Holiday rentals in Perryville

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Top-rated holiday rentals in Perryville

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Top guest favourite
Two goats are visible inside their stall, with one wearing a pink collar. The wooden walls of the stall are complemented by a soft light from a lantern overhead. Straw covers the floor, creating a cozy environment for the animals.
Farm stay in Berea
4.96 out of 5 average rating, 240 reviews

Stable Suite on Farm, with view of Goats’ Stall.

Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite, featured in the hit series 50 States in 50 Days, is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall! The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

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, 296 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 spacious living area features warm wooden flooring and a traditional fireplace surrounded by a brick facade. Two armchairs are positioned near the fireplace, while a decorative cabinet adds character. Natural light filters through large windows, enhancing the welcoming ambiance.
Home in Perryville
4.97 out of 5 average rating, 63 reviews

Historical Haven

Historical Haven is a unique cottage that will not disappoint. This renovated circa 1840 Dry Goods store is located on Merchants Row. Take a step back in time as you visit one of the only intact 19th-century mercantile districts in the nation. Enjoy a historical walking tour and do some shopping as you take in the scenery. With riverside views and a large deck it’s an ideal place to stay for a Bourbon Trail excursion, visiting Centre College, enjoying area attractions, or just relax and unwind.

Top guest favourite
The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.
Home in Lawrenceburg
4.97 out of 5 average rating, 166 reviews

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

Top guest favourite
The charming bungalow features a cozy front porch with wooden accents and an inviting entrance. The exterior combines green siding and natural wood shingles, surrounded by well-maintained landscaping. A pathway leads to the door, framed by neatly trimmed bushes, offering a welcoming sight.
Bungalow in Danville
4.96 out of 5 average rating, 178 reviews

WildernessTrace BarrelProof *Hottub/firepit*

Whether you’re here for Centre College, the Bourbon Trail, or romantic getaway, you’ll find this 2 bedroom bungalow exceeds expectations. This home is conveniently located 2 1/2 blocks from Main St. so you can enjoy a nice walk to dinner to one of Danvilles restaurants. The home features a bourbon theme throughout with knick knacks from “The Mandalorian.” From barrel barrel head tables, staves, bourbon bottle lamps, and other bourbon distillery keepsakes, this house is first class throughout.

Top guest favourite
An elegant two-story white barn structure is set against a blue sky dotted with clouds. A prominent cupola with a weather vane crowns the roof. Trimmed bushes and small trees flank the sides, adding greenery to the scenic rural landscape.
Farm stay in Springfield
4.98 out of 5 average rating, 674 reviews

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Top guest favourite
A spacious living room showcases a sectional sofa adorned with yellow accent pillows. A wooden coffee table sits atop a striped rug, while a mounted TV and an electric fireplace provide modern comforts. Natural light enters through the large windows, enhancing the inviting atmosphere.
Home in Bardstown
5 out of 5 average rating, 105 reviews

Bluegrass and Bourbon - Peace on the Bourbon Trail

Retreat to your peaceful hangout after a day of exploring all that Bardstown and KY have to offer! Relax by the fireplace and stream a movie on the 75" TV, cook a full meal in the well-stocked kitchen, create a unique cocktail with all the tools you could wish for, breathe fresh air on the screened-in porch that borders greenspace, challenge friends to poker in the game room, grill dinner on our charcoal grill, or roast hot dogs and s'mores on the firepit area. This must be the place.

Top guest favourite
A wooden cabin is set against a backdrop of greenery, featuring a spacious wrap-around porch. Sturdy wooden steps lead to the entrance, and large windows provide natural light. The surrounding area is lined with trees, offering a serene and private outdoor setting.
Cabin in Springfield
4.93 out of 5 average rating, 248 reviews

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Guest favourite
The cottage features a welcoming front porch, adorned with hanging flower baskets and a comfortable rocking chair. A decorative outdoor rug and small table with chairs enhance the inviting entrance. Neat landscaping and a concrete walkway lead up to the door, creating an appealing exterior view.
Home in Harrodsburg
4.98 out of 5 average rating, 80 reviews

The Robin's Nest

Welcome to the Robin's Nest, nestled in historical Harrodsburg, Kentucky! This recently remodeled 2-bedroom cottage is located in the heart of downtown, just steps away from boutiques, restaurants, bars and Old Town Park. Step inside The Robin's Nest and be greeted by a warm and inviting atmosphere. The living space is tastefully decorated creating a welcoming environment. Come celebrate the legacy of Harrodsburg the oldest city in Kentucky!

Top guest favourite
Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.
Farm stay in Harrodsburg
4.95 out of 5 average rating, 151 reviews

The Bunkhouse at Big Red Stables

There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

Top guest favourite
The cottage's exterior features a charming red facade with a steep roof, framed by lush greenery. A pathway leads to the welcoming front door, flanked by two tall shrubs. The landscaped garden includes various plants and decorative stones, creating an inviting entrance.
Home in Harrodsburg
4.94 out of 5 average rating, 180 reviews

The Betsy Sweat Cottage.

View the cottage on YouTube listed by the name of the cottage.This home is all Electric . Carbon Monoxide detector located beside bed .There is a KING SIZED bed. …..This is a Small Home. Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away) Lexington ****FYI- There is an additional charge of $30 extra charge for more than 2 guest.. children no extra charge.

Guest favourite
The entrance to the 4th Street Retreat features a welcoming sign and a green door framed by beige siding. Natural light brightens the space, which is complemented by a small porch area. A colorful doormat adds a friendly touch to the entryway.
Flat in Danville
4.93 out of 5 average rating, 100 reviews

Welcome to 4th Street Retreat

A unique, peaceful, and spacious retreat to unwind and relax after a day visiting area sites or a night on the town. Spend time listening to vinyl records or watching a movie in the main living area, reading in the library, watching a throwback DVD or playing games in the loft, an intimate dinner in the dining room or kitchen, or watching the evening wind down from your own private deck.

Popular amenities for Perryville holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Boyle County
  5. Perryville