Cottage holiday rentals in Kentucky

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Top-rated cottage rentals in Kentucky

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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
4.98 out of 5 average rating, 315 reviews

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.

Top guest favourite
A newly constructed cottage is framed by lush greenery, featuring a covered porch with a chair. The exterior is finished in a calming green hue, bordered by a pathway of gravel and a grassy yard, providing a serene entrance to the retreat.
Cottage in Mammoth Cave
4.99 out of 5 average rating, 254 reviews

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.

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
4.95 out of 5 average rating, 223 reviews

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 9. 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!

Guest favourite
Cottage in Winchester
4.88 out of 5 average rating, 120 reviews

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.

Top guest favourite
A circular seating area features five wooden chairs arranged around a central fire pit, situated on a pebbled surface. Lush green grass surrounds the area, and a scenic view of the lake and dock is visible in the background, framed by trees.
Cottage in Gilbertsville
4.93 out of 5 average rating, 178 reviews

Private guest house with lakefront views

16 miles from Patti’s 1880’s settlement in Grand Rivers, 30 miles from Paducah, and 30 miles from Murray. Come retreat to the dock of this sustainable getaway and gaze out on the beautiful Kentucky lake sunrise. Take an early morning stroll down the neighboring walking path that leads to a water surrounded peninsula. Come sit bonfire side and enjoy the twinkling constellations of this remote area. This is the perfect getaway with friends or family to experience what Kentucky lake has to offer.

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
4.99 out of 5 average rating, 457 reviews

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.

Top guest favourite
Cottage in Monticello
5 out of 5 average rating, 108 reviews

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.

Top guest favourite
A vibrant inground pool is surrounded by colorful floating lounge mats and umbrellas, offering a leisurely space. Nearby, various outdoor games are positioned, including large Jenga and Connect Four. Kayaks and paddle boards can be seen docked at the water's edge, inviting exploration of the lake.
Cottage in Crittenden
5 out of 5 average rating, 142 reviews

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

Top guest favourite
A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.
Cottage in Hodgenville
4.98 out of 5 average rating, 257 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Top guest favourite
The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.
Cottage in Coxs Creek
4.96 out of 5 average rating, 160 reviews

Bourbon Way Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Top guest favourite
The exterior of Elk Creek Cottage is showcased, featuring a wooden facade surrounded by trees in autumn hues. A gravel driveway leads to the steps, and a spacious porch is visible with seating areas under an overhang, inviting guests to enjoy the natural surroundings.
Cottage in Bell County
4.99 out of 5 average rating, 352 reviews

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement

“Elk Creek Cottage” borders Cumberland Gap National Historical Park property--the pathway to the west, trailblazed by Daniel Boone himself! Stay and hike to Hensley Settlement or Shillalah Creek Falls, or relax with a cup of coffee on the porch surrounded by nature. Only a scenic twenty-minute drive to Middlesboro or Pineville, KY separates you from the "city." Come enjoy the peace and quiet that Elk Creek Cottage has to offer.

Top 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
4.92 out of 5 average rating, 126 reviews

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!

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