Vacation rentals in Grayson County

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Top-rated vacation rentals in Grayson County

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Guest favorite

A welcoming interior showcases a chalkboard greeting, with a cozy seating area featuring a leather sofa. Warm lighting fixtures hang from the ceiling, illuminating wooden accents and the open layout connecting living spaces. A colorful area rug adds texture to the floor.

Home in Millwood

4.94 out of 5 average rating, 143 reviews

The Shug Shack -close to Mammoth Cave & Beech Bend

The Shug Shack is a Illinois Central Railroad section house built in 1905. Loving restored to capture the feel of an old railroad depot it is on an ACTIVE P&L railroad route, very close to house PLEASE BE AWARE! Many of the original features and materials have been reused while being updated with modern upscale amenities. Well-stocked kitchen & gas fireplace. Has one master bedroom & one bath with two oversize leather chairs that make twin beds. Cozy with lots of charm, it feels like home!

Top guest favorite

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

4.99 out of 5 average rating, 140 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 favorite

A screened-in porch area features a hot tub adjacent to the water, with two cozy towels hanging on hooks. The wooden deck displays a serene view of the adjacent lake, framed by lush greenery.

Home in Mammoth Cave

4.97 out of 5 average rating, 29 reviews

NEW! Nolin Lakefront, Hot Tub, Kayaks, Fishing

Welcome to your perfect lakeside escape! This small, cozy cottage sits on a serene pointe overlooking Nolin Lake and offers an ideal mix of comfort and natural beauty. Our property offers shoreline access to the lake for swimming and kayak launching. We are prohibited from allowing guests usage of the dock but you may use the dock path for kayak launching. Enjoy stunning panoramic lake views, screened porch, hot tub, fire pit, corn hole, board games and more. 15 miles to Mammoth Cave Nat Par

Guest favorite

Cottage in Hudson

4.95 out of 5 average rating, 122 reviews

Hot Tub, Large game area, Ready for the holidays!

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!!

Superhost

Home in Cub Run

4.81 out of 5 average rating, 118 reviews

The Brin @ Nolin - 3 Bdr. w/King Suite - Boat Ramp

You'll Feel Right at Home at This Charming 3 Bedroom Cottage @ Nolin Lake. Master Suite w/ King-Size Bed & Living Area. Close to Mammoth Cave (40 min) & Nolin Lake State Park (5 min). Only 1/4 mi to Boat Ramp Where You Can Launch Your Boat, Swim & Fish. The Outdoor Space Is Secluded and Surrounded by Woods. The Pergola Is the Perfect Spot to Relax and Take In the Sounds of Nature. Freestanding Immersion Tub & Double Vanity Glass Bowl Sinks. *Fast Wi-Fi *Grill *Fire Pit *Smart TV's w/ Roku

Guest favorite

A modern studio layout is featured, showcasing a king bed with an orange throw, a cozy sofa with decorative pillows, and a coffee table. A small dining area with bar stools is visible. Natural light streams in through large windows, accentuating the warm wooden flooring.

Apartment in Leitchfield

4.92 out of 5 average rating, 13 reviews

The Alexander Hotel-The Jackson Suite- Studio

Welcome to The Jackson! This newly renovated spacious studio is one of our fan favorites. You will enjoy lots of natural light and room access to the outdoor courtyard. This open space has a living, kitchen, dining area, king bed, and sofa sleeper. With a fully equipped kitchenette, you can cook a quick meal or walk outside & enjoy the easy access to the city's shopping, dining, & entertainment venues. We think you will love the Jackson in the Historic Alexander Hotel. #leitchfield #kentucky

Guest favorite

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, 70 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 favorite

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

4.89 out of 5 average rating, 28 reviews

Geno and Rocco's Place

Scenic Cabin Retreat – Falls of Rough Getaway Unwind in this charming rustic cabin, nestled among nature’s beauty. Featuring a loft with two double beds and a private master bedroom with a queen bed, it’s perfect for families, couples, or small groups. Step outside to a fire pit and grills, or explore scenic hiking and biking trails, peaceful fishing spots, and the historic Falls of Rough mill. A nearby resort offers golf and more! Adventure and relaxation await—book your stay today!

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

4.87 out of 5 average rating, 15 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 favorite

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.

Vacation home in Leitchfield

4.86 out of 5 average rating, 108 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

4.75 out of 5 average rating, 215 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 favorite

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, 147 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.