House holiday rentals in Kentucky

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Top-rated house rentals in Kentucky

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Guest favourite

Home in Stamping Ground

4.97 out of 5 average rating, 619 reviews

Buffalo Springs Distilling Company

On the Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one bedroom due to the size of the structure. Queen size bed in the bedroom. There’s also a Queen Air Mattress that can be utilized in a pinch for folks that are staying at least a week

Guest favourite

Home in Russell

4.98 out of 5 average rating, 252 reviews

Relax @ Rivertime w/a River & Bridge view + HotTub

Rivertime is a waterfront experience on the bank of the Ohio river. Located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV. Once you make your way into the backyard you will quickly forget that you are in an Eastern KY residential area. The stunning view of the Ohio river & the Russell/Ironton bridge provides a mind blowing visual display. It’s often stated the view rivals the top landscapes & city skyline views from around the world. *A misting zone is added in the summer.

Guest favourite

Home in New Hope

4.93 out of 5 average rating, 167 reviews

The Barrel House Bed & Breakfast

The Barrel House is in our 6th year of operation and originally we catered to "Bourbon enthusiasts". However, over these past 5 years, we have had so many guests stay with us for family vacations and reunions, bird watching, star gazing, history seeking, biking and touring as well as spirits! Whatever your reason to visit, you have EVERY reason to stay at the Barrel House. Our version of night life is cozying up to the fire pit with a good pour, good friends and a spectacular view of the stars.

Guest favourite

Home in Harrodsburg

4.93 out of 5 average rating, 211 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Guest favourite

Home in Springfield

4.98 out of 5 average rating, 542 reviews

Cabin Chic on Main

I invite you to take a step back in time while experiencing the comfort and appeal of today in the charming atmosphere of a mid-1800’s original log cabin right in town. It was the home to author Elizabeth Maddox Roberts. There is a large backyard complimented by a grazing hillside and a stream that separates the two. A truly unique setting. And, enjoy a large patio and fire pit to enhance your relaxation at the end of the day. I do not rent for local parties or gatherings.

Guest favourite

Home in Grand Rivers

4.99 out of 5 average rating, 195 reviews

The Bird House-a private, country stay

Whether you’re visiting Grand Rivers for the hunting, fishing, shopping, or just to enjoy our many local waterways, The Bird House is perfect for your getaway. Being Conveniently located just 9 miles from the heart of Grand Rivers means that local favorites such as Kentucky Lake, Lake Barkley, LBL, Patti’s, and The Cabin Pizza are only a short drive away. Two bedroom, one bath, washer/dryer, kitchen and an airy 38 x 10 front porch. Sit on the swing and enjoy the country air.

Guest favourite

Home in Grand Rivers

4.98 out of 5 average rating, 557 reviews

Seclusion with the Lake a step away....

It is one bedroom apartment in the basement of our home, with no cleaning fee because we want you to treat it as you would your home. There is a separate entrance and access to 26 acres of hills and trees. We have two horses on the property and feed from anywhere 3 to 15 deer each evening. We are 4.2 miles from I-24 and 7 miles from Kentucky lake, Patti's, Turtle Bay and the marina. Full kitchen available and beautiful sunsets. It is beautiful, words cannot do it justice.

Guest favourite

Home in Winchester

4.91 out of 5 average rating, 690 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Guest favourite

Home in Raywick

5.0 out of 5 average rating, 170 reviews

Bourbon Trail Country Farmhouse

The Olde Farmhouse is secluded on 5.8 acres and is on the historic Bourbon Trail. The house has a master on the main floor with a queen bed connected to the bathroom. There is an upstairs sleeping space that accommodates one queen bed and two twin beds. Beautiful wrap around porch for your morning coffee enjoyment or evening relaxation. All that can be heard on this property are crickets and frogs with lovely sunsets.

Guest favourite

Home in Bardstown

4.95 out of 5 average rating, 472 reviews

Creekview Farm: Bourbon, Horses, and Sunsets

On this beautiful 19 acre horse farm, you will enjoy beautiful sunrises and sunsets. You will have the country feel while only being 3.5 miles from downtown Bardstown. The airbnb apartment located in the front of the horse barn. It is located behind the main farm house which is a long term rental house. The horses, cats, goats, chickens, and dogs belong to the long term rental tenants.

Guest favourite

Home in Lewisburg

4.98 out of 5 average rating, 106 reviews

Charming Lakefront A-Frame with 4 Adult Kayaks

This charming A-Frame is your perfect lake getaway. Only a couple of blocks from the boat launch. Located on Lake Malone. Great fishing and boating right off the pier. Pier to park your boat and parking for your trailer and vehicles. Please bring your own beach towels. We have a strict no animal policy due to allergies . This property is not well suited to service animals.

Guest favourite

Home in Berea

4.92 out of 5 average rating, 180 reviews

Churchill Cottage- Cheerful, Historic 1 Bedroom

Enjoy your peaceful, historic house in a charming neighborhood. Next to Churchill’s event space and Berea Country Club and walking distance to downtown and Berea College. One bedroom with pull-out couch in living room, separate dining, full kitchen, and sunroom with desk space. The space is unique and family-friendly!