Holiday rentals in Perryville

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.

Location · Value · Walkability

Vintage Charm. Walk to Centre College & Main St

This charming 3 bedroom home is located in the historic district of Danville, KY. Located just one block from Centre College and within walking distance to downtown. This beautifully decorated home blends timeless character with modern comfort. There are 3 comfortable bedrooms and 2 full baths, a fully equipped kitchen & convenient washer and dryer. Step out back to a lounging area under a pergola and enjoy the cozy fire table. Sip your coffee or glass of wine on either front or back porches.

Family · Location · Quiet

The Beaumont Parlor, 8 miles to Shaker Village

It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg

Value · Family · Getting around

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.

Location · Value · Long stay

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 .***

Value · Family · Comfort

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.

Family · Value · Quiet

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!

Location · Family · Condition

The Residence-Luxury 3 BR apartment in Danville

In the heart of Kentucky bluegrass and bourbon country, welcome to Danville's premier luxury apartment, The Residence on Main. Located in a 100+ year old historic property overlooking the Main Street historic district, The Residence is a 2300 sq ft 3 bedroom, 2 bath home that's perfect for entertaining or just enjoying the relaxing amenities of home. Family-friendly amenities are included in your stay!

Value · Location · Kitchen

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.

Family · Value · Condition

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

Location · Family · Pets

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.

Location · Indoor spaces · Amenities

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!

Location · Family · Layout