Cottage holiday rentals in Kentucky

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Top-rated cottage rentals in Kentucky

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Top guest favourite

A porch overlooks the serene Kentucky River, featuring a wood breakfast bar with counter stools. Rocking chairs provide a cozy seating area, framed by lush greenery and views of the river's banks. Sunlight filters through the trees, enhancing the tranquil setting.

Cottage in Wilmore

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.

ValueFamilyCheckout

4.99 out of 5 average rating, 338 reviews

Top guest favourite

A newly constructed cottage is nestled among trees, featuring a blue exterior and a sloped metal roof. A covered porch with a rocking chair invites relaxation. A gravel path leads to the entrance, surrounded by lush greenery.

Cottage in Mammoth Cave

Serene Cottage for Outdoor Enthusiasts #2

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.

ValueFamilyWalkability

4.97 out of 5 average rating, 238 reviews

Guest favourite

A spacious deck is highlighted by several green Adirondack chairs and a picnic table beneath a wooden pergola with string lights. A hot tub is visible nearby, with a natural setting of trees in the background and a colorful sky at dusk.

Cottage in Hudson

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!!

ValueLocationAir conditioning

4.95 out of 5 average rating, 137 reviews

Top guest favourite

An expansive deck presents scenic views of Herrington Lake, bordered by trees for a natural ambiance. Outdoor seating with a table invites relaxation, while the gentle waters below contribute to a peaceful setting.

Cottage in Harrodsburg

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!

FamilyValueNearby

4.95 out of 5 average rating, 245 reviews

Guest favourite

Cottage in Winchester

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.

LocationValueCondition

4.88 out of 5 average rating, 139 reviews

Top guest favourite

The charming yellow cottage features a covered front porch with two black chairs, inviting relaxation. Neatly trimmed hedges line the walkway, leading up to the front door, which is adorned with a decorative wreath. A spacious lawn and a clear blue sky enhance the warm appearance.

Cottage in Bardstown

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.

LocationFamilyNearby

4.99 out of 5 average rating, 476 reviews

Guest favourite

A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.

Cottage in Taylorsville

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.

ValueLocationGrill

4.94 out of 5 average rating, 191 reviews

Top guest favourite

A cozy living area is highlighted by a light brown couch and a colorful braided rug on tiled flooring. Multiple windows allow natural light, offering views of the picturesque landscape. A door leads to an outdoor deck, contributing to the open atmosphere.

Cottage in Horse Cave

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.

FamilyLocationBreakfast

4.95 out of 5 average rating, 131 reviews

Top guest favourite

A serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.

Cottage in Crittenden

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 will be closing 9/25/26)

LocationValueAccuracy

5.0 out of 5 average rating, 158 reviews

Top guest favourite

Cottage in Monticello

The Cozy Cabell Cottage

It’s time for an adventure at our vacation rental, Cabell Cottage. With Lake Cumberland only 5 minutes away via the Cabell landing....really your boat is 5 minutes from being in the water; the cottage can be your base for all things fun on the lake (swimming, boating, and fishing). Did I CATCH your interest with fishing. However, if it’s a retreat you seek, the cottage is also for you as it sits in a quiet, very pretty, rural area of Wayne County, Kentucky, where 5 can sleep easily.

ValueLocationComfort

5.0 out of 5 average rating, 119 reviews

Top guest favourite

The exterior of the Johnetta Schoolhouse is captured, showcasing its red wooden façade and a metal roof. A small porch with steps leads to the entrance, surrounded by a gravel pathway and green trees in the background.

Cottage in Orlando

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.

LocationValueEV charging

4.97 out of 5 average rating, 125 reviews

Guest favourite

A covered patio area features a wooden ceiling with visible wooden beams and ceiling fan. Seating arrangements consist of wicker chairs positioned around a table, complemented by potted ferns. Natural greenery surrounds the space, enhancing the serene outdoor setting.

Cottage in Falls of Rough

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!

ValueFamilyCheckout

4.92 out of 5 average rating, 133 reviews