Vacation rentals in Grayson County

Top guest favorite

Guest favorite

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 favorite

Guest favorite

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

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 favorite

Guest favorite

-Magnolia On Main- Central locale near the Square

Completely remodeled in 2023, this charming Craftsman in the heart of Leitchfield is walkable to Boutiques, the Storehouse Coffee, the Spa on Main & the Historic Jack Thomas House. You are sure to feel at home in this spacious 3 BR home with easy access to parks, groceries & our revitalized town square. Magnolia on Main is nestled between Rough River & Nolin Lake & only minutes from the Leitchfield Aquatic Center, Industrial Park & Owensboro Twin Lakes Hospital. 3 minutes from Western Ky Pkwy.

Top guest favorite

Guest favorite

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!

Top guest favorite

Guest favorite

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 favorite

Guest favorite

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.

Top guest favorite

Guest favorite

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!

Eagle Nest Nolin Lake Mammoth CaveLuxury Retreat

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. Large 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.

NEW Nolin Lake+Hot Tub+Game Room+Pool+Pickleball

Brand new luxury retreat in the Paradise Grove golf cart community near Nolin Lake. This beautifully decorated home features 5 king bedrooms, a custom bunk room with four double beds, 3 en-suite baths, hot tub, fire pit, game room with ping pong and shuffleboard, and a spacious deck with outdoor TV. Enjoy access to pickleball courts, clubhouse, and community amenities, with a pool coming soon. Perfect for large groups and family lake getaways.

Top guest favorite

Guest favorite

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 favorite

Guest favorite

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.”