Vacation rentals in Drakesboro

4.95 out of 5 average rating, 314 reviews

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

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.

4.94 out of 5 average rating, 737 reviews

A patio area overlooks the Barren River, featuring metal railing and a concrete surface. Two chairs are positioned near a small table, with lush trees lining the riverbank. The sky is partly cloudy, adding depth to the peaceful natural scenery.

Cabin in Bowling Green

Riverside Cabin | Mammoth Cave | Bowling Green, KY

Our cozy Riverside Cabin is a place of peace, 15 minutes from downtown Bowling Green. Our retreat is located uniquely, between the beautiful Barren & Gasper Rivers. This is a unique, unplugged experience for a romantic get-away. We don't have WiFi, and cell service is sparse. Prepare for an experience with your favorite person, with nature flourishing all around you. We insist our guests enjoy a 5 star experience, so if there's anything you'd like provided, ask, and we'll do everything we can.

4.97 out of 5 average rating, 143 reviews

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

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.

4.96 out of 5 average rating, 160 reviews

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

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!

4.99 out of 5 average rating, 118 reviews

Cabin in Russellville

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!

4.95 out of 5 average rating, 120 reviews

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

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.

4.98 out of 5 average rating, 100 reviews

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

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.

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.

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!

Farm stay in Hopkinsville

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.

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.

Tiny home in Hopkinsville

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.

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

4.97 out of 5 average rating, 111 reviews

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

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!!

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Popular amenities for Drakesboro vacation rentals

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Other great vacation rentals in Drakesboro

4.95 out of 5 average rating, 19 reviews

A deer is gently grazing in a grassy area surrounded by trees. The background showcases a forest with tall trunks and soft sunlight filtering through the leaves. A white object is positioned nearby on the ground, blending with the natural setting.

Apartment in Caneyville

Country Livin'

HollyRating, 5 stars2 months ago

This is such a lovely place! I wish we had more time to enjoy it. The next time we are in the area, we will definitely return. Everything was clean, the kitchen was spacious and gorgeous, the beds were comfortable, and the hosts were kind and responsive.

5 out of 5 average rating, 54 reviews

New Lakefront LUX Retreat FullyLoaded Private Dock

TeraRating, 5 stars3 days ago

We enjoyed this beautiful oasis on the lake. We enjoyed spending our time floating on the lake, fishing, kayaking, and enjoying the time around the fire pit. The house was beautiful, clean, and full of amenities. We plan to come back and visit again soon!

5 out of 5 average rating, 70 reviews

A kitchen countertop is showcased with a coffee maker and a wooden rack displaying various coffee pods. A small box containing assorted tea bags is positioned nearby. A decorative sign reads 'Happiness Homemade with Love & Butter,' adding a welcoming touch.

Home in Madisonville

Four-Fifty on Stagecoach

KarinaRating, 5 stars6 days ago

We needed a place to stay before a wedding in Madisonville and this place was perfect! The place was nice, clean and in a quiet area.

A wooden dock extends into the calm waters of Lake Malone, surrounded by trees and shoreline. The dock features four sturdy posts and offers a serene view of the lake, including distant lakefront properties visible on the opposite shore.

4.93 out of 5 average rating, 82 reviews

Water’s Edge (No cleaning/Pet Fees)

HeatherRating, 5 stars2 months ago

We were on the go quite a bit but were still able to enjoy the lake with the kayaks and some fishing as well! Was worried about bugs and critters due to lake life but not one found! Everything was kept very clean! Comfy couch and beds were appreciated! Pulling in to beautiful lights around the home and fire pit was a plus as well. Overall great location, great price and great experience on the lake!

5 out of 5 average rating, 18 reviews

The living area features wooden paneling and vaulted ceilings, creating an open and spacious feel. Large glass doors offer views of Lake Malone, while a comfortable sofa and a textured area rug add warmth to the space. A charming dining area is visible in the background.

Cabin in Lewisburg

Your Humble Abode - Lake Malone

StacieRating, 5 stars3 days ago

Thank you for sharing your cabin!!! Joshua was an excellent host. The house was exactly as described. The kitchen was stocked with everything we needed. We enjoyed an early birthday getaway with beautiful sunrise and sunsets on the lake. We loved using the kayaks to get around the lake and for fishing. Even though it rained, we didn't let it ruin our trip. It was so relaxing and peaceful whether sitting by the fire pit each night or sitting on the deck with coffee in the mornings. We will be backing again soon at Your Humble Abode!!! Definitely recommend

A spacious wooden deck is surrounded by trees displaying autumn foliage. Leaves cover the deck surface, while a serene view of Lake Malone is visible beyond. The water reflects sunlight, adding a sense of tranquility to the outdoor space.

5 out of 5 average rating, 39 reviews

CastAway Cottage Cozy Lakefront Getaway

DonnieRating, 5 stars1 week ago

Very comfortable stay! Felt right at home. Was perfect for our family. Had a few extras around the house just in case you forgot something. Ideal setting for a lake getaway.

5 out of 5 average rating, 16 reviews

A fire pit encircled by four Adirondack chairs sits on a gravel area, surrounded by vibrant autumn trees. The scene reflects a serene outdoor space ideal for gathering, with a backdrop of colorful foliage that enhances the natural setting.

Cabin in Hardinsburg

Rough River Oasis: Close to Lake - Deck - Fire Pit

TallyRating, 5 stars2 weeks ago

The stay was great! Went for a weekend getaway, and it was the perfect, cozy, & relaxing home we needed. If I am ever back in the area, I will choose to stay here again! Sarah was super proactive and responsive with messages! The listing was spectacular to begin with, but I was blown away when we walked in with what all the space included. A binder had ideas of how to spend time in the area which was much appreciated, too. Overall, I was incredibly impressed by this airbnb. Definitely my favorite place I’ve stayed :)