Search Kentucky villas and holiday homes

5797 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Kentucky villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

5797 Villa rentals in Kentucky

Best Kentucky villas and holiday homes with a pool

Among the 5797 accommodations in Kentucky, here are the 4 best villas and holiday homes with a pool

Welcome To The Gathering Place  Your Serene Family Retreat - Kentucky
9.7 159 reviews

Welcome To The Gathering Place Your Serene Family Retreat

cabin, Burnside
"The Gathering Place" is situated in Lake Cumberland Resort, a short drive from Burnside, Kentucky, offering easy access to the lake's coves, caves, and waterfalls. This cabin has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom, three-bathroom lodge comfortably accommodates eight guests, with a fully equipped kitchen for preparing meals. Guests can enjoy the serene valley views, relax in the hot tub, or gather around the fire pit.
House ∙ 1 Bedroom ∙ 7 Guests - Kentucky
No reviews

House ∙ 1 Bedroom ∙ 7 Guests

house, Crofton
This pet-friendly cabin, situated on a 650-acre farm in rural Kentucky, offers a secluded escape near Crofton.
The single-bedroom property boasts two bathrooms, sleeps seven guests, includes a private pool, fully equipped kitchen, BBQ grill, and laundry facilities, perfect for families or groups seeking a tranquil getaway.
Nestling 2 Bedroom 1 Bath Cabin At Lake Cumberland #420 - Kentucky
8.6 4 reviews

Nestling 2 Bedroom 1 Bath Cabin At Lake Cumberland #420

cabin, Jamestown
This Jamestown lakeside lodge offers direct access to Jamestown Marina, is 4.5km from The Links Resort Golf Course, and within 9.6km of Jamestown Square and the Judicial Centre Fountain Park.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, terrace, parking, and allows pets; barbecue facilities and housekeeping are available.
Gather Together - Charming Home For 20 Near Ark! - Kentucky
9.7 131 reviews

Gather Together - Charming Home For 20 Near Ark!

house, Williamstown
This spacious Williamstown holiday home, sleeping 22, is situated 24 kilometres from Mullins Wildlife Area, 48 kilometres from AJ Jolly Park, and 50 kilometres from Doe Run Lake Park.
The 557-square-metre property boasts six bedrooms, a fully equipped kitchen with dishwasher, a patio, garden, free Wi-Fi, and parking, making it ideal for large families or groups.

Best family friendly Kentucky villas and holiday homes

Among the 5797 accommodations in Kentucky, here are the 4 best family friendly villas and holiday homes

Less Than 1 Mile From Dale Hollow State Park Marina. Private Pond For Fishing. - Kentucky
9.6 76 reviews

Less Than 1 Mile From Dale Hollow State Park Marina. Private Pond For Fishing.

cabin, Burkesville
This lakeside lodge near Burkesville, Kentucky is situated less than 1.6km from Dale Hollow Lake State Park and its golf course, and 4.7km from the Dale Hollow State Park Marina.
The 111 square metre property boasts three bedrooms, two bathrooms, sleeping up to eight guests, and features free Wi-Fi, a fully equipped kitchen, barbecue grills, a terrace, and a DVD player.
Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion - Kentucky
9.8 19 reviews

Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion

cabin, Irvine
This self-catering lodge is situated on a private 100-acre plot near Irvine, Kentucky, offering easy access to the Red River Gorge and attractions such as Natural Bridge State Park.
The property features one bedroom sleeping four, a fully equipped kitchen including a fridge and microwave, plus an outdoor 'Tin Cantina' kitchen with BBQ and smart TVs, both inside and out, and high-speed Wi-Fi.
Homestead Cabin Red River Gorge - Kentucky
9.3 17 reviews

Homestead Cabin Red River Gorge

cabin, Beattyville
The Homestead Cabin Red River Gorge, situated in Irvine, Kentucky, is approximately 19 kilometres from Bear Track Park and offers easy access to the Red River Gorge.
This two-bedroom lodge sleeps up to 13 guests, boasts a 74 square metre floor area, and includes a fully equipped kitchen, terrace, garden, free Wi-Fi, and private parking.
Cozy Lake Cumberland Retreat With Hot Tub, Just Above Jamestown Marina! - Kentucky
9.8 29 reviews

Cozy Lake Cumberland Retreat With Hot Tub, Just Above Jamestown Marina!

cottage, Jamestown
This Jamestown holiday home is situated 3.2km from Jamestown Marina and under 1.6km from Lilly Creek boat ramp, offering stunning views of the marina and State Dock.
The newly updated three-bedroom property sleeps twelve guests, boasting a fully equipped kitchen, a seven-person hot tub, outdoor grill, fire pit, ample parking for water toys with an outdoor charging point, and proximity to excellent watersports facilities.

