Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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Guest favourite

Flat in Leitchfield

4.93 out of 5 average rating, 15 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 1935 Alexander Hotel. #kentucky #leitchfield

Top guest favourite

Home in Millwood

4.93 out of 5 average rating, 133 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

Home in Leitchfield

4.99 out of 5 average rating, 119 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

Flat in Morgantown

5 out of 5 average rating, 45 reviews

Scenic/Quiet Country Barndo Apt

Now offering HIGH SPEED INTERNET! Come escape to this peaceful 60 acre scenic countryside getaway w/walking trails, wildlife & catch & release pond. The apartment has a full modern kitchen with bath, heat, A/C, and patio overlooking a beautiful landscape. It sleeps 2 and can add 2 with available XXL cots with bedding. We are within 30 minutes from Beaver Dam Amphitheater & Rough River, 45 minutes to Bowling Green, & an hour to Mammoth Cave Nat'l Park & Nolin Lake State Park. WMA hunting nearby.

Guest favourite

Bungalow in Leitchfield

4.95 out of 5 average rating, 107 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.

Guest favourite

Cottage in Hudson

4.95 out of 5 average rating, 115 reviews

River's Edge - Ready to make your summer special!

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!!

Guest favourite

Home in Clarkson

4.94 out of 5 average rating, 18 reviews

Clarkson Cottage

Say Hello to this unique property! this property has so much to offer! Being very close to western ky Parkway (less than 1 miles) access and only minutes to Nolin Lake, restaurants, and shopping this home and the details are flawless. Inside you will find 3 beds and 2 baths. On the main floor, is the living room with a beautiful fireplace, very functional kitchen with ample counter space and new appliances. Washer dryer combo! Only 30 short minutes to Elizabethtown/i65. Very peaceful space

Superhost

Home in Leitchfield

4.83 out of 5 average rating, 6 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, large HDTVs with YouTube TV. 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

Home in Leitchfield

4.97 out of 5 average rating, 114 reviews

Scenic Nolin Lake, Mammoth Cave & Glendale

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 at Moutedier Marina. Nolin State Park is close & has a swimming beach. Check out 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.

Superhost

Cottage in Falls of Rough

4.81 out of 5 average rating, 180 reviews

Kentucky Comfort

Small house with a beautiful wrap around deck overseeing a big pond. Small, simple, and set up for a relaxing get away with the family! The entire house is accessible for a wheelchair including the wrap around deck. Fishing and boating is also with in 10 minutes away at the Rough River Dam State Park. Wifi is fast if you have work to get done, also a small work desk is in the main bedroom. A TV and two big recliners is set up in the living room for lounging.

Top guest favourite

Guest house in Leitchfield

5 out of 5 average rating, 104 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.

Guest favourite

Cabin in Falls of Rough

4.88 out of 5 average rating, 138 reviews

Waterfront Cabin with Hot Tub

Relax with the whole family in this adorable riverfront cabin. Gather around a campfire, cookout, fish, kayak, or go for a dip in the hot tub all from the backyard. And if that's not enough, take a stroll around the resort and immerse yourself in the beautiful scenery, historic falls and Green Farm, golf course clubhouse, and more! Oh and don't forget Rough River Lake and the State Park are just minutes away!

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Popular amenities for Grayson County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Grayson County

Guest favourite

Home in Grayson County

4.92 out of 5 average rating, 51 reviews

White Pines Lodge Wooded Retreat

BridgitRating, 5 stars2 months ago

House was exactly what we expected from the pictures. Perfect size for our family of 4, but a few more could have stayed comfortably. 3 kings size beds and TVs in each room were nice touches, and the kids and adults both loved the infinity table games. The house is private and off the beaten path; exactly what we were looking for. There were nice small amenities like dish soap, laundry detergent, dryer sheets, coffee filters, supplies for the grill and fire pit that made staying really convenient so we didn't have to run to a store for the small things. It was wonderful that we were able to bring our pup, so the whole family was together! Nice easy drive for dinner and Mammoth Cave National Park. We had a lovely stay!

Top guest favourite

Flat in Caneyville

5 out of 5 average rating, 19 reviews

Above It All

Bob & TinaRating, 5 stars2 months ago

Beautiful countryside and place. We felt so at home. Exactly what we expected and needed for our stay. Pristine clean and the mattress was amazing. It’s exactly as pictured.

Cabin in Falls of Rough

4.88 out of 5 average rating, 26 reviews

Doc's Place at Rough River

TinaRating, 5 stars2 weeks ago

A beautiful little cabin on the water. It had plenty of space for our family of four and our two fur babies. It was very clean and nicely decorated and equipped w the essentials. Lots to do locally. A wonderulf porch and firpit area to relax at the end of the day. We cannot wait to go back.

Hotel room in Falls of Rough

4.6 out of 5 average rating, 15 reviews

Quiet, peaceful motel next to Rough River Dam.

TameraRating, 5 stars7 months ago

I’ve stayed here twice and both times were great! Simple and quiet! Will always stay here when I’m in the area!

Home in Clarkson

5 out of 5 average rating, 3 reviews

Lizard Branch Farmhouse

HeatherRating, 5 stars2 months ago

We loved this home and its surroundings so much. We felt right at home and it was so clean and had everything we needed. It was hard to leave. We have stayed at a lot of airbnbs and this is one of our absolute favorites. Such a nice entrance to the home and beautiful land. Thank you for making your home so beautiful and welcoming!! We will book again when back in the area.

Cabin in Falls of Rough

4.75 out of 5 average rating, 192 reviews

Rough River Lake Cabin close to ramp pet friendly!

MaryRating, 5 stars1 month ago

Marissa was so responsive… and we were placed in the middle of Bluegrass country was simply amazing! I spent two days at Mammoth Caves National Park, and one day at the Bluegrass Music Hall of Fame, jamming with other musicians, and one day at the Bill Monroe museum and homeplace in Rosine, Kentucky… It was an amazing! adventure!