Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.98 out of 5 average rating, 162 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 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
5.0 out of 5 average rating, 33 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

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, 136 reviews

Hot Tub, Large game area, book fall dates today!

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!!

Top guest favourite
Home in Grayson County
5.0 out of 5 average rating, 27 reviews

Private Lake Home w/FirePit, Arcade, & Game Table

Forget your worries in this spacious and serene lakehouse with tons of outdoor space! This home nestled on 4.5 acres only 2.2 miles from the Iberia Boat Ramp features a large U-shaped driveway perfect for parking of multiple boats. Enjoy the screened in porch with outdoor fireplace, upper level deck, and 2 porches with outdoor fans to cool you down in the Summer months! The large vaulted open concept family room and basement are perfect for entertaining large groups. Relax, unwind, and enjoy!

Superhost
An aerial view of the spacious country home reveals multiple outdoor decks and a heated swimming pool. The surrounding lush greenery enhances the secluded feel, while a firepit area is visible in the lower left corner, suggesting a relaxed outdoor gathering space.
Home in Big Clifty
5.0 out of 5 average rating, 96 reviews

Family reunion ideal. Trails/toys/goats/pool 7BR

Huge space inside&out! Secluded 50 acre wooded property of scenic trails/seasonal waterfall/creeks & star gazing platform plus 5200sf 7BRcountry home & pool. Great for family reunions w/multiple game/living areas; wood burning fireplace; 2 fully stocked kitchens; games/toys/books for all ages; cute goats to feed!; firepit area; heated pool (May-Oct); grill; decks. Near to Mammoth Cave, Lincoln Trail, Bourbon Trail, KY Derby! Disability/senior friendly w/stair lift. Come away-rejuvenate here!

Top guest favourite
Home in Westview
5.0 out of 5 average rating, 15 reviews

Rough River Lake | 5BR Waterfront | Sleeps 15

Bring your crew to Rough River Lake. This 5BR lake house sits on the water on George's Branch, overlooking the water ski slalom course. Sunsets from the deck, then down to the lake in the morning. Sleeps 15. Cook in the open kitchen, gather by the stone fireplace, or dine at the 12-person table on the porch overlooking the lake. Finished basement has a wet bar, ice machine, game tables, and a daybed swing overlooking the water. Firepit, double-decker porches, water toys, quiet neighborhood.

Top guest favourite
Home in Clarkson
5.0 out of 5 average rating, 17 reviews

Luxury Family Retreat Nolin Lake & Wax Marina

Lake days, sunset fires, and unforgettable memories await! This spacious retreat is minutes from Nolin Lake, Mammoth Cave, Iberia Beach, and Wax Marina. Enjoy the open-concept layout, chef's kitchen, walkout basement for games and movie nights, covered porch with scenic views, and fire pit under the stars. Perfect for families, groups, and reunions, with easy access to Mammoth Cave, hiking, golf, and lake adventures. Book your Nolin Lake getaway today! Ask about Pet Fees & Golf Cart Rentals!

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
5.0 out of 5 average rating, 24 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.

Superhost
Home in Leitchfield
4.85 out of 5 average rating, 143 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.

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
4.99 out of 5 average rating, 180 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.

Top guest favourite
Cabin in Clarkson
4.98 out of 5 average rating, 127 reviews

Private Retreat w/ Hot Tub + Celebration Annex

“Gather, celebrate, and make unforgettable memories at this one-of-a-kind Kentucky retreat near Mammoth Cave and Nolin Lake. Enjoy two private luxury barndos, a hot tub, karaoke stage, game room, firepit courtyard, and beautiful outdoor gathering spaces designed for connection and fun. Perfect for family gatherings, retreats, girls weekends, couples trips, and group getaways where the destination itself becomes part of the experience.”

Superhost
The exterior view of a single-story countryside home is presented, featuring a covered front porch with wooden steps. White siding is complemented by dark shutters. A landscaped yard with greenery and decorative stone borders surrounds the home, set against a backdrop of rolling hills.
Home in Clarkson
4.91 out of 5 average rating, 11 reviews

Deer Run in Clarkson

Peaceful 2BR, 1BA countryside home near Clarkson, KY—perfect for a relaxing getaway or outdoor adventure. Enjoy a full kitchen, cozy living area, and spacious yard. Just minutes from Nolin Lake for boating and fishing, Mammoth Cave for guided tours, and Blue Holler Offroad Park for ATV fun. Close to Shady Hollow Golf Course and Leitchfield’s shops and dining. Ideal for couples, families, or friends looking to unwind in scenic Kentucky.

Popular amenities for Grayson County holiday rentals