Vacation rentals in Drakesboro

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Top-rated vacation rentals in Drakesboro

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Top guest favorite

A charming house is seen from the side, featuring a carport that shelters a vehicle. The property displays a well-maintained yard with green grass and blooming flower bushes. A gravel driveway leads to the corner lot, surrounded by trees providing a lush backdrop.

Home in Beaver Dam

4.95 out of 5 average rating, 314 reviews

Country Charm

This House is located in a quiet neighborhood one block off Main street here in Beaver Dam, KY. Enjoy a nice cozy country home while you visit. It is fully finished so you will feel right home. The property sits on a corner lot with access from both streets. The house has a front porch for lazy evening to catch some fresh air. You can pull right up underneath the carport for easy access to the back door for entry. The home offers a nice yard and fire pit. You are minutes from stores/ food.

Top guest favorite

A set of wooden stairs leads up alongside a red metal building, framed by a railing with a wire mesh design. The stairs, slightly worn, are surrounded by greenery, providing access to the upper level of the barn apartment.

Loft in Hartford

4.97 out of 5 average rating, 143 reviews

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

Guest favorite

A cabin with a wooden exterior and a metal roof is surrounded by lush greenery. A spacious wrap-around porch features wooden rocking chairs and a picnic table, while a deck above allows for additional outdoor seating. The gravel driveway leads to a grassy yard.

Cabin in Lewisburg

4.96 out of 5 average rating, 160 reviews

White Bluff Cabin with RV hookup on Lake Malone

White Bluff Cabin sits in a quiet,friendly neighborhood overlooking Lake Malone. It is privately owned and offers all the accommodations to make your stay a relaxing one. It is fully furnished. FREE WIFI and parking. There is also a RV hookup available to cabin guests only for an additional fee. Just a short hike down to the boat dock and you will see the white bluff to your left which the cabin sets on. Or simply rock away on the spacious wrap-around porch, sipping coffee or iced sweet tea!

Top guest favorite

Cabin in Russellville

4.99 out of 5 average rating, 119 reviews

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). One+ hour from Mammoth Cave and Nashville! We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

Top guest favorite

The rustic cabin features a wooden porch supported by sturdy posts, inviting seating on one side. The structure displays a combination of log and modern siding, topped with a green metal roof. Lush greenery surrounds the cabin, offering a serene rural setting.

Cabin in Russellville

4.95 out of 5 average rating, 120 reviews

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Top guest favorite

A well-appointed kitchen area showcases rustic wooden cabinetry and countertops, complemented by a stainless-steel refrigerator. Natural light filters through the window, illuminating the space. Kitchen essentials include a coffee maker, stovetop, and a small decorative clock highlighted by greenery.

Treehouse in Lewisburg

4.98 out of 5 average rating, 100 reviews

Aerial Joy Treehouse(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Guest favorite

A serene outdoor seating area features two blue Adirondack chairs positioned on a wooden deck. Lush greenery surrounds the area, with trees providing a natural backdrop. A railing overlooks the calm water below, enhancing the peaceful atmosphere of the space.

Home in Lewisburg

4.94 out of 5 average rating, 137 reviews

Laid Back Lake House w/ hot tub and private dock❗️

Come enjoy lake life in this newly renovated home located directly on Lake Malone! With relaxation and fun in mind you will have no problem finding something that entices everyone. From fishing and kayaking to relaxing in the hot tub we have you covered. Enjoy beautiful views that are sure to clear your mind and put you at peace from any of our decks. Pack up your family or friends and head to The Laid Back Lake house to start making memories!

Top guest favorite

An expansive field of blossoming fruit trees is set against a clear blue sky. The trees feature delicate white blossoms, with a lush green grass covering the ground. The scene conveys a sense of openness and tranquility within a natural environment.

Farm stay in Hopkinsville

4.84 out of 5 average rating, 122 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

Superhost

An outdoor porch is illuminated by warm string lights, creating a cozy setting. Comfortable seating is arranged around a table, surrounded by wooden railings. The natural backdrop features tall trees, enhancing the serene atmosphere of the space.

Cabin in Dixon

4.9 out of 5 average rating, 500 reviews

Handcrafted Cabin in Woodsy Heaven

Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favorite

The exterior of a modern home is depicted, featuring large windows framed by wooden beams. The structure is surrounded by greenery and trees, with a clear blue sky providing a bright backdrop.

Tiny home in Hopkinsville

5 out of 5 average rating, 123 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

Guest favorite

A serene view of a river stretches out under a colorful sky, reflecting the greenery along the banks. A bridge spans the water in the distance, framed by trees showing hints of seasonal color. The riverbank is lined with grass and natural rock formations.

Home in Livermore

4.97 out of 5 average rating, 111 reviews

River Trails Inn

Historic two story home with three bedrooms and 3 1/2 baths, circa 1900, located in the old downtown district of the quaint river town of Livermore, Kentucky, just two blocks from the confluence of the Green and Rough Rivers and our expansive riverfront recreation complex. River kayaking and canoeing and biking trails on marked low-use county roads are right in your back yard!!

Top guest favorite

A wooden bridge leads from a grassy area towards a scenic view of open fields and trees in the distance. The soft morning light casts a gentle glow over the landscape, highlighting the natural beauty of the surroundings. The edges are bordered by a simple wooden fence.

Cabin in Hopkinsville

4.94 out of 5 average rating, 250 reviews

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.

The Lodge is a small 2 person only cabin on 45 acres of western KY countryside with amazing sunsets included. It has a private drive and a relaxing front porch with a 2 person only hot tub. Once you walk through the cabin doors, you will be transported to the Smokey mountains without the mountains. The owners live onsite if any problems arise that need immediate attention.