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Madison County holiday lettings

We found 63 holiday rentals — enter your dates for availability

Discover a selection of 63 holiday rentals in Madison County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 79 per night, and houses and flats & apartments are popular options for a stay in Madison County. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — Madison County

2,500 sq Ft., 2 Acres, New Furniture, Fishing Pond, Game Room, Paddle Boat

Sleeps 10 · 4 Bedrooms · 2 Bathrooms
£ 262 avg/night
(29)

Cute, older home in a great location by Raydarr Properties, LLC

Sleeps 5 · 2 Bedrooms · 1 Bathroom
£ 83 avg/night
(25)

Make your visit to the beautiful city of Berea memorable!

Sleeps 4 · 2 Bedrooms · 1 Bathroom
£ 79 avg/night
(19)

Authentic, Rustic, Historic Log Cabin

Sleeps 14 · 6 Bedrooms · 3 Bathrooms
£ 356 avg/night
(73)

Wildcat Cabin Getaway Near Kentuckys Historical Attractions and State Parks

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
£ 169 avg/night
(68)

2000 sf PRIVATE SPACE near EKU & I-75

Sleeps 12 · 3 Bedrooms · 3 Bathrooms
£ 90 avg/night
(25)

Search 63 holiday rentals

Top rated rentals — Madison County
Stayed Apr 2021

Charming and Quiet

We had a great time and the 2nd floor was even nicer than we expected. We spent a lot of time sitting out on the deck that overlooks the Kentucky river. The inside had everything we needed, was clean and very charming. I would definitely book this pl...

Kyle P.
Kyle P.
Stayed Apr 2021

Beautiful historic building!

Great location! Beautiful building and furnishings. Very clean. Wished there had been an iron and hair dryer in closet. Unfortunately for my stay the property wasn’t ready for me to check in until 2 hours after checkin time. Messed up entire evening....

Angie M.
Angie M.
Stayed Mar 2021

Charming cabin retreat perfect for our family

We planned a several day getaway for our family and children. This location is perfect for us, central proximity to our plans in Lexington, Red River Gorge and to enjoy some solitude away from the masses. The cabin and property is beautiful. We enjoy...

Matt S.
Matt S.
Stayed Mar 2021

A little slice of heaven...

My family and I just returned from 5 nights at this beautiful home. I have to agree this place is even better than the pictures and if you are considering trust me and just book it! My daughters are 10, 7 and 6. They loved open space to run and explo...

Sarah B.
Sarah B.
Stayed Mar 2021

Perfect for a quiet getaway

A friend and I chose this property for a quilting retreat, and we were thrilled - quiet, beautiful trees and fields (with some great cows), comfy beds, and plenty of room for us to spread out with our sewing supplies. Special shout-out for the large ...

Jane W.
Jane W.
Stayed Mar 2021

Perfect Lexington Getaway

I rented this place to have a combination getaway & visit to my son at the University of Kentucky. The location was calming & peaceful. The house & grounds were absolutely amazing. The trails & river hiking were gorgeous. There are such beautiful vie...

Julie G.
Julie G.
Stayed Dec 2020

Great place for 12 people!

Grandparents, Children, and Grandchildren - we all had a wonderful time! From the log-cabin, beautiful floors, homey feel with the fireplaces, rooms to gather and play games, or go off by yourself to read a book, it provided just the right atmosphere...

Ivan B.
Ivan B.

Leo, IN

Stayed Nov 2020

House with beautiful view.

Stayed at the property for Thanksgiving. The house comfortably fit two families with 4 children. The view was beautiful and there was plenty of outside space to explore. The owner was very responsive and quickly helped us out with our questions/ clog...

Katie T.
Katie T.

Lafayette, LA

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Can I find a vacation rental around Madison County?

Yes, our 2021 property listings offer a large selection of 63 vacation rentals near Madison County. From 48 houses to 4 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Madison County for a holiday or a weekend are on Vrbo.

Explore destinations around Madison County

Richmond
76 holiday rentals
Berea
21 holiday rentals