Vacation rentals in Perryville

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Top-rated vacation rentals in Perryville

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

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Top guest favorite
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, 73 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.

Superhost
Home in Harrodsburg
4.85 out of 5 average rating, 85 reviews

The Luxe/ Hot Tub/ On Bright Leaf Golf Course

Nestled on the illustrious Bright Leaf Golf Course in the historic town of Harrodsburg, Kentucky, you'll find this charming two-bedroom, two-bathroom apartment. With a host of modern amenities, private deck, a communal fire pit, and more, your stay promises both comfort and convenience. This prime location is your gateway to easy exploration of the local area and visits to attractions like Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and many other destinations.

Guest favorite
The exterior of a charming red barn is shown, featuring white accents and a welcoming front door. A wreath adorns the door, and colorful autumn decorations are placed at the base, complemented by lush greenery and a peaceful sunset backdrop.
Barn in Harrodsburg
4.87 out of 5 average rating, 270 reviews

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

Top guest favorite
A ranch-style home is depicted with a light green exterior and dark shutters. A spacious covered front porch features two rocking chairs and a welcoming entryway, while neatly landscaped shrubs and grass surround the brick pathway leading to the front door.
Home in Danville
4.99 out of 5 average rating, 152 reviews

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.

Top guest favorite
The cottage features a charming exterior with light pink siding and a newly landscaped front yard. A pair of wooden chairs is positioned on the porch, surrounded by blooming flowers and freshly mulched areas, creating a welcoming approach.
Cottage in Danville
5.0 out of 5 average rating, 226 reviews

Quaint cottage in the heart of Danville

Cute renovated cottage in the heart of historic Danville. Walking distance to downtown and all of Centre College. Enjoy local restaurants, the Saturday morning Farmers Market, and the amazing shops on Main Street. The Cottage is fully furnished and beautifully decorated to make your stay comfortable and relaxing. All beds are memory foam mattresses, and all linens are 100% cotton with hypoallergenic fiber filled pillows and comforters. The front porch & deck offer outdoor space to sit a while!

Top guest favorite
An outdoor gathering space is highlighted, featuring a circular structure with a metal façade. Strings of lights create a warm ambiance against the dusk sky. A large flat-screen television is mounted on the wall, complementing the open seating area with various tables and chairs.
Guesthouse in Springfield
4.99 out of 5 average rating, 139 reviews

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.

Top guest favorite
Home in Harrodsburg
4.94 out of 5 average rating, 209 reviews

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 .***

Top guest favorite
A modern, two-story home is set against a backdrop of trees, showcasing a combination of dark siding and warm lights from the windows. A wooden staircase leads to an inviting entrance, while a gravel path provides access to the property.
Home in Harrodsburg
4.97 out of 5 average rating, 59 reviews

Normans Camp - Herrington Lake

Escape to this beautiful 3-bedroom, 3-bathroom home on the serene shores of Herrington Lake in Harrodsburg, KY. Whether you're seeking a peaceful getaway or an adventure-filled vacation, this lakeside retreat offers the perfect blend of comfort, recreation, and natural beauty. With its stunning lake views, prime location, and ample amenities, this Herrington Lake house is your ideal escape for a memorable vacation. Book your stay today and start making memories at this lakeside gem!

Top guest favorite
Home in Harrodsburg
4.97 out of 5 average rating, 110 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!

Guest favorite
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.
Apartment in Danville
4.93 out of 5 average rating, 123 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.

Guest favorite
Home in Danville
5.0 out of 5 average rating, 19 reviews

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.

Superhost
Home in Danville
4.94 out of 5 average rating, 16 reviews

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!

Popular amenities for Perryville vacation rentals