Frequently asked questions about villa rentals in Kentucky

  • What are the must-see attractions in Kentucky?

    Kentucky offers a diverse range of attractions. For history buffs, Mammoth Cave National Park, with its vast underground cave system, is a must-see, as is the Kentucky Horse Park, showcasing the state's equine heritage. Louisville's Muhammad Ali Center celebrates the life and legacy of the boxing legend. For something different, consider exploring the bourbon distilleries in the bourbon trail, like Maker's Mark or Jim Beam.
  • What are the best villa rentals in Kentucky?

  • Is Kentucky known for mountains, beaches, forests, or other types of landscapes?

    Kentucky's landscape is surprisingly varied. While not known for beaches, it boasts the Appalachian Mountains in the east, offering stunning scenic drives and hiking opportunities like Red River Gorge. The state also features rolling hills, extensive forests, and the unique karst topography of Mammoth Cave.
  • What are the best villa rentals with a pool in Kentucky?

  • What are some surprising and hidden attractions in Kentucky?

    Many find the unique geological formations of the Red River Gorge surprisingly stunning. The Shaker Village of Pleasant Hill offers a glimpse into a fascinating historical community. For a quieter experience, explore the Cumberland Falls State Resort Park, where you might witness a rare moonbow.
  • What are the best villa rentals with a jacuzzi in Kentucky?

  • What are some unique ways to learn about the culture of Kentucky by engaging with its people?

    Attend a bluegrass music festival like the Bluegrass Music Hall of Fame's events. Visit a local farmers' market to sample regional produce and interact with the farmers. Take a bourbon distillery tour and chat with the staff about the history and process. Consider a guided tour of a historic home or plantation to learn about Kentucky's past from knowledgeable guides.
  • What are the best villa rentals for families and kids in Kentucky?

  • How much time should you set aside to thoroughly explore Kentucky?

    A week allows for a good overview, but to truly experience Kentucky's diverse offerings, two weeks or more would be ideal. This allows for deeper exploration of specific regions like the bourbon trail or the Appalachian Mountains, and leaves room for spontaneous discoveries.
  • What are the best pet friendly villa rentals in Kentucky?

  • Is there anything you might not think to pack for Kentucky?

    Comfortable walking shoes are essential, especially if you plan on hiking or exploring caves. Depending on the time of year, layers of clothing are recommended, as Kentucky's weather can be unpredictable. Insect repellent is useful, particularly during warmer months, especially in areas with forests and caves. A reusable water bottle is a great idea for staying hydrated during outdoor activities.
  • What are the best villa rentals with parking in Kentucky?

  • What cultural experiences or workshops in Kentucky offer something different?

    Kentucky offers bourbon-making workshops at various distilleries. You could also participate in a bluegrass music lesson or attend a traditional crafts workshop focusing on quilting or woodworking. Several locations offer guided tours focusing on the history of horse racing and the thoroughbred industry.
  • Are there any food festivals in Kentucky where you can try local food?

    The Kentucky State Fair features a wide array of local food. Many smaller towns and cities host their own festivals throughout the year; check local listings for specific events. The Bourbon and Beyond festival features food from various vendors alongside the music.
  • What seasonal natural events, such as migrations or blooming periods, occur in Kentucky?

    Spring brings the blooming of wildflowers, particularly in the Red River Gorge and other forested areas. Autumn showcases vibrant fall foliage, especially in the eastern mountains. Specific migration patterns of birds and other wildlife vary by species and location, but many birdwatching opportunities exist throughout the year.

