Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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Guest favourite
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, 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!

Top guest favourite
A charming retreat is nestled among tall trees, highlighted by a welcoming front porch with wooden railings. The exterior features a mix of gray and black siding under a gabled roof, with large windows that allow natural light to fill the space.
Home in Clarkson
4.95 out of 5 average rating, 21 reviews

Modern and Cozy! Fire Pit, Lake, Mammoth Cave

Welcome to our charming retreat nestled near the serene shores of Nolin River Lake, KY. Surrounded by lush trees and the peaceful sounds of nature, this cozy home offers the perfect escape for relaxation and outdoor adventures. Whether you are enjoying a morning coffee on the porch, exploring nearby, or gathering around the fire pit under the stars, our home is designed to provide you with an unforgettable stay. Ideal for nature and lake lovers, families, and those seeking a tranquil getaway!

Superhost
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
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, 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.

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

Beautiful Nolin Lake & Mammoth Cave

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, 120 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 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.

Guest favourite
A stylish living area showcases a leather sofa draped with a red throw and adorned with a white pillow. The kitchenette, featuring dark cabinetry and stainless steel appliances, is illuminated by natural light from the window. Decorative wall art and a neutral rug enhance the inviting ambiance.
Flat in Leitchfield
4.8 out of 5 average rating, 10 reviews

The Alexander Hotel - The Ashton Suite - 1BR/1Bath

Kick back and relax in this calm, stylish space. The Ashton is a 1 Queen Bed/1 bath open concept apartment. Spend an afternoon snuggled up on the Article leather sofa while watching your favorite movie or enjoy the ambience of the electric fireplace. The Ashton has an elegant, yet fun decor. The kitchenette offers a space to cook or you may enjoy the convenience of the location to catch a bite to eat and a do a little shopping. #leitchfield #kentucky #mammothcave #kentuckylakes

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
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, 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

Top guest favourite
Cabin in Cub Run
5 out of 5 average rating, 74 reviews

Wooded "Saltbox Cabin", Lake: 6 min walk, Kayaks!

Mammoth Cave: 50 minute drive Boat Ramp/Swim: 6 minute WALK, or drive down Firepit: 20 PACES Grocery/Marina: 8 minute drive Hiking, biking, mountain biking, spelunking, offroading, horseback riding, boating , river kayaking, fishing, golf, restaurants: 30 minutes or less! Located in the coveted Green Acres Neighborhood on a peninsula of Nolin! Your Saltbox Cabin is nestled on a hillside acre overlooking the wooded gravel road that leads down to the lake.

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, 156 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.

Popular amenities for Grayson County holiday rentals