Top Cottages in Madison County in 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Madison County cottages

Updated Beattyville Ranch-style Home w/ Yard!

Beattyville

Melissa

Our Lakeside Retreat w/ Deck on Lake Herrington!

Lancaster

Cozy Beattyville Cabin w/ Fire Pit

Beattyville

Judith

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

Mount Sterling

Quiet & Secluded Berea Cabin on 70-acre Farm!

Berea

"Tucked away in a sun-dappled clearing atop a gentle knoll, this beautiful cabin is an absolute sanctuary. The wraparound porch, complete with cozy seating, offers a perfect vantage point for admiring the majestic oak trees that create a serene, private setting. Inside, the tidy and well-appointed space feels both rustic and luxurious, from the charming loft bedroom overlooking the main floor to the delightfully vintage bathroom featuring an old-fashioned high-topped tub, perfect for a long soak...

William

Hike & Climb: Pet-friendly Red River Gorge Cabin!

Beattyville

11 Mi to Danville: Family Home in Lancaster

Lancaster

10 Mi to Keeneland: Family Home w/ Deck & Yard

Lexington

Tanya

View all properties

Find holiday rentals that suit your style

Private holiday homes

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Top Madison County Hotel Reviews

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent

"Cheryl greeted us on checkin — she was so sweet and professional. We checked in to room 408 and after a night’s sleep I noticed mold spores on the ceiling of the bath room and peeling paint. Didn’t realize why I was itching all night and breathing was hard throughout the night. The next morning I spoke to Cheryl, who was shocked there was such a room available to sell with mold, spores and peeling paint throughout the ceiling of the bathroom, so she switched us out to 430. A storm caused a power outage and rebooted the system, I told Cheryl we’ll be back after sight seeing. After 6 hours I went to retrieve the new keys to 430. You would assume they’ll check to see if room 430 was “sellable” after moving all of our bags to room 430, this room was even more disappointing Not only did 430 have mold spores, peeling paint but the sink didn’t drain and the handles were loose. Before we decided to unpack again I went down stairs to tell them we couldn’t sleep in this room either. At this time Cheryl had already left so her co-worker had another associate check out room 507 before we get moved for the third time in 2 days. Thankfully room 507 was much better!! How is it that 408 on north side has mold, spores and peeling paint when the south side 430 has the same exact issues. It seems all of fourth floor has water damage but it’s only on the restrooms. I’m still itching as well as my daughters (14 & 17) and breathing hard from the mold and spores. Thank you Cheryl."