Nearby regions

Best Kentucky villas and holiday homes with a kitchen

Shepherd's Rest - Kentucky
10 81 reviews

Shepherd's Rest

cabin, Lebanon
Shepherd's Rest, a Kentucky countryside cottage near the Bourbon Trail and Kentucky's historic Catholic sites (distances unspecified), offers a tranquil escape in Lebanon, Kentucky.
This one-bedroom, one-bathroom self-catering property sleeps two guests and features a kitchen with a fridge and microwave, air conditioning, a garden, parking, and excellent user ratings across location and cleanliness; it boasts a rustic design using repurposed lumber.
Peaceful & Private! Pet-friendly Williamsburg Home - Kentucky
9.4 5 reviews

Peaceful & Private! Pet-friendly Williamsburg Home

house, Pleasant View
This pet-friendly detached house in Williamsburg offers a peaceful and private setting, located between 29 and 50 kilometres from attractions such as Dr Thomas Walker State Historic Site, Harland Sanders Cafe And Museum, and Holly Bay Marina.
This 130 square metre residence features air conditioning, complimentary WiFi, a fully equipped kitchen with an oven, and a fireplace, whilst also providing convenient patio access and ample parking for up to 11 guests.
Bourbon Trail: Caboose On The Farm - Kentucky
9.9 39 reviews

Bourbon Trail: Caboose On The Farm

house, Lawrenceburg
This charming cottage, known as the Caboose on the Farm, is located in Lawrenceburg, just 38 kilometres from Keeneland Race Course and 45 kilometres from Lexington McConnell Springs. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property offers two bedrooms and one bathroom, comfortably accommodating up to four guests within its 24 square metre floor space. Guests can enjoy modern amenities, a private garden, outdoor play equipment, and stunning lake views from the patio.
Heart Of Mainstrasse 2 - Kentucky
9.0 7 reviews

Heart Of Mainstrasse 2

house, Covington
This Covington Mainstrasse Village house, a 14-minute walk from the Northern Kentucky Convention Centre and 0.4km from Goebels Park, offers convenient access to local attractions.
The 56 square metre property features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, private patio, free Wi-Fi, and on-site water park access.

Best Kentucky villas and holiday homes with jacuzzi

Peaceful Charming Cottage With Private Dock & Cozy Hot Tub In Murray, Kentucky - Kentucky
No reviews

Peaceful Charming Cottage With Private Dock & Cozy Hot Tub In Murray, Kentucky

house, Murray
This cottage is located in Murray, 25.75 kilometres from Murray State University and 32.19 kilometres from Kentucky Woodlands National Wildlife Refuge.
This property offers accommodation for 15 guests with 2 bedrooms, 1 bathroom, a fully equipped kitchen with a fridge and microwave, air conditioning, a hot tub, and a garden.
Rough River Lake Vacation Rentals Hot Tub  Wifi - Kentucky
9.8 187 reviews

Rough River Lake Vacation Rentals Hot Tub Wifi

cabin, Leitchfield
This waterfront lodge is situated on Mercer Creek Cove in Leitchfield, Kentucky, just an hour's drive from Mammoth Cave, the Bourbon Trail, and Churchill Downs. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom holiday home can comfortably accommodate up to eight guests. The lodge offers a range of features to enhance your stay, including a fully equipped kitchen, a hot tub overlooking the cove, a private outdoor shower, a gas grill, and a bonfire pit.
Adventurer's Nook - Kentucky
8.0 1 review

Adventurer's Nook

house, Campton
Adventurer's Nook is a cottage located in High Falls, 31 kilometres from Bear Track Park and 48 kilometres from Spencer Morton Preserve.
This 42 square metre dwelling offers air conditioning, a kitchen with a fridge and microwave, and a jacuzzi for up to three guests, with towels and linen provided and cycling opportunities nearby.
The Wildlife Hot Tub Cabin @ Lakepointe Resort - No Cleaning Fees! - Kentucky
9.8 54 reviews

The Wildlife Hot Tub Cabin @ Lakepointe Resort - No Cleaning Fees!

cabin, Jamestown
This charming lakeside lodge is situated on the shores of Lake Cumberland, less than 1.6 kilometres from the Lake Cumberland Marina and Lake Cumberland, offering easy access to a range of water-based activities. The property has received consistently excellent reviews from previous guests, with top marks for cleanliness, location, and overall experience.
The lodge spans 83 square metres and comfortably accommodates up to six guests in two bedrooms and one bathroom. Guests can enjoy a fully equipped kitchen, a private hot tub, a spacious terrace, and a garden, perfect for relaxing and enjoying the natural surroundings.
©2026 cozycozy.com