Holiday Rentals Owsley County : Find Short-Term Rentals & Holiday Accommodations

Long before Buckhorn Lake was created and the state park established in 1964, a small community flourished for many generations here, along the middle fork of the Kentucky River.
Early records refer to this area as the Bowling District, founded by Reverend Jesse Boling, his wife Mary Pennington, Reverend Duff and 50 other families. They were led to this remote area under the guidance of Daniel Boone. By the late 1800's Bowlingtown was a thriving community of hundreds. There was a post office, school, churches, grocery, saw mill, blacksmith and the Frontier Nursing Service. Local officials included a sheriff, magistrate, justice of the peace, and tax commissioner. The citizens were primarily farmers and coal miners. They were known to be patriotic, honest, kind, and well-educated people.
In 1960, when the construction of Buckhorn Lake began, Bowlingtown had to be abandoned and families relocated. Family graves (873) were re-interred to Buckhorn Cemetery. All were sad to leave their homeland of seven generations. so Where you see water was once The town called Bowlingtown in KY.

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Our top choices for Owsley County holiday rentals

Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Natural Bridge State Resort Park

Slade

WILLIAM

Sleeps 5-6 Near RRG-Hot Tub-Nice Sunrise-Quiet

Beattyville

Lila

฿7,719 total

includes taxes & fees

17 Mar - 18 Mar

Newly Listed-Private 25-Acre Escape Near Red River Gorge

Beattyville

Zyna

฿8,869 total

includes taxes & fees

17 Mar - 18 Mar

Cabin on Working Highland Cattle Farm in Kentucky

Annville

Michael

฿8,417 total

includes taxes & fees

11 Mar - 12 Mar

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Top Owsley County Hotel Reviews

Natural Bridge State Resort Park

10/10 Excellent

"Everything was amazing. If you’re not booking one of these cottages, you are truly missing out! Our cottage featured a staircase in front with an incredible view. The sun shinning through in the morning was absolutely perfect! "

Black Bear Lodge Motel

10/10 Excellent

"Great location in the Red River Gorge/Natural Bridge/Daniel Boone National Forest area. The office is in the coffee shop up the street and the lady that checked us in was super nice. The room itself was basic, but that's all we needed. "

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Vacation Apartments in Owsley County

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Change your mind

Treat yourself

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Our top choices for Owsley County holiday rentals

Natural Bridge State Resort Park

Sleeps 5-6 Near RRG-Hot Tub-Nice Sunrise-Quiet

Newly Listed-Private 25-Acre Escape Near Red River Gorge

Cabin on Working Highland Cattle Farm in Kentucky

Find holiday rentals that suit your style

Top Owsley County Hotel Reviews

Natural Bridge State Resort Park

Black Bear Lodge Motel

Find out more about Owsley County

Vacation Apartments in Owsley County