Simpson County Holiday Rentals

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Featured Simpson County Holiday Rentals

"Host is very kind, great communication and the property is breathtaking. Very clean indoors! Frequent traveler and this was one of my favorites!"

"Great place to keep coming back to as the hosts treat you like family and share life on the farm with you freely! If your family enjoys animals and hikes in the woods it’s a great place to rest and unplug!"

HK$1,513 total

includes taxes & fees

10 Aug - 11 Aug

"Beautiful property! We loved this place and will definitely be back. "

HK$1,005 total

includes taxes & fees

7 Aug - 8 Aug

"Place was clean and easy to get to with an easy drive to Bowling Green and Cave City. It is attached to the winery tasting room which was fun to visit."

HK$1,864 total

includes taxes & fees

6 Aug - 7 Aug

"Very peaceful and a beautiful cabin all by itself! Will definitely be coming back!"

"We had a wonderful experience! The house was exactly as pictured. Plenty of space for everyone and it was very clean. The neighborhood is going through rebuilding but it had no impact on stay. Would definitely recommend!!!"

"We had a nice time! "

"We loved everything about this cabin. Exceeded our expectations!Lovely host."

HK$2,728 total

includes taxes & fees

14 Aug - 15 Aug

"Lovely place!"

HK$1,504 total

includes taxes & fees

5 Aug - 6 Aug

"Awesome Host communication and accomodation: 1st Class! Fresh porch florals were beautiful. The Jackson House was immaculate - not a smudge or spot inside or outside. So much was detailed and provided from delicate vintage and seasonal decor; in-tune guitars; and fully stocked eminities throughout. Highly enjoyed and recommend!"

"The house was very nice. Well stocked and the owners were easy to communicate with and friendly. Would easily stay here again! "

HK$2,053 total

includes taxes & fees

4 Aug - 5 Aug

"This house is fantastic! It is beautiful Inside and out! It was very clean! The view was amazing! We loved staying there! We went to mammoth cave and a couple other caves. We also went to Nashville. We highly recommended!"

"Exactly as advertised. Nice secluded house. Plenty of room for 4 grown adults. "

"Host was very quickly responsive! Had everything needed for a 6 weeks stay and would absolutely book again!"

HK$2,885 total

includes taxes & fees

14 Aug - 15 Aug

"Beautiful area to stay in just outside Nashville."

HK$3,634 total

includes taxes & fees

3 Aug - 4 Aug

"We enjoyed stay. cabin was quaint and comfortable. far enough from nashville crowds, yet close enough to drive quickly"

"Nice weekend with family. The house was great."

"We loved the property! It has the cabin in the woods feel on the outside with updated furnishings on the inside. The owner was accommodating and easy to work with. "