Vacation rentals in Drakesboro

A serene view of a rocky outcrop framed by lush greenery along the water's edge. The sandstone structure features a natural arch, with reflections shimmering on the calm surface of the lake. The scene conveys a peaceful connection with nature.

4.94 out of 5 average rating, 81 reviews

The Jolly Otter, Waterfront Getaway on Lake Malone

NatalieRating, 5 stars2 months ago

If you’re scrolling through reviews trying to find the perfect place to stay-LOOK NO FURTHER! Every year we go somewhere different, off the beaten path, and this is one of our favorite things yet. We brought our two dogs with us and this place was the perfect stay for them. The windows allow them to see out and the enclosed porch allowed them to be outside without having to worry about leashes. We loved enjoying our morning coffee outside together. It was so peaceful and quiet. We saw plenty of birds, ducks, and even saw two beavers while kayaking in the snow! What an experience. The bed was very comfortable and the shower is huge! They have the stairs covered with a rubber tracking mat which was SO helpful for us and the dogs to go up/down. We did use the kayaks and paddles provided. That made this stay a stand out experience for us. It was the middle of winter so we felt like we had the entire lake to ourselves. Definitely recommend this stay!!! Alicia was fantastic

4.94 out of 5 average rating, 17 reviews

A spacious outdoor area features a circle of wooden chairs surrounding a fire pit, set on a gravel surface. A newly renovated home stands in the background, complemented by tall trees and natural greenery. A deck is accessible from the house, inviting relaxation.

Home in Falls of Rough

New renovated lakefront home with lots of charm

ElkeRating, 5 stars8 months ago

This is a great place to stay if you like lake access. We brought a two seater inflatable kayak, and together with three one-seater kayaks that were on site our 5 member family could go on the lake every day, and delight in nearby islands and beaches.

4.88 out of 5 average rating, 165 reviews

A modern kitchen space features wooden walls and flooring, offering a rustic charm. A dining table with a distressed finish is accompanied by benches, while granite countertops and dark cabinetry provide a contemporary touch. Natural light filters through the windows, highlighting the inviting atmosphere.

Cabin in Bowling Green

Riverside Cabin in Bowling Green, KY

PaulRating, 5 stars1 month ago

Jeryn was right on top of our reservation from the very beginning. Super nice guy and extremely helpful. The cabin was everything as described and so much more. My wife and I needed a quiet, private get away for the weekend and Jeryn came through. We thoroughly enjoyed the seclusion and then the advantage of town being minutes away. We will most definitely be calling on Jeryn again.

4.88 out of 5 average rating, 109 reviews

Cabin in McDaniels

The Cabin at Kopple Cove! Lakefront @ Rough River

JohnRating, 5 stars1 week ago

Wonderful time and experience. Even though its off a state highway, the property is far enough back that you dont see or hear the road. Neighbors are within sight but very far away through trees. It was nice a secluded for us. Beautiful scene to wake up to and eat breakfast on the deck. Lots of space to enjoy and play games outside. Plenty of room as well. Plenty of beds and rules are clearly outlined and reminded. A lot of tools and things to use within the house so we didn't need much for cooking and grilling. Only issue is the backyard is to a downward slant so any games needing flat ground like cornhole, its a bit rough to find but interesting. Our Host was excellent in letting us know if we needed anything. Keeping us involved. He kept us updated on the local flooding so we knew what we were to expect. He also let us know he had to come over for some work on the property. Didnt bother us but just let us know he was there. Great experience, would definitely come back.

4.92 out of 5 average rating, 26 reviews

A shaded outdoor patio area features a sectional sofa with patterned cushions, a coffee table, and an outdoor dining space. The brick exterior and large windows provide a view of the surrounding greenery. A grill is positioned nearby for barbecues.

Home in Madisonville

Great space, no cleaning fees, City park view.

HeatherRating, 5 stars3 months ago

We absolutely loved this home!! It is beautifully located near the park. Our home had water damage and we were displaced during the holidays. Our children were bummed about not being home for Christmas. We arrived at the home and it was decorated for Christmas! Our kids were ecstatic! We felt at home and the host was amazing! It was the best experience we could have ever imagined. Grateful for this Airbnb find!! Amazing experience!

4.87 out of 5 average rating, 125 reviews

A lit hot tub is positioned on a wooden deck, showcasing soft purple illumination. The surrounding area is dimly lit, creating a calm ambiance. A window reveals the structure's interior, enhancing the inviting atmosphere of the outdoor space.

Cabin in Falls of Rough

Waterfront Cabin with Hot Tub

MistyRating, 5 stars3 weeks ago

This was our second time at James’ place, we absolutely love it. James is very friendly and responsive. The place is easy to find and beautiful inside and out. Sitting on the porch with a view of the water and listening to the animals is so peaceful! We also love walking to the bridge and checking out the waterfall and the older building there. Definitely a great place to come and relax, enjoy the outside and just have a good time with friends/family! Thanks again, James!

