Holiday Homes in Kentucky

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Featured Holiday Homes in Kentucky

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.4 out of 10, Exceptional, (10)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!

Peaceful private 3 BR new home near Mammoth Cave.

9.8 out of 10, Exceptional, (13)
"We enjoyed our stay. House was easy to find with a great location close to Mammoth Cave and Cave City. Had everything we needed and grocery stores close by. Check in and checkout were easy and host was quick to respond to questions. Great stay, thanks!"
The price is AU$281
includes taxes & fees
20 Aug - 21 Aug
Peaceful private 3 BR new home near Mammoth Cave.

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (20)
"We stayed here for a "
The price is AU$301
includes taxes & fees
10 Aug - 11 Aug
The Chestnut - Nulu

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

9.8 out of 10, Exceptional, (20)
"Clean fantastic property, great communication, easy walk to Churchill Downs!"
The price is AU$342
includes taxes & fees
7 Aug - 8 Aug
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

It's rare to find a place that's both historic & one-of-a-kind

10.0 out of 10, Exceptional, (43)
"We really enjoyed staying here! We had a swim meet in Danville and commuted back and forth. Check in and out was easy! "
The price is AU$246
includes taxes & fees
10 Aug - 11 Aug
It's rare to find a place that's both historic & one-of-a-kind

Wanderlust - Hot tub / fire pit - Location!

10.0 out of 10, Exceptional, (4)
"4 guys in our group. We all had big comfy beds and enjoyed the hot tub and fire pit outside. Would recommend!"
Wanderlust - Hot tub / fire pit - Location!

7 Min to Ark! Quiet Escape!

10.0 out of 10, Exceptional, (59)
"Bed was very comfortable, and property had all amenities there. It felt like my own home."
The price is AU$341
includes taxes & fees
26 Aug - 27 Aug
7 Min to Ark! Quiet Escape!

Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free <--

10.0 out of 10, Exceptional, (103)
"Beautiful property and home. Very welcoming when entering with little touches to make us feel at home. Best yet - my dog loved the area and there was a long leash outside so she could just hang out. The deck was wonderful. "
Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free <--

Small house with lake view 5 minutes to I-75 and Renfro Valley.

10.0 out of 10, Exceptional, (97)
"We had a wonderful stay, it was clean and had Beautiful views. "
The price is AU$248
includes taxes & fees
11 Aug - 12 Aug
Small house with lake view 5 minutes to I-75 and Renfro Valley.

Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!

10.0 out of 10, Exceptional, (168)
"Owner was super helpful and the house was exactly as listed. We enjoyed the screened in porch and our view."
Lake Cumberland Hideaway #1-2 miles from Jtown Marina! Boat Parking & Fire Pit!

Historic Tres House , “Tres” for 3 floors of Charm!

10.0 out of 10, Exceptional, (103)
"Most attention to detail and well-decorated home-rental I've ever been to. Exceeded expectations and would recommend to anyone!"
The price is AU$376
includes taxes & fees
10 Aug - 11 Aug
Historic Tres House , “Tres” for 3 floors of Charm!

Stillwater Hollow - For 8!

10.0 out of 10, Exceptional, (3)
"House was very clean and cozy. It's located about 3 miles from the Arc Encounter. Very relaxing and nice. I would stay there again if in the area."
The price is AU$566
includes taxes & fees
11 Aug - 12 Aug
Stillwater Hollow - For 8!

Hot Tub + Fire pit + Corn Hole + BBQ + Game Room + Spa Bath

10.0 out of 10, Exceptional, (49)
"Great stay. "
The price is AU$491
includes taxes & fees
12 Aug - 13 Aug
Hot Tub + Fire pit + Corn Hole + BBQ + Game Room + Spa Bath

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

9.4 out of 10, Exceptional, (23)
"We had a great time staying here. Barely noticed the highway noise. "
The price is AU$393
includes taxes & fees
7 Aug - 8 Aug
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Doctor’s Retreat w/ Hot Tub

9.8 out of 10, Exceptional, (18)
"We were in town to watch our son play baseball. Property was as advertised and communication was excellent. Would definitely stay again if we are in the area!"
Doctor’s Retreat w/ Hot Tub

2 BR Beautiful new home near Mammoth Cave.

9.4 out of 10, Exceptional, (23)
"The place was great and very comfortable. We hope to stay here again when we are in the area."
The price is AU$247
includes taxes & fees
11 Aug - 12 Aug
2 BR Beautiful new home near Mammoth Cave.

Holland Oasis, mins from The Ark Encounter

10.0 out of 10, Exceptional, (4)
"Check in was so easy and the house was clean and beautiful. "
Holland Oasis, mins from The Ark Encounter

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

10.0 out of 10, Exceptional, (1)
"This post will be long. My family and I were completely surprised by the beauty of this property. The intentionality of the bedrooms, interior decorations, the size of the property , so we all could stretch out. I am thoroughly impressed. We will be back."
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (27)
"Nice house for our weekend stay. We would book again! "
The price is AU$301
includes taxes & fees
11 Aug - 12 Aug
The Caldwell - Germantown Highlands

Charming Lakefront Estate that Sleeps 12 on Beautiful Rough River Lake, KY!

10.0 out of 10, Exceptional, (4)
"This was a beautiful and clean house that was well stocked for a large group. It was peaceful and quiet. The kids loved swimming off of the dock, the fire pit, the kayaks, and the game room. I would highly recommend. "
Charming Lakefront Estate that Sleeps 12 on Beautiful Rough River Lake, KY!
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 Kentucky Hotel Reviews