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Anderson County Holiday Rentals

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Top Holiday Rentals Destinations in Anderson County

Interior
Peaceful Retreat on the Bourbon Trail

Peaceful Retreat on the Bourbon Trail

Lawrenceburg
10.0 out of 10, Exceptional, (13)
"The yard is huge and safe from the quiet road -- perfect for pets and kids, especially with the overlooking front deck. The gorgeous home was well-stocked with everything from bedsheets to fly swatters. The experience perfectly fit what I was looking for: a peaceful Kentucky stay for my adventurous feline companion (and human partner, too)."
Singapore
Danielle K.
The price is NZ$471
includes taxes & fees
18 Nov - 19 Nov
Peaceful Retreat on the Bourbon Trail
Outdoor dining
Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Lawrenceburg
10.0 out of 10, Exceptional, (8)
"Remote relaxation"
United States
Michael M.
The price is NZ$2,103
includes taxes & fees
17 Nov - 18 Nov
Heated Pool, Hot Tub, Game Room, EV charger, Sleeps 20
Exterior detail
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

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

Lawrenceburg
10.0 out of 10, Exceptional, (118)
"Cute, comfortable, direction given from you where great. This was what we needed for our one night on the bourbon trail."
United States
Suzanne P.
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Property grounds
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

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

Downtown Lexington
10.0 out of 10, Exceptional, (144)
"A lovely combination of historical charm with all the modern conveniences you need. And you can’t beat the location! Loved our stay."
United States
John T.
The price is NZ$830
includes taxes & fees
17 Nov - 18 Nov
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

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

Bagdad
9.6 out of 10, Exceptional, (239)
"This house was perfect for a ladies getaway.."
United States
Lisa B.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Exterior
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

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

Frankfort
10.0 out of 10, Exceptional, (15)
"Great place for a family vacation. Owners were very responsive. "
United States
Angela N.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Fridge, microwave, oven, stovetop
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

2.0 star property
Downtown Lexington
10.0 out of 10, Exceptional, (14)
"We absolutely loved our stay! The property was super nice and very spacious, it was in a perfect location to reach anywhere in downtown Lex. Will definitely book again!"
United States
Anonymous traveller
The price is NZ$595
includes taxes & fees
30 Nov - 1 Dec
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.
Interior
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

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

Bardstown
10.0 out of 10, Exceptional, (231)
"Amazing apartment! Loved how the 2nd floor and 3rd floor bedrooms were separate both with their own bathrooms! Location is also 5-start - so much to do and walk to... you can even walk to the downtown distilleries if you don't mind a 30' walk! Bed was comfortable and bathrooms were modern and luxurious!"
United States
Greg G.
The price is NZ$504
includes taxes & fees
18 Nov - 19 Nov
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Fridge, microwave, oven, stovetop
Location, Location, Location

Location, Location, Location

Northside District
9.2 out of 10, Wonderful, (66)
"We came to town to celebrate my daughter’s bday. Place was spacious, clean, an well stocked with everything we needed."
United States
Rachelle B.
The price is NZ$381
includes taxes & fees
17 Nov - 18 Nov
Location, Location, Location
Terrace/patio
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

2.0 star property
Springfield
10.0 out of 10, Exceptional, (38)
"Clean and very cute place plenty of room for two couples"
United States
Jeff S.
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
9.8 out of 10, Exceptional, (153)
"We enjoyed six comfortable days at this house. After spending all day on the Bourbon Trail, it was great to come back here and relax for the evening. Our host was attentive and gave us recommendations and information that made our stay enjoyable. "
United States
Patricia A.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Terrace/patio
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

Lexington
10.0 out of 10, Exceptional, (17)
"We found this home perfect for our needs. Bedrooms all have large beds and TVs. Great space outside for the dog. Hot tub worked perfectly. Everything is a short drive away. We would pop downtown and back frequently between trips to distilleries. Half an hour to BT, WT, 4R,, etc. Hour to Bardstown and 1:15 back to Louisville. The neighborhood seemed very safe and quiet. Again, easy access everywhere. "
United States
Jason D.
The price is NZ$690
includes taxes & fees
19 Nov - 20 Nov
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Fridge, microwave, oven, stovetop
Cecil's Cozy Cottage

Cecil's Cozy Cottage

Lexington
9.4 out of 10, Exceptional, (67)
"Property was describe very well and was very clean and comfortable. It was perfect for a visit with my daughter. Owners were super responsive and very easy to work with. Would definitely stay again when in the area."
United States
Christine W.
The price is NZ$385
includes taxes & fees
18 Nov - 19 Nov
Cecil's Cozy Cottage
Terrace/patio
Hot Tub | Great Location | King Beds | Grill & Patio

Hot Tub | Great Location | King Beds | Grill & Patio

Lexington
10.0 out of 10, Exceptional, (86)
"Good location and accurate pictures."
United States
ROBERT A.
Hot Tub | Great Location | King Beds | Grill & Patio
Fridge, microwave, oven, stovetop
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Bardstown
10.0 out of 10, Exceptional, (81)
"Great location and accommodations would stay here again. "
United States
Christina J.
The price is NZ$726
includes taxes & fees
17 Nov - 18 Nov
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Terrace/patio
Golf Simulator | Hot Tub | Game Room | Pool Table

Golf Simulator | Hot Tub | Game Room | Pool Table

Kenwick
10.0 out of 10, Exceptional, (65)
"This is a great place to stay. It was clean and well appointed and the property manager was prompt and helpful. "
United States
Amy B.
Golf Simulator | Hot Tub | Game Room | Pool Table
Interior
Solar Sanctuary

Solar Sanctuary

Chevy Chase
10.0 out of 10, Exceptional, (7)
"Great neighborhood "
United States
Michael T.
The price is NZ$286
includes taxes & fees
17 Nov - 18 Nov
Solar Sanctuary
Private kitchen
Upscale 6 Bedroom Home Near Stadium and Restaurants

Upscale 6 Bedroom Home Near Stadium and Restaurants

Hollywood - Mt. Vernon
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this newly updated home in Lexington. The location was perfect, close to everything yet tucked away in a peaceful, quiet area. The house was spotless, well-maintained, and exactly as described. Communication with the host was excellent, making the entire experience smooth and enjoyable. Highly recommend this five star stay!"
United States
SETH H.
The price is NZ$1,040
includes taxes & fees
1 Dec - 2 Dec
Upscale 6 Bedroom Home Near Stadium and Restaurants
Exterior
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

Frankfort
9.0 out of 10, Wonderful, (68)
"The beds were comfortable and everything was updated and clean. We enjoyed our stay!"
United States
Becky J.
The price is NZ$279
includes taxes & fees
25 Nov - 26 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

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

Lexington
8.8 out of 10, Excellent, (38)
"The house was just as described and very clean. We would definitely stay again!"
United States
Dyone C.
The price is NZ$329
includes taxes & fees
19 Nov - 20 Nov
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

Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

10/10 Excellent
"Loved everything about my stay"
Kasey 1-night trip
Posted 9 hours ago
Candlewood Suites Lexington Medical District by IHG

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 favorite 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 depends 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 selected for you start as low as NZ$279 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.