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Casey County Holiday Rentals

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Our top choices for Casey County holiday rentals

Terrace/patio

1. The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.

The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.
Middleburg
9.2 out of 10, Wonderful, (10 reviews)
"Cute old house! "
United States
Tasha S.
The price is HK$863
HK$1,302 total
includes taxes & fees
20 Sept - 21 Sept
The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.
Exterior

2. The Horse & Buggy Country Inn

The Horse & Buggy Country Inn
Liberty
9.8 out of 10, Exceptional, (51 reviews)
"We really love this property and try to stay here every time we go to Casey Co."
United States
Fernanda C.
The price is HK$918
HK$1,571 total
includes taxes & fees
27 Sept - 28 Sept
The Horse & Buggy Country Inn
Interior

3. The Bunkhouse Retreat /Sleeps 15/7BR/5BA/4 Private Acres

The Bunkhouse Retreat /Sleeps 15/7BR/5BA/4 Private Acres
Kings Mountain
9.8 out of 10, Exceptional, (19 reviews)
"Great accommodations for our group"
United States
Sherry B.
The price is HK$1,090
HK$2,763 total
includes taxes & fees
21 Sept - 22 Sept
The Bunkhouse Retreat /Sleeps 15/7BR/5BA/4 Private Acres
Living area

4. Kozy Haven Log Cabin Rentals

Kozy Haven Log Cabin Rentals
3.0 star property
Columbia
9.6 out of 10, Exceptional, (58 reviews)
"Very clean inside and had what we needed for a night's break from hotels while traveling."
United States
Christine
The price is HK$724
HK$1,125 total
includes taxes & fees
20 Sept - 21 Sept
Kozy Haven Log Cabin Rentals
Outdoor dining

5. NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
9.8 out of 10, Exceptional, (6 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is HK$1,059
HK$2,819 total
includes taxes & fees
21 Sept - 22 Sept
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Exterior

6. Lake Cumberland Cabin Getaway! Quick Local Lake Access!

Lake Cumberland Cabin Getaway! Quick Local Lake Access!
Russell Springs
10.0 out of 10, Exceptional, (13 reviews)
"Great wooded cabins stay near lake Cumberland"
United States
Emily N.
The price is HK$1,569
HK$3,252 total
includes taxes & fees
20 Sept - 21 Sept
Lake Cumberland Cabin Getaway! Quick Local Lake Access!
Smart TV, fireplace

7. Bear Tracks Getaway Cabin

Bear Tracks Getaway Cabin
Campbellsville
9.6 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay. Peaceful place to enjoy alone time with family. Host was very accommodating. Will book again in future."
United States
Michael E.
The price is HK$1,442
HK$2,334 total
includes taxes & fees
21 Sept - 22 Sept
Bear Tracks Getaway Cabin
Exterior detail

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Greensburg
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place; clean and spacious. More cost effective than a hotel for our family."
United States
Darin B.
The price is HK$2,754
HK$3,844 total
includes taxes & fees
30 Sept - 1 Oct
Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Interior

9. 'baby Grand on Main' Lebanon Home w/ Game Room!

'baby Grand on Main' Lebanon Home w/ Game Room!
3.0 star property
Lebanon
10.0 out of 10, Exceptional, (1 review)
"10-star property! Loved it!"
United States
Janine Nevette
The price is HK$988
HK$2,941 total
includes taxes & fees
22 Sept - 23 Sept
'baby Grand on Main' Lebanon Home w/ Game Room!
Outdoor dining

10. Lake Cumberland Cabin

Lake Cumberland Cabin
Bronston
9.8 out of 10, Exceptional, (17 reviews)
"No complaints for this stay"
United States
Trisha E.
The price is HK$1,038
HK$2,242 total
includes taxes & fees
21 Sept - 22 Sept
Lake Cumberland Cabin
Exterior

11. Cordial chalet with a balcony to have coffee with the squirrels

Cordial chalet with a balcony to have coffee with the squirrels
Somerset
9.8 out of 10, Exceptional, (22 reviews)
"Beautiful house in a nice location. Very clean also"
United States
Julia
The price is HK$1,165
HK$1,466 total
includes taxes & fees
21 Sept - 22 Sept
Cordial chalet with a balcony to have coffee with the squirrels
Terrace/patio

12. 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, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
The price is HK$1,569
HK$3,217 total
includes taxes & fees
20 Sept - 21 Sept
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
TV

13. 15 min from Green River Lake. Walking street next door. 5 minutes from GRWMA

15 min from Green River Lake. Walking street next door. 5 minutes from GRWMA
Elk Horn
10.0 out of 10, Exceptional, (3 reviews)
"Todd was very accommodating."
United States
Brenden S.
The price is HK$741
HK$1,423 total
includes taxes & fees
2 Oct - 3 Oct
15 min from Green River Lake. Walking street next door. 5 minutes from GRWMA
Exterior

14. Downtown Tiny Bourbon House

Downtown Tiny Bourbon House
Somerset
10.0 out of 10, Exceptional, (9 reviews)
"This was such a good place to stay for a wedding we were coming into town for! It was very clean and well maintained!"
United States
Katherine S.
The price is HK$1,271
HK$1,590 total
includes taxes & fees
20 Sept - 21 Sept
Downtown Tiny Bourbon House
Interior

15. Great place to gather near Lake Cumberland

Great place to gather near Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, large & spacious rooms comfortable for us and our friends to stay."
United States
Melissa M.
The price is HK$1,765
HK$3,710 total
includes taxes & fees
20 Sept - 21 Sept
Great place to gather near Lake Cumberland
Terrace/patio

16. The Lake House/Cabin is a hidden gem (Sleeps 4)

The Lake House/Cabin is a hidden gem (Sleeps 4)
Greensburg
9.4 out of 10, Exceptional, (18 reviews)
"very nice we had a great time!!"
United States
sarah
The price is HK$1,569
HK$2,325 total
includes taxes & fees
20 Sept - 21 Sept
The Lake House/Cabin is a hidden gem (Sleeps 4)
Property grounds

17. Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Jamestown
10.0 out of 10, Exceptional, (182 reviews)
"Place was clean & lots of amenities. Beautiful view."
United States
Rachael B.
The price is HK$2,118
HK$5,388 total
includes taxes & fees
21 Sept - 22 Sept
Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Property grounds

18. The Dream Lake House

The Dream Lake House
Somerset
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic property. Nailed the Taylor Swift decor!"
United States
Teresa G.
The price is HK$1,243
HK$1,500 total
includes taxes & fees
20 Sept - 21 Sept
The Dream Lake House
Outdoor dining

19. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
9.6 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
The price is HK$1,953
HK$3,944 total
includes taxes & fees
20 Sept - 21 Sept
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Smart TV, fireplace

20. Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
Somerset
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a weekend stay, conveniently located, and very modern!"
United States
Brooke M.
The price is HK$1,236
HK$1,552 total
includes taxes & fees
21 Sept - 22 Sept
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
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 Casey County Hotel Reviews

Holiday Inn Express & Suites Danville by IHG

Holiday Inn Express & Suites Danville by IHG

10/10 Excellent
"All was good clean rooms and nice people"
Katheen 2-night trip
Posted 16 hours ago
Holiday Inn Express & Suites Danville by IHG