Holiday Rentals in Henry County

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Featured Holiday Rentals in Henry County

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
Modern kitchen with stainless steel appliances, light grey cabinetry, and a black and white patterned rug.

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

10.0 out of 10, Exceptional, (4)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Enjoy serene lakeside views from the porch of this charming lakeside retreat, where you can relax and unwind amidst lush greenery.

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (190)
"Great getaway. View is fantastic!!! Location with plenty of privacy!"
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Enjoy cooking in this well-appointed kitchen with a stainless steel sink, wooden countertop, and range hood.

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (69)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is €1,083
includes taxes & fees
24 Jul - 25 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Kitchen features a large island with a granite countertop, double oven, and microwave.

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Enjoy cooking and socializing in this kitchen with a central island and bar stools, featuring stainless steel appliances and a pendant light fixture.

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

9.8 out of 10, Exceptional, (30)
"Clean, comfortable home with everything needed for our stay. "
The price is €220
includes taxes & fees
27 Jul - 28 Jul
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Relax on the deck with a bench and chairs, taking in the serene views of the lush landscape and cityscape.

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

8.4 out of 10, Very good, (31)
"Great location, nice little unit! Parking is a bit tight! Would stay again!"
The price is €153
includes taxes & fees
22 Jul - 23 Jul
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Capital City Cottage
Cozy home with a gabled roof and a welcoming front porch.

Capital City Cottage

9.2 out of 10, Wonderful, (31)
"stayed for the weekend and toured the local distilleries!"
The price is €212
includes taxes & fees
19 Jul - 20 Jul
Capital City Cottage
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Stroll up to this charming home, surrounded by lush greenery and trees, and enjoy the inviting front porch.

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

8.8 out of 10, Excellent, (54)
"The property was nice and felt cozy the entire stay"
The price is €140
includes taxes & fees
28 Jul - 29 Jul
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Situated by a serene body of water, this property offers outdoor seating areas and a tranquil atmosphere.

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

9.8 out of 10, Exceptional, (7)
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties
Experience the expansive interior of this multi-story building, featuring a central open area surrounded by a black iron railing.

Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties

9.0 out of 10, Wonderful, (2)
"Very enjoyable!"
Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Cozy living area with a sofa, coffee table, and framed artwork.

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

9.2 out of 10, Wonderful, (24)
"Awesome place. Will stay here again"
The price is €169
includes taxes & fees
28 Jul - 29 Jul
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Lakehouse Hot tub & pool near Ark Encounter
Enjoy cooking in the fully equipped kitchen with a sink, stove, and dining area.

Lakehouse Hot tub & pool near Ark Encounter

10.0 out of 10, Exceptional, (146)
"Fantastic place: so cute, right on the lake, great views. On top of that, the host, Anjanette, could not have been more attentive, without being intrusive. I would highly recommend this place to anyone looking to get away. "
Lakehouse Hot tub & pool near Ark Encounter
#LuxBourbon-*Heated Pool, HotTub
Enjoy al fresco dining and relaxation on this outdoor deck with a barbecue grill and comfortable wicker swing chairs.

#LuxBourbon-*Heated Pool, HotTub

9.0 out of 10, Wonderful, (2)
"Beautiful house .....spacious and layed out perfectly. Beautiful quiet neighborhood and plenty to do at the house. Conveniently located as well."
The price is €945
includes taxes & fees
22 Jul - 23 Jul
#LuxBourbon-*Heated Pool, HotTub
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Relax in this stylish living space with a city view, featuring a dining table, sofa, and unique pendant light.

NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

9.8 out of 10, Exceptional, (27)
"Went with 5 other couples to experience the bourbon trail and celebrate a couple birthdays. The loft was absolutely perfect and stunning. There was ample space, a beautiful meeting area, and the central location made it easy to walk to dinner, shopping, or cocktails. The host was very responsive and we would definitely stay here again."
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Compact kitchen with modern design, featuring an oven, microwave, and window.

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (49)
"We loved the Wee House. It was great at the end of the day to sit on the porch, listen to the birds, and watch the barges on the river. The kitchen had everything we needed. We especially liked the quilts on the beds--so cheerful and colorful. And the location was perfect--just two short blocks from Main Street so we could walk everywhere."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Rustic cabin just outside of Madison!
Relax in a spacious room with a four-poster bed, wooden headboard, and a ceiling fan.

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (38)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Relax on the covered porch with a seating area featuring two chairs and a bench, adorned with a striped rug and a welcoming wreath.

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

9.8 out of 10, Exceptional, (136)
"House was clean and had everything to make our stay comfortable. Hit the local distilleries and had a good time checking out the area."
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Cozy cabin in the heart of horse country
Enjoy a peaceful retreat with a covered porch featuring two chairs and a potted plant.

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (21)
"Host was very responsive and accommodating, cabin was in a great location, close to everything we were in town to do. It was clean and well stocked for our 5 night stay. "
Cozy cabin in the heart of horse country
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Enjoy serene lake views from this waterfront property with a dock and inviting entrance.

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (4)
"This property was truly spectacular! It was just as described and the river was beautiful."
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (76)
"We had a great time and loved the view of the river! "
The price is €463
includes taxes & fees
21 Jul - 22 Jul
Spectacular waterfront house!
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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