Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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

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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
4.97 out of 5 average rating, 157 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.

Guest favourite
A covered outdoor area features a hot tub with bubbling water, surrounded by wooden decking. String lights are strung overhead, creating a cozy ambiance. Lounge chairs are positioned nearby, with greenery visible in the background, providing a peaceful natural setting.
Cottage in Hudson
4.95 out of 5 average rating, 127 reviews

Hot Tub, Large game area, summer time at the river

Cozy 3 bed 2 bath home nestled right along the banks of Rough River with little boat traffic. A community boat ramp is conveniently located behind house and the main lake is only a 15 min boat ride away. Only a short drive to the beaches of Rough River State Park. Plenty of sleeping area with King and Queen bedrooms and a Bunk room with 5 twin beds. The oversized garage will store a boat or kayaks while you visit. Enjoy a game of ping pong, pool or cozy up by the firepit!! Perfect for fishing!!

Guest favourite
Home in Clarkson
4.89 out of 5 average rating, 19 reviews

Cozy Retreat w/ Hot Tub, Fire Pit & Outdoor Dining

Reconnect and unwind at Twin Waters Retreat at Nolin Lake. Enjoy soaking in the hot tub after a long day of activities, circle up by the fire pit while taking in the views of nature, share a home cooked meal together at the picnic tables, and entertain everyone for hours with a game of foosball, corn hole, or arcade games. Set on over an acre of land, Twin Waters feels private and secluded, yet is just 1 mile from the community boat ramp and minutes to Wax Marina. Your lakeside escape awaits!

Guest favourite
A charming log cabin is illuminated at night, showcasing warm lighting that highlights its rustic architecture. A front porch extends along the cabin, providing a welcoming entrance. Surrounding grass features a natural landscape, enhancing the cabin's peaceful setting.
Cabin in Falls of Rough
4.91 out of 5 average rating, 34 reviews

Geno and Rocco's 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, and 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 are welcome.

Top guest favourite
A spacious outdoor living area features comfortable wicker seating arranged around a central coffee table, with a large dining table in the background. A gas grill is present, and the space is surrounded by greenery, providing a serene atmosphere for relaxation.
Home in Falls of Rough
5 out of 5 average rating, 23 reviews

Porch-lovers paradise! Sleeps 11-12

Relax with family and friends at this peaceful place to stay. Welcome to our 3BR 2BA fully equipped lake house with an amazing outdoor entertainment space. Enjoy the sunrise on the covered front porch, and sunset on the covered back patio with a view of the lake. Equipped to sleep 11 people comfortably, ample parking space for cars and all of your toys. Two driveway entry points, electric car charger outlet. Less than a mile from the public boat ramp! We allow pets but must be authorized.

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, 34 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.

Top guest favourite
A dining area features a wooden table surrounded by six chairs, set against a backdrop of exposed brick walls and large windows. The adjacent living space contains a cozy seating arrangement with a sofa and armchairs, illuminated by warm light fixtures.
Flat in Leitchfield
5 out of 5 average rating, 30 reviews

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

Welcome to The Eleanor! This newly renovated 2-bedroom (1 King & 1 Queen) / 2-bathroom historic suite gives elegant big city vibes. You will enjoy natural light in every room with a panoramic view of the downtown square. 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 elegant and unique stay inside the Historic 1935 Alexander Hotel.

Superhost
Home in Leitchfield
4.85 out of 5 average rating, 139 reviews

Nolin Lake Retreat 4 BR, Firepit, Lg cover deck

Eagles Nest - Private family getaway! Completely renovated 4 bedroom 3 full bath 5 min to Nolin Lake (Moutadiere Marina) & 40 min to Mammoth Cave. Unique, stylish decor, luxurious linens, HOT TUB, firepit, full Margaritaville styled bar w pool table, pac man machine & dance area. 60 ft covered deck w/ dining area, conversation area. Kitchen has everything you need to prep full meals, bedrooms w/ amazing mattresses, 5 flat screen TV's. Back patio has blackstone & gas grill.

Guest favourite
Cabin in Cub Run
5 out of 5 average rating, 8 reviews

Cozy cabin!

Take a break and unwind at this peaceful cabin near lake nolin !You can relax in the hot tub or soak in the clawfoot tub .Enjoy playing darts,board games and have campfire in the woods by the creek .Enjoy a trip to mammoth cave or rent a boat at wax marina .The restaurants nearby that have excellent food ,the blue holler cafe and wax marina.There is a DG market 10 min away .GPS is not accurate, take waterview lane almost to the dead end and it’s on top the hill on the right .

Superhost
A spacious living area features two recliners and a black dining table with six chairs. Large windows allow natural light to fill the space. The modern kitchen is equipped with stainless appliances, visible through an open design, while a ceiling fan provides air circulation.
Home in Leitchfield
4.88 out of 5 average rating, 26 reviews

Hip 2 Bedroom Home - Leitchfield

Refreshed in September 2024! Located in a rural, quiet town off the WK Parkway in Leitchfield. We are in a great central location to Elizabethtown, Mammoth Cave and Rough River & Nolin Lakes. This 850 sq. ft. home features 2 bedrooms and 1 small full bath, and large HDTVs. You’ll find stainless appliances, a Keurig, pots, pans and other necessities in the kitchen. In the bedrooms you'll find a comfortable memory foam bed as well as a TV, nightstand, dresser and desk.

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, 124 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

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
4.99 out of 5 average rating, 174 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.

Popular amenities for Grayson County holiday rentals