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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
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, 111 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.

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, 148 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.

Superhost
Home in Clarkson
5 out of 5 average rating, 3 reviews

Family-friendly Clarkson retreat w/ spacious yard!

Experience the perfect blend of space, comfort and modern style at this spacious two-story retreat. The home features four comfortable bedrooms, three and a half baths, and seven beds accommodating up to eleven guests. Gather in the cozy living area with a smart TV and fireplace, cook with ease in the fully equipped kitchen with modern appliances, or unwind in the private backyard. With modern amenities and ample parking, this home offers plenty of room to relax and enjoy Kentucky together.

Guest favourite
Cabin in Leitchfield
4.9 out of 5 average rating, 183 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.
Flat 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, 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

Guest favourite
A single-story home with a light gray exterior features multiple large windows that allow natural light to brighten the living spaces. The front porch is accessible, and the well-maintained lawn complements the surrounding greenery.
Home in Leitchfield
4.91 out of 5 average rating, 45 reviews

New! Refreshed 3 Bedroom Home in Leitchfield

This newly renovated home is 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 1700 sq. ft. home features 3 bedrooms and 1 bathroom, and TVs. 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, and dresser.

Superhost
Home in Hudson
5 out of 5 average rating, 7 reviews

Rough River Lakeside Cottage- Epic Views!

Fully renovated lakefront home on Rough River Lake with private dock and water access. Enjoy panoramic views, a serene pond with fountain, and a charming gazebo for outdoor dinners. Multiple porch swings and spacious decks invite you to unwind, while modern comforts make this retreat perfect for family or couples. A true place of respite, relaxation, and connection by the lake.The whole group will be comfortable in this spacious and unique space.

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, 166 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
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, 194 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 seating area features two comfortable leather couches, arranged around a wooden coffee table. Natural light filters through sheer curtains at a large window, which overlooks a wooded area outside. Magazines are casually placed on the coffee table.
Flat in Caneyville
4.97 out of 5 average rating, 38 reviews

Country Livin'

This little gem sets by itself way out in the country but still on a main road. Peaceful and relaxing whether you are just passing through, taking in a concert or trying to spend a little time far away from the hustle and bustle of the city. No matter why you are here, your time will be comfortable and carefree in this new construction that has all the amenities needed for your comfort.

Top guest favourite
Cottage in Falls of Rough
4.92 out of 5 average rating, 126 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

  1. Airbnb
  2. United States
  3. Kentucky
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