Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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Top guest favourite
A dining area features a rustic table surrounded by black chairs, complemented by decorative wall art made of woven circles. A light fixture hangs above, while a marble countertop is visible in the foreground, showcasing a plate of cookies and a fruit display.
Flat in Leitchfield
5 out of 5 average rating, 26 reviews

The Alexander Hotel -The McKinzie Suite- 2BR/2Bath

Welcome to The McKinzie! This newly renovated 2-King bedroom / 2-bathroom penthouse gives big city vibes. You will enjoy natural light in every room with a spacious open concept for the living, kitchen and dining area. With a fully equipped kitchen, you can cook a 5-star meal or walk outside and enjoy the easy access to the city's shopping, dining, & entertainment venues. Your whole group will be comfortable in this fun and unique apartment inside the Historic 1935 Alexander Hotel. #leitchfield

Top guest favourite
An outdoor hot tub is nestled in a gravel area surrounded by trees, softly illuminated by hanging string lights. A wood fire pit and picnic table are nearby, creating a cozy setting for relaxation under the evening sky.
Cabin in Cub Run
4.96 out of 5 average rating, 109 reviews

Cozy Log Cabin+HotTub Mammoth Cave NP Nolin Lake

🌲Welcome to Haven at Mammoth Caves | Your Private Lakeside Escape on Nolin Lake. Step into pure relaxation, beautifully crafted cozy log cabin perfectly tucked away among towering trees and perched on a peaceful bluff overlooking the shimmering waters of Nolin Lake. From the moment you arrive, you’ll feel wrapped in privacy, comfort, and nature - recipe for unforgettable memories. Unwind in the hottub, quiet evenings around the firepit. Every moment here feels like a deep, refreshing exhale.

Top guest favourite
A charming single-level house features a blue metal roof and white siding. The front porch is furnished with rocking chairs and a welcoming entrance. A spacious lawn surrounds the home, with visible trees and utility poles in the background.
Home in Leitchfield
4.98 out of 5 average rating, 145 reviews

Nana and Pa’s Place

At Nana and Pa’s Place we want you to feel right at home. Great place to stop & rest during your travels, or stay a few days and enjoy the slow pace of a small community. Comfy beds. Sofa bed has memory foam topper. Coloring books, toys, board/card games, light reading material. Fire pit & charcoal grill, wood & charcoal provided. Fully equipped kitchen and utility. Just 45 min. to Elizabethtown or Bowling Green. 60 min. to Louisville or Owensboro. 10min. to Leitchfield Restaurants and HOSPITAL.

Top guest favourite
A covered deck area features a circular table surrounded by four metal chairs, set against a backdrop of lush green trees. The wooden structure provides a shaded space, ideal for outdoor dining or relaxation.
Home in Leitchfield
4.98 out of 5 average rating, 135 reviews

Special Nolin Lake & Magnificent Mammoth Cave

Relax and enjoy this peaceful home at Nolin Lake. Located in the lake community of Annetta/Ambassador Shores. Lake access is about a 10-minute walk or 6/10 mile to the ramp. Rent a dock or boat (seasonally) at Moutedier Marina. Nolin State Park is close. Fishing & hiking in the area. Early mornings & dusk are best times to see our resident deer. Fire-pit in front yard, firewood available. Mammoth Cave & Dinosaur World about 30 miles away. 30 miles to Glendale. About 20 minutes to Leitchfield.

Superhost
A cabin exterior is illuminated at dusk, showcasing its wooden log structure with a steeply pitched roof. A spacious front porch features decorative lighting and a central green door, inviting visitors to enjoy the outdoors. The surroundings are tranquil, complemented by a clear evening sky.
Cabin in Falls of Rough
4.88 out of 5 average rating, 57 reviews

Doc's Place at Rough River, Lake Front Cabin

Escape to this cozy 2-bedroom, 1-bath cabin at Rough River Lake! Sleeping 6 with 3 beds, it overlooks the river banks and offers a fire pit area, picnic table, plus a front porch with rocking chairs. The kitchen is fully stocked with all-new pots, pans, dishes, and a coffee maker. Enjoy the provided indoor/outdoor games, bikes, books, fishing, kayaking, and a nearby golf course. Smart TV'S and high-speed WiFi for streaming available. Need something else? —just ask! As always pets welcomed!

Top guest favourite
Steps lead through a wooded area towards a serene lake visible through the trees. Sunlight filters through the leaves, casting a dappled light on the path. A kayak is partially visible along the water's edge, inviting guests to explore the outdoors.
Home in Leitchfield
4.97 out of 5 average rating, 29 reviews

The Lake House at Rough River

Bring the whole family to this Lake front property with lots of room for fun! Enjoy the lake and swimming just steps from the screened in deck! Divided on three levels are 4 spacious bedrooms, 2.5 baths, open concept kitchen and living, 2 living areas, and 3 decks to enjoy! There are two sets of stairs inside the home and steps outside the home. Please keep this in mind when booking! Rough River Lake is a U.S. Army Corps of Engineers waterway. The water level fluctuates with the season.

