Holiday rentals in Whitesville

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Top-rated holiday rentals in Whitesville

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Top guest favourite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam
4.95 out of 5 average rating, 365 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 favourite
A peaceful countryside scene features rolling hills and a clear pond surrounded by trees. Bare branches indicate the changing seasons, while a vibrant blue sky is dotted with soft clouds, creating a serene backdrop of nature.
Home in Olaton
5 out of 5 average rating, 39 reviews

Cowbell Cottage farm stay

Welcome to Cowbell Cottage, a charming two-bedroom, one-bath retreat on a peaceful working cow farm. Built around an authentic 1800s log cabin, this home is restored with a cozy western theme, blending rustic charm with modern comfort. Relax in the tranquil countryside, where the sounds of nature replace city noise. While there’s no TV to interrupt the serenity, Wi-Fi is available for your convenience. Cowbell Cottage offers a unique getaway that celebrates history, and the beauty of farm life.

Top guest favourite
A deck area is presented with a dining table covered by an umbrella, surrounded by chairs. Soft lighting from candles creates a warm atmosphere, while lush trees provide a natural backdrop along the lakeside. The railing allows for unobstructed views of the serene environment.
Cabin in Maceo
4.99 out of 5 average rating, 83 reviews

Lakeside Cottage

Perfect for couples, thoughtfully designed with a soothing, rustic chic asthetic. Enjoy the wildlife, beautiful views and gorgeous sunsets from the tree tops! Propane fire pit on deck & wood fire pit in the yard with wood provided. Lots of places to relax around the property. About a 15 min drive into Owensboro which is a very cool year-round Rivertown! Be sure to check out Friday after 5:00 on the riverfront! if you're coming on a Friday! Let us know if you are bringing kayaks or canoes please!

Guest favourite
A hexagon structure is illuminated by string lights, featuring four swinging chairs arranged around a central fire pit. A stack of firewood is positioned nearby on a gravel surface, surrounded by trees that create a secluded outdoor atmosphere.
Barn in Philpot
4.8 out of 5 average rating, 45 reviews

Walk in the Woods - Pole Barn, Game-Room, Firepit

If you are looking to unplug, relax, and unwind this barndominium nestled in 93 acres of woods is the place for you. Enjoy the fully equipped kitchen, bathroom, three bedroom, wrap around porch and large garage area. The custom firepit w/ swings is the perfect place to spend the evening watching the stars and enjoying nature. This home boasts many amenities including disc golf, hiking trails, outdoor seating, foosball, ping pong table, corn hole boards and so much more. 3 camper hookups avail.

Guest favourite
A charming log cabin is illuminated at night, showcasing warm lighting that highlights its rustic architecture. A front porch extends along the cabin, providing a welcoming entrance. Surrounding grass features a natural landscape, enhancing the cabin's peaceful setting.
Cabin in Falls of Rough
4.92 out of 5 average rating, 36 reviews

Geno and Rocco's at Rough River, Lake Front Cabin

Escape to this cozy 2-bedroom, 1-bath cabin at Rough River Lake! Sleeping 6 with 3 beds, it overlooks the river banks and offers a fire pit area, picnic table, and a front porch with rocking chairs. The kitchen is fully stocked with all new pots, pans, dishes, and a coffee maker. Enjoy the provided indoor/outdoor games, bikes, books, fishing, kayaking, and a nearby golf course. Smart TV'S and high-speed WiFi for streaming available. Need something else? —just ask! As always pets are welcome.

Top guest favourite
A cozy cottage is framed by vibrant pink roses and lush greenery. The brick exterior is complemented by wooden paneling, and a welcoming red door adds a charming touch. The pathway, lined with colorful flowers, leads to the entrance of the cottage.
Cottage in Hardinsburg
5 out of 5 average rating, 81 reviews

Lakefront Cottage - Lake Access & Observation Deck

Make memories that will last a lifetime at this centrally located cottage on Rough River Lake. Enjoy your coffee from the screened deck overlooking a sunrise on the lake. Bring your boat as there is plenty of room to park in the generous driveway, with ramps just minutes away. A grill and full kitchen is yours to prepare meals after a day on the lake or other adventures. The screened porch provides the perfect outdoor dining experience. Enjoy your favorite activities with private lake access.

