Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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Guest favourite
Home in Millwood
4.94 out of 5 average rating, 146 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!

Superhost
A spacious living area features high wooden beams and large windows allowing natural light. Comfortable seating is provided by a dark sofa and bright green chair. A round coffee table sits atop a stylish patterned rug, enhancing the inviting, open atmosphere. The kitchen is visible in the background.
Home in Leitchfield
4.87 out of 5 average rating, 132 reviews

Luxury cabin 5 min to Nolin Lake

Eagles Nest - Private, serene completely renovated 4 bedroom 3 full bath home 5 min to Nolin Lake (Moutadiere Marina) & 40 min to Mammoth Cave. Unique, stylish decor, luxurious linens, hot tub, firepit, full Margaritaville styled bar w pool table, pac man machine & dance area. 60 ft covered deck w/ dining area, conversation & outdoor sleeping area. Kitchen has everything you need to prep full meals, bedrooms w/ amazing mattresses, 5 flat screen TV's. Back patio has blackstone & gas grill.

Top guest favourite
Home in Leitchfield
4.99 out of 5 average rating, 142 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
4.95 out of 5 average rating, 132 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.

Top guest favourite
Home in Leitchfield
4.98 out of 5 average rating, 129 reviews

Awesome Mammoth Cave & Nolin Lake

Relax and enjoy this peaceful home at Nolin Lake. Located in the lake community of Annetta/Ambassador Shores. Lake access is about a 10-minute walk or 6/10 mile to the ramp. Rent a dock or boat (seasonally) at Moutedier Marina. Nolin State Park is close. Fishing & hiking in the area. Early mornings & dusk are best times to see our resident deer. Fire-pit in front yard, firewood available. Mammoth Cave & Dinosaur World about 30 miles away. 30 miles to Glendale. About 20 minutes to Leitchfield.

Superhost
Home in Cub Run
4.81 out of 5 average rating, 122 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

Top guest favourite
A cozy corner of the studio features a mustard yellow couch adorned with a patterned pillow, positioned against a textured wall. Framed mirrors and decorative wall art are arranged artfully above, while a lamp adds a warm glow beside a small, round table.
Flat in Leitchfield
4.97 out of 5 average rating, 33 reviews

The Chassedi / Historic Downtown Hotel / Studio

Welcome to The Chassedi! This newly renovated 1-King bedroom / 1-bathroom studio creates a unique and fun environment. You will enjoy lots of natural light with a spacious open concept for the living, kitchen, dining area and bedroom. With a fully equipped kitchenette, you can make a quick meal or enjoy the easy access to the city's shopping, dining, & entertainment venues. You will be comfortable in this fun and unique apartment inside the Historic Alexander Hotel. #kentucky #leitchfield

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, 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.

Superhost
Home in Leitchfield
5 out of 5 average rating, 26 reviews

Lake House on Rough River!

Relax at this new custom lake house with family and friends! It is located in Holiday Rough Subdivision on Rough River Lake approximately 10 minutes from Leitchfield, KY. In the evenings sit out on the porch or around the fire pit and enjoy the peaceful surroundings. You are only a 1-2 minute walk or drive from the public boat ramp. It is only located approximately one hour from Mammoth Cave National Park. There is a dedicated workspace for your remote work and high speed internet.

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, 16 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
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
4.86 out of 5 average rating, 112 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
Home in Hudson
5 out of 5 average rating, 4 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.

Popular amenities for Grayson County holiday rentals