The 30 Best Holiday Rentals in Kentucky

Ranked 1 out of 397 in the Kentucky region, as well as being 1 of 147 for holiday rentals in Louisville.

• “Great location, but too many unfinished projects to be renting out, especially without mentioning.”
• “We love this place!”
• “Our host Chris was very friendly and helpful, we loved our experience”
• See more reviews of The B

Ranked 2 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Ravenna.

• “Loved the place. Would definitely want to stay there again.”
• “Our stay was fabulous.”
• “Superb, relaxing, and most appealing to the eye!”
• See more reviews of The Willow Family Friendly country cabin Red River Gorge

Ranked 3 out of 397 in the Kentucky region, as well as being 1 of 14 for holiday rentals in Dry Ridge.

• “Nice and relaxing.”
• “Everything was perfect.”
• “Just delightful!”
• See more reviews of New Tiny Home on 250 Acre Dairy Farm Near Ark

Ranked 4 out of 397 in the Kentucky region, as well as being 6 of 147 for holiday rentals in Louisville.

• “Everything but parking”
• “Clean and quaint!”
• “Great home in a great location”
• See more reviews of Lux Townhouse, Walk to All, Sleeps 6 Adults

Ranked 5 out of 397 in the Kentucky region, as well as being 5 of 86 for holiday rentals in Lexington.

• “perfect location!”
• “The secure way of getting into my room.”
• “Great parking appreciated under ground parking.”
• See more reviews of 175 LEX - Walkable Downtown Lexington & Rupp Arena - Full Condos

Ranked 6 out of 397 in the Kentucky region, as well as being 1 of 3 for holiday rentals in Lawrenceburg.

• “Amazing!”
• “Relaxing and unwinding before returning home was worth it.”
• “A wonderful place - just disappointed we didn’t book a longer stay!”
• See more reviews of Bourbon Barrel Cottages #2 of 5 on Kentucky trail

Ranked 7 out of 397 in the Kentucky region, as well as being 1 of 4 for holiday rentals in Corinth.

• “We liked the lake.”
• “A perfect cozy Christmas by the lake!”
• “Loved our stay”
• See more reviews of Lakehouse with Hot Tub close to Ark Encounter

Ranked 8 out of 397 in the Kentucky region, as well as being 13 of 86 for holiday rentals in Lexington.

• “So clean!”
• “True to pictures.”
• “We had a wonderful stay in this beautiful, comfortable home.”
• See more reviews of The Flower Pot

Ranked 9 out of 397 in the Kentucky region, as well as being 2 of 14 for holiday rentals in Dry Ridge.

• “Enjoyed the privacy.”
• “It was very comfortable!”
• “We loved the place and felt very well-provided for. Highly recommend. Only one negative: parking.”
• See more reviews of Sunny Hill Cottage Dry Ridge Escape with Deck!

Ranked 10 out of 397 in the Kentucky region, as well as being 2 of 17 for holiday rentals in Williamstown.

• “They were right there if we needed anything.”
• “This property was by far the most beautiful and spacious property I have ever rented.”
• “The property was better than expected and the hospitality of...”
• See more reviews of 4BR Home - Pets Allowed by ARK Experience

Ranked 11 out of 397 in the Kentucky region, as well as being 2 of 10 for holiday rentals in Covington.

• “It was even better than the pictures show.”
• “Private all inclusive modern house.”
• “This house beautiful and spacious. We will definitely be back the next time we decide to do a home away from home again.”
• See more reviews of Luxury 2BR within walking distance to Nightlife!!

Ranked 12 out of 397 in the Kentucky region, as well as being 3 of 17 for holiday rentals in Williamstown.

• “Privacy”
• “Comfortable”
• “We had a wonderful stay at this property. We would definitely stay here again and would recommend it”
• See more reviews of Updated Williamstown Apartment with Kitchen!

Ranked 13 out of 397 in the Kentucky region, as well as being 3 of 14 for holiday rentals in Dry Ridge.

• “Area raised a question at first. Had zero issue & enjoyed our stay.”
• “I was a little unsure of the neighborhood but there were no...”
• “The house was very nice.”
• See more reviews of Modern Creation minutes from Ark Encounter

Ranked 14 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Olive Hill.

• “Great place for a getaway to enjoy the park.”
• “The room was amazing, very clean.”
• “Overall very pleased!”
• See more reviews of Carter Caves State Resort Park

Ranked 15 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Loretto.

• “Very nice, quiet and comfortable…but not the right choice for my trip. This is my fault.”
• “Just what three women going to a conference needed.”
• “Great B&B”
• See more reviews of The Barrel House Bed & Breakfast

Ranked 16 out of 397 in the Kentucky region, as well as being 2 of 4 for holiday rentals in Columbia.

