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, 30 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

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

The front exterior showcases a charming Craftsman home with gray siding and white trim. A covered porch features white railings and steps leading to a landscaped yard with shrubbery. Bright blue skies create a welcoming atmosphere, highlighting the home's inviting entrance.

Home in Leitchfield

5 out of 5 average rating, 17 reviews

-Magnolia On Main- Central locale near the Square

Completely remodeled in 2023, this charming Craftsman in the heart of Leitchfield is walkable to Boutiques, the Storehouse Coffee, the Spa on Main & the Historic Jack Thomas House. You are sure to feel at home in this spacious 3 BR home with easy access to parks, groceries & our revitalized town square. Magnolia on Main is nestled between Rough River & Nolin Lake & only minutes from the Leitchfield Aquatic Center, Industrial Park & Owensboro Twin Lakes Hospital. 3 minutes from Western Ky Pkwy.

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.

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, 22 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.

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

4.86 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!

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, 24 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, 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

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

4.74 out of 5 average rating, 237 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, 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.