Cottage holiday rentals in Kentucky

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Location · Family · Long stay

Tranquil Cottage for Outdoor Enthusiasts #1

Keep it simple at this peaceful and centrally-located place. Newly constructed Cottage in wooded area adjacent to Nolin River Lake. Less than a mile to boat ramp. Within 5 minutes of MCNP boundary. 30 minute drive to the MCNP Visitor Center. 5 minute drive to Nolin Lake State Park. 5 minutes from Blue Holler Off-road Park, Hiking And Horse back riding trails. Within 1 mile of the Nolin River, which is designated as Kentucky s first National Water Trail. 15 minutes from Shady Hollow Golf Course.

Family · Location · Parks

Hot Tub, Large game area, book fall dates today!

Cozy 3 bed 2 bath home nestled right along the banks of Rough River with little boat traffic. A community boat ramp is conveniently located behind house and the main lake is only a 15 min boat ride away. Only a short drive to the beaches of Rough River State Park. Plenty of sleeping area with King and Queen bedrooms and a Bunk room with 5 twin beds. The oversized garage will store a boat or kayaks while you visit. Enjoy a game of ping pong, pool or cozy up by the firepit!! Perfect for fishing!!

Value · Family · Outdoor spaces

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 8. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

Location · Value · Kitchen

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. With a pool, hot tub, and putting green there is plenty to do to unwind. Guests return year after year. This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations to reduce encounters. You will also enjoy the songs of many birds, glow of lightening bugs, and seeing the stars.

Location · Family · Sleep quality

The Cottage Circa 1898 Downtown Location

Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

Family · Location · View

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

Family · Value · Pool

Firefly Junction - 3-bedroom cottage, amazing view

Relax in this peaceful, modern, country cottage with a spectacular view of the Kentucky landscape. This living space is equipped with all the comforts of modern living as well as a spacious backyard and free parking area. It has a master bedroom with a queen-sized bed and an upstairs area with two bedrooms each with a hanging bed. Located in the center of south-central Kentucky, it is 80 miles from Louisville and 80 miles from Nashville. Mammoth Cave National Park is only 13 miles away.

Location · Family · Laundry

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now OPEN!!!) 5/11/26

Family · Location · Parks

Johnetta Schoolhouse Inn

We welcome you to the Johnetta Schoolhouse Inn in beautiful Climax Ky. Our schoolhouse was built and 1928 and is a historical landmark. It has been renovated into a two bedroom dwelling with a full kitchen, bathroom and laundry room with all necessary supplies. The Inn is nothing fancy, but is clean and quant. I am committed to following Airbnb’s five-step enhanced cleaning process so that all my guests enjoy a clean sanitized environment and feel safe during their stay.

Location · Value · Decor

Cozy Lakehouse with a View

Imagine waking up in the morning to the birds chirping in the woods surrounding the cabin, fixing a cup of coffee, and relaxing on the deck that provides one of the best views you will ever experience on Lake Cumberland. This cabin is perfect for a romantic getaway, or a quiet retreat with the family. Simply put, this cabin offers memories that you will cherish for a lifetime and will talk about for years to come!

Location · Value · Beach

Cooter Valley on The Rough

Cooter Valley is a newly built cottage in the secluded Indian Valley Neighborhood! Take a 5 minute stroll to the boat ramp to fish or relax by the camp fire. Use our 2 kayaks or bring your own boat! Enjoy our large covered patio where u can see and hear the water…it has a smart tv, pellet/gas grill, outdoor games & lots of seating! You’ll see why it’s our guest favorite spot!

Value · Location · Layout