• “It was such a beautiful place.”
• “just ok. overpriced”
• “Pictures do not give this place justice!”
• See more reviews of The Lake House A Hidden Gem Sleeps 4

Ranked 17 out of 397 in the Kentucky region, as well as being 4 of 17 for holiday rentals in Williamstown.

• “If we ever travel back to Kentucky, we would definitely look up Mona and Charlie and rent this house again. We will be r”
• “Our stay was absolutely amazing!”
• “Amazing people and great location. Can even see the Ark from the back yard”
• See more reviews of Charming Williamstown Retreat with Private Yard

Ranked 18 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Carlisle.

• “We got a king sized room and it was very large.”
• “For the most part a very good stay. Wish I had more time there to explore, try the restaurant,ect.”
• “Was a fair price for the area. Rooms were very clean but a little outdated”
• See more reviews of Blue Licks Battlefield State Park

Ranked 19 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Argillite.

• “Great location”
• “Was a comfortable place to sleep once you got past the odor.”
• “Very nice place.”
• See more reviews of Greenbo Lake State Resort Park

Ranked 20 out of 397 in the Kentucky region, as well as being 1 of 2 for holiday rentals in Pineville.

• “Very nice, quiet place for a getaway.”
• “Beautiful mountain location with comfortable facilities, a nice restaurant but challenging walking.”
• “Beautiful view from dining room, stunning hiking trail right...”
• See more reviews of Pine Mountain State Resort Park

Ranked 21 out of 397 in the Kentucky region, as well as being 3 of 8 for holiday rentals in Berea.

• “Loved the amenities and my dogs could roam the property from...”
• “Loved the property, the animals and the hosts.”
• “We got in late, but enjoyed the short stay. The bed was very comfortable.”
• See more reviews of Nicura Ranch Inn & Stables

Ranked 22 out of 397 in the Kentucky region, as well as being 5 of 17 for holiday rentals in Williamstown.

• “My two grandkids and I really enjoyed our stay here and it was bit inky close to what we went there to see but because i”
• “Short distance to Ark, very comfortable cottage!”
• “Get away place”
• See more reviews of Cozy Cabin near Ark! Adam and Eve's Retreat

Ranked 23 out of 397 in the Kentucky region, as well as being 2 of 11 for holiday rentals in London.

• “You wont regret your stay in this large 3 bedroom walkout basement. It has made me want to redesign!”
• “So cute and super clean, was very happy with our stay and...”
• “Great location, very comfortable.”
• See more reviews of Hilltop Hideaway - 3BDR in Downtown London, KY

Ranked 24 out of 397 in the Kentucky region, as well as being 2 of 5 for holiday rentals in Aurora.

• “Everything was great Mrs Linda was wonderful”
• “spacious & comfortable”
• “na”
• See more reviews of KY Lake Area Cabin

Ranked 25 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Hawkins.

• “Wonderful”
• “Great visit and will be recommending this place!”
• “It was worth the money I’ll definitely be back”
• See more reviews of Pennyrile Forest State Resort Park

Ranked 26 out of 397 in the Kentucky region, as well as being 47 of 147 for holiday rentals in Louisville.

• “If I’m in Louisville, I’m staying ONLY here!”
• “Loved the area, and loved the carriage house, but it needs some serious furniture/lighting updates.”
• “We would come again! Halloween decorations in surrounding neighborhoods were awesome!”
• See more reviews of Park Carriage House Rest & Explore with Hollyhock

Ranked 27 out of 397 in the Kentucky region, as well as being 3 of 3 for holiday rentals in Lawrenceburg.

• “We thoughly enjoyed our stay and will return!”
• “Need more seating for four adults”
• “We enjoyed everything about this cottage.”
• See more reviews of Bourbon Barrel Cottages #1 of 5 on Kentucky trail

Ranked 28 out of 397 in the Kentucky region, as well as being 1 of 1 for holiday rentals in Fentress McMahan.

• “Expensive”
• “This is an awesome place to stay right on the lake.”
• “Bed hard as sleeping on a piece of wood.”
• See more reviews of Rough River Dam State Resort Park

Ranked 29 out of 397 in the Kentucky region, as well as being 50 of 147 for holiday rentals in Louisville.

• “Great experience”
• “Very comfortable well equipped and obviously well thought through property would rebook without hesitation”
• “It was amazing”
• See more reviews of Peace Property with Cinema Room

Ranked 30 out of 397 in the Kentucky region, as well as being 3 of 5 for holiday rentals in Aurora.

• “Great view, nice cottage”
• “It wa”
• “Good overnight stay”
• See more reviews of Kenlake State Resort Park