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery. During your stay, check out sights such as Cumberland River, Jamestown Marina, and Grider Hill. The lakeside setting and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Jamestown?
You may want to think about a place to stay that offers an outdoor pool if you will be visiting Jamestown in the hottest months of July, August, or June when the average temp is 74°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 41°F.