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Anderson County Holiday Rentals

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Top Holiday Rentals Destinations in Anderson County

Lakefront Home Close to Bourbon Trail--Dog friendly!

9.8 out of 10, Exceptional, (78)
"Fantastic house and location! Close to the bourbon trail and cannot beat a morning coffee over looking the lake!"
Lakefront Home Close to Bourbon Trail--Dog friendly!

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (216)
"Great property. Perfect size for us and in a great location. "
The Green Cabin-on-The Bourbon Trail

High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20

10.0 out of 10, Exceptional, (4)
"Excellent and well-appointed home which made our family get-together wonderful. The property itself is large and spacious, so there is lots to do--rain or shine!Close to several bourbon distilleries, horse stables, and parks. Highly recommend!"
High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Peaceful Retreat on the Bourbon Trail

9.8 out of 10, Exceptional, (6)
"The home is clean, very clean. The property is beautiful. The manager is friendly and gives you space. It may be the best equipped home I've rented so far. Everything you could need is there it seems. Really appreciated the little extras as well. Will be recommending this place to anyone who i know is going to the bourbon trail. "
The price is AU$425
includes taxes & fees
31 Aug - 1 Sept
Peaceful Retreat on the Bourbon Trail

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

9.8 out of 10, Exceptional, (121)
"The location and amenities were perfect for us. We were in town for the bourbon trail and it was a perfect location. Being able to come back and sit by the fire, fish or sit in the hot tub was a perfect end to each day. Sherry was very quick to respond when we had questions about the house or the area. We will definitely stay here when we come back. Highly recommend!!!"
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, (111)
"House was very clean and central to everything we were visiting."
The price is AU$340
includes taxes & fees
30 Sept - 1 Oct
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Restful Bourbon Trail Lodge with Pool and Hot Tub

9.6 out of 10, Exceptional, (25)
"This was such a great place to stay. It was within 2 hours of our home, had a pool and hot tub and was everything we needed for a nice little getaway."
The price is AU$801
includes taxes & fees
11 Sept - 12 Sept
Restful Bourbon Trail Lodge with Pool and Hot Tub

Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

10.0 out of 10, Exceptional, (141)
"This is our third time staying here! We love the location, the quaintness of the place and the ease of check in and check out! Looking forward to staying here again! "
The price is AU$259
includes taxes & fees
3 Sept - 4 Sept
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (2)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
The price is AU$1,113
includes taxes & fees
9 Sept - 10 Sept
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

10.0 out of 10, Exceptional, (11)
"Everything about our stay was great. The place itself is fantastic and the owner's communication the entire time was top of the line. Would recommend to anyone"
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

9.8 out of 10, Exceptional, (96)
"Clean, comfortable apartment in the heart of Lexington. Communication with hosts was excellent. Great value for money."
The price is AU$319
includes taxes & fees
3 Sept - 4 Sept
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

Carriage on Petticoat

2.0 star property
10.0 out of 10, Exceptional, (22)
"Nice place, good host and great location. I would stay here again."
The price is AU$532
includes taxes & fees
2 Sept - 3 Sept
Carriage on Petticoat

Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

9.8 out of 10, Exceptional, (34)
"A rustic cabin situated in a quiet rural setting with all the essentials provided for a restful getaway. Clean and well maintained, with a super simple check-in process. "
Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (220)
"This property was perfect for our trip to bourbon country! We could walk to many restaurants and shops in Bardstown. Parking was close and easy. Clean, comfortable and a cute welcome gift along with light snacks provided. We would gladly stay here again. "
The price is AU$445
includes taxes & fees
8 Sept - 9 Sept
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

9.2 out of 10, Wonderful, (67)
"We gambled n we won"
The price is AU$400
includes taxes & fees
29 Sept - 30 Sept
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

Location, Location, Location

9.2 out of 10, Wonderful, (58)
"My week stay was great! Hosts were flexible and accommodated a reservation change to add two additional days. Would highly recommend for anyone staying in Lexington!"
The price is AU$331
includes taxes & fees
4 Sept - 5 Sept
Location, Location, Location

Stay in a newly renovated home in the heart of Dtown Lexington

9.0 out of 10, Wonderful, (4)
"Cute, fully renovated house in what seemed to be in an up and coming neighborhood. The street itself seemed a bit sketchy, but we felt safe and comfortable to walk to the restaurants nearby. Super close to downtown Lexington, which was a huge plus! Beds and couch were very comfy. It worked for our 2 night stopover on our way up north. Thank you!"
Stay in a newly renovated home in the heart of Dtown Lexington

Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!

10.0 out of 10, Exceptional, (279)
"Peaceful, relaxing, really enjoyed it"
The price is AU$367
includes taxes & fees
4 Sept - 5 Sept
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (229)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

9.0 out of 10, Wonderful, (31)
"Just a few days in Lexington "
The price is AU$290
includes taxes & fees
1 Sept - 2 Sept
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, 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 Anderson County Hotel Reviews

Find out more about Anderson County

Find out more about Anderson County

Everything you need to know about Anderson County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anderson County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anderson County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Anderson County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anderson County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anderson County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Anderson County holiday rentals we have chosen for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Anderson County rentals

At Expedia, we put the best Anderson County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anderson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anderson County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anderson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.