5 out of 5 average rating, 9 reviews

OnTheRocks Lake-house w/Pvt Dock

LouiseRating, 5 stars4 months ago

I travelled from Illinois to meet family from Alabama for Thanksgiving. It cut everyone's travel time in half. We brought with us all of our groceries and made all our traditional Thanksgiving favorites in the well equipped kitchen. We spent 2 days enjoying family time with a view of the lake. The last night we roasted hot dogs and marshmallows over the fire pit. One other comment everyone had was the excellent quality and number of towel available.

4.97 out of 5 average rating, 29 reviews

Camper/RV in Clarksville

The O'Dell Hive - Lux RV Escape

CarolynRating, 5 stars4 months ago

The true test of a host is how quickly they respond when issues arise. There were a few hiccups during my stay and Donovan and Melissa were right on top of everything and handled the issues very quickly. The pictures do not do the place justice. It was so much more than I expected.

5 out of 5 average rating, 77 reviews

The living area features a combination of comfortable seating, including a brown leather couch and two armchairs, beneath a wooden, vaulted ceiling. A spacious dining table is positioned nearby. Large windows provide natural light, and a staircase leads to the loft area.

Cabin in Butler County

Dallam Creek Farm

EricRating, 5 stars1 month ago

This lil place was perfect for us. We are very outdoorsy. So we loved the fishing as well as watching all the wildlife. We loved the peace and quiet. The fact that wood was supplied for the fire and any amentities we needed for everything was a 10 in our book. We definitely would recommend anyone stay here. We only live an hr away but just needed some peace away from the wild youngins for our Anniversary wknd. Perfect place to get away.

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Other great vacation rentals in Drakesboro

4.99 out of 5 average rating, 72 reviews

A charming single-story home is depicted with a light pink exterior and a sloped gray roof. A paved driveway leads to a two-car garage, flanked by well-maintained shrubs and small trees. Blue skies and greenery enhance the welcoming appeal of the property.

Home in Beaver Dam

Rise and Shine on Main

RobertRating, 5 stars3 weeks ago

this is our second stay at Rise and Shine! it is the cleanest place you will ever stay. Mark and Beth are so easy to work with. they have been very cordial to us on both stays. we will continue to come back here every year. thanks Mark and Beth for a very beautiful place to stay away from our home.

4.85 out of 5 average rating, 13 reviews

The kitchen features wooden cabinets, a white refrigerator, and a light-colored countertop. An oven with four burners is situated beneath a range hood. Appliances such as a microwave and coffee maker are present, alongside dish racks and utensils neatly organized in the space.

Home in Elkton

The Little House

KarisRating, 5 stars1 week ago

So cute and cozy! We very much enjoyed our stay, and Trish was so kind :)

4.98 out of 5 average rating, 56 reviews

A cozy fire pit area is set in an open green space, featuring two red Adirondack chairs arranged around a central fire pit. The surrounding landscape includes expansive fields and distant trees, creating a serene outdoor atmosphere.

Home in Madisonville

Whippoorwill Farmhouse

AmandaRating, 5 stars1 month ago

We had an amazing relaxing stay. The home was better than the photos. Very clean. Furniture, beds, everything was extremely comfortable. Host was very responsive and proactive. Absolutely recommend and will definitely be booking again for future visits with family in the area.

Cottage in McDaniels

4.77 out of 5 average rating, 52 reviews

Roomy cottage walking distance to the Lake.

MadisonRating, 5 stars3 months ago

It was a wonderful cozy place I felt safe and at home

Cabin in Falls of Rough

4.68 out of 5 average rating, 176 reviews

Upscale Rough rivr cabin, swim, kayak, boat, fish

AlexRating, 5 stars31 months ago

What can I say. The place was as nice as pictured. The host were very accommodating and would definitely recommend and come back

A wooden dock extends into a calm lake, surrounded by lush green trees reflecting in the water. The shoreline features natural stones, enhancing the serene landscape. A cloudy sky adds a peaceful ambiance to the scene.

4.84 out of 5 average rating, 109 reviews

⭐️The Maya II on Lake Malone⭐️

MarthaRating, 5 stars3 weeks ago

What a lovely place to stay! Beautiful scenery, lots to do, lovely deck on the backside of house. comfortable beds, nice kitchen, and an easy to reach accommodating host! I want to go back sometime and spend more time there when it isn't rainy. - Martha

An outdoor deck features a rectangular dining table surrounded by six chairs, shaded by a large teal umbrella. The serene lake is visible in the background, framed by lush greenery and lined with trees.