Holiday houses 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, 154 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 spacious living area features a comfortable sectional sofa accented by a plaid throw. Two black chairs are positioned beside a round wooden table. The kitchen showcases modern cabinetry and a cozy dining setup, with large windows allowing natural light.
Bungalow in Leitchfield
4.94 out of 5 average rating, 145 reviews

Cozy cottage 5 min to Nolin Lake

Welcome to the "Buffalo Bungalow"! Fully renovated, gorgeous 2 bedroom cottage w/ included camper (3rd bedroom). Patio, hot tub, Blackstone griddle, gas grill, fire pit. Cowboy style camper w/ bar, video game & poker table. Master bedroom features king size bed, 2nd bedroom a queen bed, camper w queen. Luxury linens. 3 smart TV's w/ Netflix. Cozy living room, kitchen w/ all you need to cook & a frig. 5 min to Nolin Lake & 20 min to Mammoth Cave. Plenty of space for parking your lake toys.

Guest favourite
A spacious deck is highlighted by several green Adirondack chairs and a picnic table beneath a wooden pergola with string lights. A hot tub is visible nearby, with a natural setting of trees in the background and a colorful sky at dusk.
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
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, 32 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.

Guest favourite
The exterior of a charming two-story building features a white façade, complemented by brick accents. Large windows allow natural light to enter, while a welcoming porch showcases seating arrangements. A clear blue sky frames the structure, emphasizing its inviting presence in a casual neighborhood setting.
Apartment in Leitchfield
4.86 out of 5 average rating, 76 reviews

Charm At 401

Charming 2 bedroom, 1 bath, 2nd floor apartment in the heart of Leitchfield. Fully furnished and tastefully decorated. Minutes from shopping, dining, and a short drive to both Nolin and Rough River Lake. Luxury Pottery Barn linens and high end furniture throughout the unit. The unit is above 2 office spaces. We try to work from home when hosting, but please understand you may see us during your stay. We always alert the guest before entry. The offices are locked off from the main entrance.

Guest favourite
Cabin in Leitchfield
4.9 out of 5 average rating, 186 reviews

Rough River Lake Vacation Rentals hot tub WIFI

Our beautiful custom waterfront cabin is a perfect getaway for couples and small families. We are located on Mercer Creek Cove. The cabin is very relaxing and private. There is a boat ramp in the subdivision for your use. All bedding and bath towels are included. Kitchen is fully equipped, direct tv on 3 large flat screen TVs. Gas grill we provide the propane, custom built in bonfire pit just steps from the water. Hot tub that overlooks the Cove, private outdoor shower. We now have WIFI!

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.
Apartment in Leitchfield
5 out of 5 average rating, 28 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.

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, 119 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.
Guesthouse in Leitchfield
5 out of 5 average rating, 171 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
The exterior of a charming single-story home is presented, featuring a well-maintained lawn with green grass. The house displays white siding and black shutters, with a welcoming front porch. Surrounding trees offer shade, enhancing the inviting outdoor space.
Home in Leitchfield
4.95 out of 5 average rating, 20 reviews

3 Bedroom Home Near Park

Charming 3 bedroom, 1 bathroom home with recent updates! Enjoy modern comforts in a spacious, stylish setting. Located across from a park and fire department, it's perfect for families or groups. Features include a well-equipped kitchen, cozy bedrooms, and a bright living area. Steps away from green spaces and local amenities. Your ideal home away from home! Enjoy easy access to everything from this perfectly located home base.

Guest favourite
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
4.84 out of 5 average rating, 208 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!

Top Guest favourite
A covered patio area features a wooden ceiling with visible wooden beams and ceiling fan. Seating arrangements consist of wicker chairs positioned around a table, complemented by potted ferns. Natural greenery surrounds the space, enhancing the serene outdoor setting.
Cottage in Falls of Rough
4.92 out of 5 average rating, 127 reviews

Cooter Valley on The Rough

Cooter Valley is a newly built cottage in the secluded Indian Valley Neighborhood! Take a 5 minute stroll to the boat ramp to fish or relax by the camp fire. Use our 2 kayaks or bring your own boat! Enjoy our large covered patio where u can see and hear the water…it has a smart tv, pellet/gas grill, outdoor games & lots of seating! You’ll see why it’s our guest favorite spot!

Popular amenities for Grayson County holiday rentals