Vacation rentals in Perryville

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

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.

The Blue Cottage / Walk to Downtown Harrodsburg

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage. Walking distance to Downtown Harrodsburg, this charming ranch home has been completely renovated & the owners spared no expense. Featuring 3 private bedrooms, 1 bath, hardwood floors, instgramable kitchen, and so much more! We are located 12 miles to Wilderness Trail Distillery, 1/2 mile to Haggin Hospital, 8 Miles to Shaker Village, and so much more. Enjoy staying in the oldest city West of the Appalachia

Walking distance to Centre, Main Street, hospital

Grant Place is a 2 bedroom, 2 full bathroom home located on a quiet street within walking distance to Centre College, Norton Center, Ephraim McDowell Hospital and Main Street. Located 4 miles to Wilderness Trail Distillery and 14 miles to Shaker Village. Grant Place is spacious and fully furnished with a well-stocked kitchen. The home features one king bed and one queen bed. We do provide a pack and play if you are traveling with a small child. Enjoy relaxing on our large covered front porch.

The Betsy Sweat Cottage.

View the cottage on YouTube listed by the name of the cottage. Previous Guests have described the interior as (Quirky) …..compliment…August2026 UPDATES —- New flooring in bathroom and kitchen..New queen mattress and arrangement of furniture..This home is all Electric . Carbon Monoxide detector located beside bed .This is a Small Home. Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away). *** Notice. Neighborhood Highlights has Hosts Guidebook info .***

Lofty Lodge on the Bourbon Trail

Come to the Bourbon Trail in the Heart of Kentucky! Stay at our beautiful lodge with large common areas perfect for hanging out! Our space is great for family trips, work retreats, or a couples get away! The lodge is located just 3 miles from from restaurants, groceries, pharmacies and shops. But at the Lodge you will enjoy the peace of the country. We are central to all the bourbon distilleries: 15mi to Maker's mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington and Louisville.

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!

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.

The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village

Discover the Perfect Setting! Nestled on the renowned Bright Leaf Golf Course within the historic town of Harrodsburg, Kentucky, this delightful duplex offers a private two-bedroom, two-bathroom apartment on its left side. Be captivated by nearby attractions such as Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and a plethora of other exciting destinations

Steps to Downtown Danville | Walk to Centre | 2BR

Welcome to a recently updated 2-bedroom, 1-bath stay in downtown Danville. This fun, stylish space blends modern and industrial design with florals and a touch of jungle. Located just behind Burke’s Bakery, you’re steps from shops, coffee, and events, and only a 5–10 minute walk to Centre College. Perfect for visiting students, local events, or a relaxed Bluegrass getaway.

Spacious Family Friendly Home in Downtown Danville

Spacious 4BR home in historic Danville! Just 3 minutes from Centre College and the vibrant downtown district, and minutes from Lake Herrington. Sleeps 10 with 4 king bedrooms (each with a Smart TV) and 3 full baths. Two kitchens, high-speed Wi-Fi, washer/dryer, and free parking. Pet-friendly and perfect for families, campus visits, or Bourbon Trail adventures!

Steps from Centre, miles from stress!

Welcome to our cozy and charming home nestled in the heart of historic Danville, Kentucky—just a short 5-minute walk to Centre College and the vibrant downtown district. Whether you’re here for a campus visit, a weekend escape, or a stop along the famous Bourbon Trail, this is the perfect place to unwind and feel right at home.