The Best Hotels with a Pool in Jamestown, KY from AED 292 in 2026

An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

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Our top choices for Jamestown hotels with a pool

Signature Room, Balcony, Hill View | Desk, laptop workspace, WiFi (free)

Signature Room, Balcony, Hill View | Bathroom | Hair dryer, towels, soap, shampoo

1. Timber Pointe Resort

Jamestown

Experience refreshing summer escapes at this wooded retreat featuring a seasonal outdoor pool open from May through September.

AED 423

AED 467 total

includes taxes & fees

1 Oct - 2 Oct

Desk, blackout drapes, iron/ironing board, cribs (free)

2. Days Inn by Wyndham Columbia Kentucky

Columbia

Refreshing lakeside escapes await at this Columbia hotel's seasonal outdoor pool, complete with loungers for all-day relaxation.

AED 290

AED 329 total

includes taxes & fees

11 Oct - 12 Oct

Desk, laptop workspace, blackout drapes, iron/ironing board

3. Sleep Inn & Suites Columbia

Columbia

Dive into an indoor pool paradise with year-round swimming at this comfortable hotel near Lindsey Wilson College.

AED 366

AED 416 total

includes taxes & fees

11 Oct - 12 Oct

4. Best Western Lake Cumberland Inn

Monticello

An indoor oasis for all-season swimmers at this Lake Cumberland hotel with a refreshing pool and fitness center.

AED 477

AED 526 total

includes taxes & fees

27 Sep - 28 Sep

5. Baymont by Wyndham Albany

Albany

Dive into aquatic bliss year-round at this welcoming hotel with an indoor pool, sauna, and 24-hour fitness center.

AED 511

AED 563 total

includes taxes & fees

24 Sep - 25 Sep

Room, 2 Double Beds | Desk, iron/ironing board, WiFi (free), bed sheets

6. Riverfront Lodge

Burkesville

Seasonal outdoor pool beckons with refreshing waters during warm months at this riverfront haven.

AED 264

AED 292 total

includes taxes & fees

24 Sep - 25 Sep

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Choose what matters most at hotels with a pool in Jamestown

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Jamestown Hotel Reviews

Dale Hollow Lake State Resort Park

10/10 Excellent

"Beautiful view, good hot showers, comfortable beds, great food, and great hospitality"

Days Inn by Wyndham Columbia Kentucky

10/10 Excellent

"It’s good"

Frequently asked questions

What are some accommodations with pools in Jamestown?

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Timber Pointe Resort: Provides complimentary wireless internet access, a communal pool, and kitchens. Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301: Features kitchens, a pool, and Smart TVs. The Lodge @ Lake Cumberland Fall/Winter Cabin: Offers complimentary wireless internet access, a communal pool, and kitchens. NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking: 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 City Hall, and Jamestown Marina. 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.

Find Hotels with a Pool in Jamestown, KY

Change your mind

Treat yourself

Be picky

Check availability on Jamestown Hotels with a Pool

Our top choices for Jamestown hotels with a pool

1. Timber Pointe Resort

2. Days Inn by Wyndham Columbia Kentucky

3. Sleep Inn & Suites Columbia

4. Best Western Lake Cumberland Inn

5. Baymont by Wyndham Albany

6. Riverfront Lodge

Choose what matters most at hotels with a pool in Jamestown

Top Jamestown Hotel Reviews

Dale Hollow Lake State Resort Park

Days Inn by Wyndham Columbia Kentucky

Frequently asked questions