Top guest favourite
A collage of a modern townhome featuring a white bed with decorative pillows, a stylish living space with a flat-screen TV, and a serene bathroom with a walk-in shower. An outdoor seating area is shown with a fire pit, inviting relaxation.
Apartment in Owensboro
5 out of 5 average rating, 33 reviews

Center of city private Town Home W/fire pit &BBQ

Welcome to Owensboro . Enjoy a stylish experience at this Touch of Grey Town Home nestled in the center of town . Stylish modern design and open living room concept is close to downtown regional airport and all major attractions the city has to offer. Unbeatable location that puts you minutes away from boutique shopping, fine dining, wine tasting , concerts on the river, festivals , nightlife and of coarse the Bluegrass Hall of Fame & Museum . Modern luxury design meets casual elegance.

Top guest favourite
The exterior of a renovated two-story home is featured, showcasing a distinct architectural design with exposed beams. Large windows allow natural light to enter, while a welcoming front door is framed by decorative lighting fixtures. A concrete pathway leads to the entrance.
Cottage in Owensboro
4.98 out of 5 average rating, 172 reviews

The Woodford Retreat Cottage

Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

Top guest favourite
A rustic log cabin is set against a backdrop of greenery, with a large Osage Orange tree providing shade. The cabin features a combination of natural wood exteriors and a modern addition, showcasing a warm and inviting entrance surrounded by well-maintained landscaping.
Cabin in Utica
5 out of 5 average rating, 35 reviews

Rustic Log Cabin Old Farm

Step back in time at this 1800s log cabin on historic DeLacey Farm. Surrounded by barns, wildlife, and wide-open fields, this rustic getaway sits on a nearly 100-year-old working farm—just minutes from Owensboro’s BBQ, bourbon, and small-town charm. Relax on the back deck with views of the original farm buildings, or head into town to explore the Green River Distillery and local eats. It’s the perfect blend of peaceful retreat and convenient access to everything Owensboro has to offer.

Guest favourite
A single-story home with a brick facade is presented. The driveway leads to a garage, while a well-maintained lawn features neatly trimmed grass and colorful flowerbeds. Large front windows allow for natural light, framed by light-colored siding underneath a gabled roof.
Home in Owensboro
4.94 out of 5 average rating, 139 reviews

Bluegrass Commons

You will be close to everything when you stay at this centrally-located three bedroom two bath home right off the bypass that is a short drive to anywhere in Owensboro, KY for any business travelers. This is a brand new construction home in Bluegrass Commons neighborhood! New furnishings and the home sleeps 6 comfortably. Split bedroom with an open concept perfect for families. Fully stocked kitchen with a keurig coffee station. Large backyard perfect for entertaining or just grilling.

Guest favourite
The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.
Cottage in Maceo
4.96 out of 5 average rating, 183 reviews

Hattie's Hill Cottage

Cozy cottage located just behind the main home on the property (see photos). Relax by the pool, open seasonally, which is shared by the main house guests and host family, or enjoy an evening stroll out in the country. Conveniently located near Owensboro, Rockport, Hawesville, and Lewisport. The cottage features one flexible bedroom with either two twins or one California king, TV, well-stocked kitchen, dining/work space, comfortable recliners, and access to the beautiful grounds.

Guest favourite
Home in Hawesville
4.95 out of 5 average rating, 38 reviews

Meadowview

Keep it simple at this peaceful and centrally-located place. The house is right off the main highway. It is on a dead end street with only three houses and a beautiful meadow on the other side. The back deck makes it easy to sit and enjoy the view of the meadow. The living room and both bedrooms have televisions. Free Wifi and parking make this spot even sweeter. The home has a fully stocked kitchen and bathroom amenities. Memory foam mattresses make for a good night's sleep.

Popular amenities for Whitesville holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Daviess County
  5. Whitesville