Photo by Abby Fieldhouse

Holiday Rentals in Anderson County

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Featured Holiday Rentals in Anderson County

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (193)
"Overall, this property met its description. Centrally located to many stops on the trail. The only complaints we had were the sounds of what we believe were birds that may have nested inside the walls (it looked like there is some patching on the outside of the property) and the enormous amount of flies (mostly dead) inside. We tried to figure out where they were coming from but had no luck. There were enough that we had to sweep the dead ones up on a daily basis! If you can look past these...
The Green Cabin-on-The Bourbon Trail

New Luxury Brbn Trail w HotTub + GameRoom + Sauna

10.0 out of 10, Exceptional, (49)
"This was a short vacation with friends that enjoy bourbon and spending g time together. The home was outstanding!"
New Luxury Brbn Trail w HotTub + GameRoom + Sauna

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (106)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (79)
"This house is clean and well located. It is not fancy, but it is lots of fun! We came with another couple for the bourbon trail and to see the horses. At the end of each day, instead of watching TV, we took advantage of the wonderful selection of games. We played darts, cards, and chess. It made a great trip even better. "
The price is €166
includes taxes & fees
4 Dec - 5 Dec
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Original Circa 1818 Oak Lodge

9.6 out of 10, Exceptional, (41)
"My husband and I throughly enjoyed our trip and stay at the cabin. We immersed ourselves into the history of the area and appreciated everything this cabin has seen and been through. Judi was an amazing host, she had snacks ready for when you arrived and the place was very clean and welcoming! Thank you Judi for your hospitality and your quickness with responses. "
The price is €273
includes taxes & fees
30 Dec - 31 Dec
Original Circa 1818 Oak Lodge

Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!

10.0 out of 10, Exceptional, (36)
"Nicole and TJ are amazing and super friendly! Their property is so clean and the barndominiun has everything you could ask for and things you didn’t even think of! The hot tub was perfect and the quietness of the country felt so good - way better than any hotel! Karl was the friendliest dog and the horses were great to see! Definitely would recommend staying here and we plan to come back again!"
Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!

Stay downtown within walking distance of restaurants, shopping, and breweries!

9.6 out of 10, Exceptional, (56)
"So easy to check in and it was centrally located near shops and bars! Place was clean and so well kept! Will come back for sure "
The price is €214
includes taxes & fees
1 Dec - 2 Dec
Stay downtown within walking distance of restaurants, shopping, and breweries!

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (197)
"I am a 65 YO woman and I stayed at this cottage by myself the week of 10/22/24. I am pleased to give a 5-star rating because: this cottage was easy to find and located in a pleasant, quiet area. I felt safe in this cottage; it was very clean; bed slept wonderful; water pressure and temp were great; cottage looks exactly like pictures; everything worked as expected, and my communications with the property manager were easy. This area is wonderful if you want peace and quiet, close to the lake...
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

9.4 out of 10, Exceptional, (36)
"Everything was perfect! Only thing was parking was difficult with our F150 truck but we knew that going in from other reviews! Would stay again for sure!! "
The price is €151
includes taxes & fees
1 Dec - 2 Dec
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Treetops Solar Sanctuary

10.0 out of 10, Exceptional, (69)
"This space was very cozy and clean. Lots of thoughtful touches such as soft music playing on the big projection screen when we entered the room and a Keurig with several coffee options. The owner was a very good communicator. We had no trouble checking in. Very nice neighborhood. We would stay here again!"
The price is €161
includes taxes & fees
2 Dec - 3 Dec
Treetops Solar Sanctuary

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

9.6 out of 10, Exceptional, (208)
"Nice Cabin, good location"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

9.0 out of 10, Wonderful, (109)
"Highly recommend this townhouse! Clean, everything you need in a quiet neighborhood. Very responsive to questions. Will definitely book again!"
The price is €300
includes taxes & fees
1 Dec - 2 Dec
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

Golf Simulator | Hot Tub | Game Room | Pool Table

10.0 out of 10, Exceptional, (34)
"Great location for Keenland and Kroger field and Very accessible to downtown. House was clean but probably could use a tankless water heater. Some of us had cold showers (party of 8). Great value compared to other locations we looked at. "
Golf Simulator | Hot Tub | Game Room | Pool Table

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

10.0 out of 10, Exceptional, (125)
"We had a lovely time with sisters and friends, celebrating friendship. The house is cozy and close to fine dining! "
The price is €498
includes taxes & fees
1 Dec - 2 Dec
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (29)
"Property was clean, easy access. Beautiful area. We were there for the weekend of our daughters wedding in Shelbyville. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

Private Home located at Lake Herrington

9.2 out of 10, Wonderful, (25)
"Came for a Family Wedding. Stayed from a Friday to Sunday. Danville KY was about 30 Minutes away. It's the closest city, enjoyed the shopping area. Had a Bk, McDonald's, Cracker Barrel and a Pizza/Italian Buffet called Giovanni's very good. Has a Walmart and Ollie's. Good location to check out for shopping. House was Beautiful inside, nice setup upstairs and downstairs. Hopefully Host got toilet downstairs in full working condition so you can have full use of toilet & tub. All in all we had a...
Private Home located at Lake Herrington

12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

10.0 out of 10, Exceptional, (34)
"Everything went perfectly, if we ever go back to Lexington I will like to stay here again."
12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

Beautiful apartment in the heart of downtown Bardstown, KY

9.8 out of 10, Exceptional, (120)
"It’s a nice little apartment right in the mixdle"
The price is €220
includes taxes & fees
1 Dec - 2 Dec
Beautiful apartment in the heart of downtown Bardstown, KY

Pool | Hot Tub | Covered Porch | Patio | Game Room

9.8 out of 10, Exceptional, (104)
"very clean, spacious, fun layout and we used the fireplace, gas grill, downstairs rec room, large kitchen... and had a ball!"
The price is €802
includes taxes & fees
30 Dec - 31 Dec
Pool | Hot Tub | Covered Porch | Patio | Game Room

Ron & Orline's Home, park at the door & use our EV 50 amp charger

10.0 out of 10, Exceptional, (147)
"Great property and great location. "
The price is €251
includes taxes & fees
3 Dec - 4 Dec
Ron & Orline's Home, park at the door & use our EV 50 amp charger
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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