Top Vacation Homes in Henry County in 2026

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Our top choices for Henry County vacation homes

A modern dining area with a marble table, black chairs, and a vase of flowers. There is a ceiling fan and recessed lighting.

1. Charming 2-bedroom house on our farm with beautiful sunsets

Stamping Ground

Glenita S.

AED 825 total

includes taxes & fees

18 Oct - 19 Oct

A kitchen with wooden cabinets, a black refrigerator, and a coffee machine. There is a dining table with chairs and a chandelier.

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

Frankfort

Angie W.

A lakeside outdoor seating area with wooden chairs and a fire pit, surrounded by trees and a view of the lake.

3. Bourbon Trail River House

Frankfort

Gracelynn C.

An outdoor patio with a table and chairs, a canopy, and string lights.

4. Red comfy cottage

Madison

Amy C.

A spacious living area with a kitchen, dining area, and a staircase leading to an upper level.

5. ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Waddy

Blake C.

A wooden cabin with a porch, a staircase, and a deck.

6. Sassafras Woodland Cabin at Lost Trails

Madison Township

Carrie M.

AED 602 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a brick fireplace, a green sofa, a wooden coffee table, and a kitchen area with bar stools.

7. Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace

Frankfort

Linda S.

A wooden coffee table with three bottles and a glass container in a living room.

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

Frankfort

Armando G.

AED 582 total

includes taxes & fees

2 Nov - 3 Nov

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Top Henry County Hotel Reviews

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

10/10 Excellent

"Good place to stay, I don't know remember the name of the front desk person who helped me out but he was awesome."

Best Western Parkside Inn

8/10 Good

"Good bathroom amenities except for those bottles on the shower/tub wall, bathroom sink is actually outside the bathroom, HVAC has the Constant Fan option I prefer (it makes "white noise" to drown out some noises from outside the room), only clock in the room was on the microwave, good size fridge and it had a small freezer section (rarer and rarer in hotels anymore), fairly quiet for sleeping but the pillows were uncomfortable."

Bluegrass Inn

10/10 Excellent

"Bluegrass Inn of Frankfort Kentucky is an excellent motel. Upon first look you might pass it up and go for a more well known motel. Maybe a place that’s advertised on TV. Well Bluegrass Inn was the cleanest hotel I have ever stayed in. It even smelled clean when I opened the door. The floors were LVP not carpet that is so often nasty and smells like everything and everyone who has ever been in the room. The bed was covered in fresh white sheets, white comforter and white spread. It was refreshing and inviting to not see a floral or plaid of some dark color. The amenities were a 60” flat screen an it offered abundant channels to choose from; microwave, coffee maker, hairdryer, iron and ironing board. The bathroom looked like it had been remodeled and was perfectly clean. There was body wash, shampoo and conditioner in large dispensers mounted on the shower wall. The towels were soft and white they looked in new condition. There is a pool in front surrounded by some attractive plants and a fence. The parking lot is adequate and well lit. The owner of this motel thought of everything that would make his guests feel comfortable and welcome. They offer a light breakfast each morning that I did not need or accept. I stayed for 5 nights and my room was straightened up by housekeeping once in the middle of my stay; a pleasant surprise…… Thank you! Jane."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Henry County vacation homes

1. Charming 2-bedroom house on our farm with beautiful sunsets

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

3. Bourbon Trail River House

4. Red comfy cottage

5. ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

6. Sassafras Woodland Cabin at Lost Trails

7. Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace

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

9. Capitol Walk - Todd Street

10. Horse & Bourbon - 2.5 miles from Buffalo Trace

11. The Bourbon Sanctuary

12. Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

13. Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

14. Pine Lodge at Lost Trails

15. Madison's Only YURT Experience

16. Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy

17. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

18. 331 Acres of Comfort & Rest, ❤ of the Bluegrass- 12 mins from ARK w/Hot Tub

19. Lakehouse Hot tub & pool near Ark Encounter

20. Heated Pool• Hot tubs • Golf Sim • Theater • Game Barn • Sleeps 16

Find vacation rentals that suit your style

Top Henry County Hotel Reviews

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

Wyndham Garden Louisville KY

Best Western Parkside Inn

Drury Inn & Suites Louisville North

City Express by Marriott Louisville Southeast

Hampton Inn & Suites Louisville East

Bluegrass Inn

Microtel Inn by Wyndham Louisville East

Marriott Louisville East

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