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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
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, 29 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
The spacious living area features a high wooden ceiling and a large stone fireplace as a focal point. Cozy seating options are arranged near the fireplace, complemented by a braided rug. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Cabin in Cub Run
4.96 out of 5 average rating, 114 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
4.97 out of 5 average rating, 153 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
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, 143 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
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.
Flat in Leitchfield
4.85 out of 5 average rating, 75 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!

Guest favourite
A covered porch features a blue hammock, accompanied by a patterned chair and a small table. Lush greenery and potted plants border the wooden deck, enhancing the outdoor space's inviting feel. Air conditioning units are visible in the windows of the property.
Holiday home in Leitchfield
4.85 out of 5 average rating, 116 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 red cabin is nestled among tall trees with green shutters adorning the windows. A gravel pathway leads to the covered porch, which is flanked by two lounge chairs. A fenced area is visible in the foreground, enhancing the outdoor space.
Cabin in Falls of Rough
4.74 out of 5 average rating, 234 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

Superhost
Home in Hudson
4.85 out of 5 average rating, 13 reviews

Rough River Lakeside Cottage! Epic Views! Hot tub!

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, 170 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.

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, 204 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
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