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, 148 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!

Guest favourite
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, 34 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 Park

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
A covered deck area features a circular table surrounded by four metal chairs, set against a backdrop of lush green trees. The wooden structure provides a shaded space, ideal for outdoor dining or relaxation.
Home in Leitchfield
4.98 out of 5 average rating, 130 reviews

Awesome Mammoth Cave and 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.

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, 34 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

Top guest favourite
Home in Falls of Rough
5 out of 5 average rating, 50 reviews

On The Rocks- Fireplace and Hot tub/365 Lake View!

Beautiful lakefront home, where stunning views and unforgettable sunsets await you! Perfect for outdoor enthusiasts, enjoy activities like kayaking, boating, and fishing just moments from your doorstep. Overlooking the State Park, you’ll have access to live music, boat rentals, and delightful dining options. Enjoy our fireplace, firepits, hot tub, game room, and very well stocked kitchen to cook with ease. Relax and unwind in a cozy atmosphere that offers both adventure and tranquility.

Top guest favourite
A fire pit with a stone surround is centered in a grassy area, with several blue Adirondack chairs arranged around it. The two-story home is visible in the background, featuring a spacious deck and large windows that reflect the surrounding greenery.
Home in Cub Run
4.97 out of 5 average rating, 63 reviews

Stunning Home Near Nolin Lake: Hot Tub + Fire Pit!

Discover the perfect escape at this 3-bedroom, 2.5-bathroom vacation rental in Cub Run! Located just minutes from Mammoth Cave National Park and Nolin Lake, this home offers easy access to hiking trails, cave tours, and endless waterfront adventures. After a day of exploration, soak in the hot tub or gather around the fire pit under the starry sky. With its comfortable accommodations, convenient location, and proximity to top attractions, this property is one you don’t want to miss

Superhost
Home in Leitchfield
4.87 out of 5 average rating, 132 reviews

Nolin Lake Retreat 4 BR, Firepit, Lg cover deck

Eagles Nest - Private family getaway! Completely renovated 4 bedroom 3 full bath 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 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.

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, 113 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, 76 reviews

25 min to Mammoth Cave, Wooded Cabin at Nolin Lake

Mammoth Cave: 25 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.

Guest favourite
A single-story home with a light gray exterior features multiple large windows that allow natural light to brighten the living spaces. The front porch is accessible, and the well-maintained lawn complements the surrounding greenery.
Home in Leitchfield
4.93 out of 5 average rating, 42 reviews

New! Refreshed 3 Bedroom Home in Leitchfield

This newly renovated home is 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 1700 sq. ft. home features 3 bedrooms and 1 bathroom, and TVs. 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, and dresser.

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.

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