Superhost
A spacious outdoor deck features a circular arrangement of red Adirondack chairs surrounding a fire pit. A shaded dining area with a black umbrella is visible alongside a seating area. The cabin's exterior, clad in dark wood, is set within a serene forest backdrop.
Cabin in Peonia
4.84 out of 5 average rating, 172 reviews

Nolin Cabin Experience w/ Hot Tub

Welcome to the Ponderosa! This unique lake getaway includes a quaint Amish built cabin , Kitchen house, and 2 bed bunk house. All connect to a HUGE wrap around deck built to entertain and relax on. Small, simple, and set up for a relaxing get away with the family! This property has a wide walking trail down to the redline. Private gated entry and ample parking for many cars/trailers. Boat rentals and rental docks are available at nearby Ponderosa Marina and Wax Marina. NEW HOT TUB!

Guest favourite
The living area features a cozy seating arrangement and a small television unit. A door leads to an outdoor area, allowing natural light to brighten the space. A wooden dining table and chairs are visible, along with warm wooden flooring that enhances the inviting atmosphere.
Holiday home in Leitchfield
4.86 out of 5 average rating, 115 reviews

My Blessing 5, at Rough River Lake area!

Rough River Lake Area, Cozy, peaceful apartment, in a Christian community, in McDaniel's, KY. Near Rough River State Park. Campgrounds nearby, 60 minutes to Mammoth Cave National Park. Lake beaches nearby. 45 minutes from Glendale. There is not room for boats or trailers, only for two vehicles per apartment. A good place to get away from the noise of the big cities, great to rest and enjoy nature. Our address is 14409 South Hwy 259, Apt. 5, Leitchfield, KY 42754

Superhost
A quaint cabin is nestled among tall trees, featuring a shaded porch with seating. The yard is covered in gravel, providing space for outdoor activities. A fenced area is indicated, suggesting a separation for pets and enhancing the private, serene environment of the property.
Cabin in Falls of Rough
4.76 out of 5 average rating, 227 reviews

Rough River Lake Cabin close to ramp pet friendly!

Quaint little cabin in the Indian Valley neighborhood of Rough River Lake with WiFi. The community boat ramp is convenient for fisherman and recreational boaters with plenty of parking both at the ramp and cabin for the boats! Nearby attractions are Rough River, Nolan Lake (40 miles), Mammoth Cave (45 miles), Lafayette Golf Club, and many more. 15 minutes from Leitchfield 50 minutes from Owensboro 1:20 minutes from Louisville 30 minutes from Hardinsburg

Top guest favourite
A television is positioned on a dark wooden stand beneath a decorative sign that reads 'FAMILY.' A potted plant adds a touch of greenery on the stand. Light-colored walls and a door with a window create a welcoming atmosphere.
Guest house in Leitchfield
5 out of 5 average rating, 161 reviews

The Treehouse

Keep it simple at this peaceful and centrally-located 2 bedroom, 1 bath second floor apartment. Fully furnished, cozy, and located right in the center of Leitchfield. Also centrally located between Rough River (10 minutes) and Nolin lake (22 minutes) with room for boat trailer parking. With restaurants and grocery stores less than 5 minutes away, this apartment is also perfect for extended stays. Both bedrooms are furnished with queen beds.

Superhost
Cabin in Hudson
4.76 out of 5 average rating, 25 reviews

Rough River Lake Cabin- Stunning views, Hot tub!

Renovated lakefront cabin at Rough River Lake with stunning elevated views. Enjoy spacious decks, a hot tub overlooking the water, and the soothing sounds of a private pond with a fountain. Blending rustic charm and modern comfort, this peaceful retreat is perfect for couples or families seeking relaxation, privacy, and connection. From morning coffee by the fountain to evenings under the stars, every moment here is designed for serenity.

Superhost
A peaceful covered porch is visible, featuring two red rocking chairs. Lush green grass extends from the porch to the riverbank, where a calm river flows, and a fire pit is located nearby. Trees provide shade and enhance the serene outdoor setting.
Cabin in Falls of Rough
4.83 out of 5 average rating, 190 reviews

Waterfront Cabin with Hot Tub

Relax with the whole family in this adorable riverfront cabin. Gather around a campfire, cookout, fish, kayak, or go for a dip in the hot tub all from the backyard. And if that's not enough, take a stroll around the resort and immerse yourself in the beautiful scenery, historic falls and Green Farm, golf course clubhouse, and more! Oh and don't forget Rough River Lake and the State Park are just minutes away!

Popular amenities for Grayson County holiday rentals