Photo by Steve Coy

Holiday Rentals in Madison County

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Featured Holiday Rentals in Madison County

Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75

9.8 out of 10, Exceptional, (68)
"Super nice and clean "
The price is €255
includes taxes & fees
2 Dec - 3 Dec
Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75

Modern 2bd 2ba- Near I-75, Free WiFi, No Steps

9.8 out of 10, Exceptional, (64)
"This home was perfect for two couples enjoying a few days together. Home is exceptionally clean and is very comfortable. Location was very convenient to the interstate and nearby interests. Owner was quick to respond regarding any questions."
The price is €219
includes taxes & fees
1 Dec - 2 Dec
Modern 2bd 2ba- Near I-75, Free WiFi, No Steps

4500 sq ft Secluded Log Cabin Home on 17 acres

9.8 out of 10, Exceptional, (16)
"This property was in the perfect loacation for our family to come together for my mother's 83rd birthday. We were looking for a place where we could just hang out, relax and enjoy each other without feeling like we had to be planning every minute and this cabin delivered. We really appreciated the large selection of card and board games. We also made use of the large variety of outdoor games. The fire pit was awesome at the end of the day. Our entire family had a great time. One thing to...
4500 sq ft Secluded Log Cabin Home on 17 acres

Stylish 2Bed/2Bath - Close to I-75 and EKU

10.0 out of 10, Exceptional, (24)
"This was a very cute, clean, nice place to spend the night. The house is beautiful, and the neighborhood was great for an evening walk. The app used to lock and unlock the door was a bit confusing and difficult to use, with no real instructions. Fortunately, the owners were very responsive. I'd definitely stay here again if passing through the area."
The price is €237
includes taxes & fees
1 Dec - 2 Dec
Stylish 2Bed/2Bath - Close to I-75 and EKU

Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (90)
"Property was clean, and everything worked as intended"
The price is €300
includes taxes & fees
2 Dec - 3 Dec
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (51)
"Overall, we had a good stay! The cabin was clean and well maintained. There was a nice starter pack provided by the owners which was nice! The cabin is very small, but for the price, it was a good stay! My only complaint was the drive way. It was very steep and unlevel with large pot holes. However, this is communicated in the listing, but it is definitely something to consider. Overall, I would recommend for a few friends or a small family for a weekend away! "
The price is €220
includes taxes & fees
1 Dec - 2 Dec
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (130)
"We love this place. Second time staying here. We'll be back!"
The price is €232
includes taxes & fees
4 Dec - 5 Dec
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

9.2 out of 10, Wonderful, (59)
"Completely accommodating, comfortable and well organized and maintained. Everything one needs for a short or medium term stay. Definitely recommend and would stay again. "
The price is €181
includes taxes & fees
30 Dec - 31 Dec
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (115)
"Let's start with the drive up to the cabin. At first it was a challenge, but we figured it out. The hot tub was a challenge as there are buttons missing. It worked fine and we enjoyed the hot tub. The mattress in the room on the first floor could use an update. The cabin was quite enjoyable. We plan on coming back."
The price is €291
includes taxes & fees
8 Dec - 9 Dec
Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!

Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (57)
"This was a perfect cabin for a small family. Hot tub was clean and hot upon arrival."
The price is €206
includes taxes & fees
2 Dec - 3 Dec
Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!

Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (115)
"The place was clean and was represented well in pictures. It had everything we needed and a wonderful cabin feel. The hot tub was clean. The location was excellent, easy to go get coffee and get to nearby hiking trails. We had a great stay, will come back!"
The price is €258
includes taxes & fees
2 Dec - 3 Dec
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!

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

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.

NEW! 30 Acre Secluded Glamping Experience - Private Hiking & Climbing Retreat in Red River Gorge, KY

8.6 out of 10, Excellent, (9)
"The trails on site were amazing and wonderfully upkept"
NEW! 30 Acre Secluded Glamping Experience - Private Hiking & Climbing Retreat in Red River Gorge, KY

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

1 bed cottage, grill, fire pit, Very close to Red River Gorge!!

9.4 out of 10, Exceptional, (10)
"Nice little place. Enjoyed our stay. "
1 bed cottage, grill, fire pit, Very close to Red River Gorge!!

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

3 Bdr/3 Bath House in Andover Convenient to All of Lexington

10.0 out of 10, Exceptional, (279)
"Can not say enough good things. Prperty is in a great area. We stayed 3 nights and we covered everything we could fit in. Great restaurants, the ARK, winery, distillery, casino, Horse Park... and much more. The management group/ owner was first class along with his support crew. They took geat care of us!!!thetotresponded"
3 Bdr/3 Bath House in Andover Convenient to All of Lexington

Morning View Ranch- Red River Gorge- Indoor Pool open March-Nov. Pet friendly.

9.8 out of 10, Exceptional, (34)
"We came with friends (7 adults) and had a very comfortable stay. Our group consisted of one couple and the others were singles but this would be great to accommodate 2 couples and their kids as well. The bed was very comfortable. The indoor pool was great! Everything was clean and well stocked although we did bring some additional appliances with us. The owner was very responsive. There is a busy road you could sometimes hear road noise, but it still seemed fairly quiet and secluded in...
Morning View Ranch- Red River Gorge- Indoor Pool open March-Nov. Pet friendly.

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
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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