Holiday Rentals in Kentucky

28748 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Kentucky holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Kentucky holiday rentals: compare the best deals

Best family friendly Kentucky holiday rentals

Among the 28748 accommodations in Kentucky, here are the 4 best family friendly rentals

Bonnieville Farmhouse On 69 Acres W/ Porch! - Kentucky
9.9 16 reviews

Bonnieville Farmhouse On 69 Acres W/ Porch!

apartment, Bonnieville
This Bonnieville holiday let is located on extensive grounds, 42 kilometres from Mammoth Cave National Park and Dinosaur World.
This 7-bedroom, 3-bathroom farmhouse sleeps up to 13 guests and offers a wraparound porch, private gazebo, charcoal grill, and a family-friendly second-floor living area with a Smart TV and games.
Cozy Lake Cumberland Lakeview Shangri-la - Kentucky
9.8 26 reviews

Cozy Lake Cumberland Lakeview Shangri-la

apartment, Burnside
This three-bedroom Burnside holiday home boasts stunning waterfront views, less than 0.16km from the Daniel Boone National Forest.
The 121 square metre property offers a fully equipped kitchen, swimming pool, jacuzzi, tennis court, and accommodates up to nine guests, with free Wi-Fi and access to nearby Cumberland River and Burnside Marina for boating and fishing.
Lake Front W/ Pool! Between Ark & Creation Museum. - Kentucky
10 153 reviews

Lake Front W/ Pool! Between Ark & Creation Museum.

apartment, Verona
This Verona, Kentucky cottage, situated near I-71 and I-75, offers easy access to Cincinnati (approx. 48km), Lexington (approx. 160km), and Louisville (approx. 160km), with the Ark Encounter (27km) and Creation Museum (55km) also within reach.
This self-catering holiday home sleeps four in one bedroom and one bathroom, boasting a fully equipped kitchen, air conditioning, a private swimming pool, and access to kayaks, paddle boards, and other water sports on a nearby 56-hectare lake.
Sugar Loaf Retreat - Kentucky
10 33 reviews

Sugar Loaf Retreat

cabin, Flemingsburg
This A-frame lodge is located on a 45-hectare farm just outside Flemingsburg, offering a secluded rural escape.
This family-friendly retreat accommodates up to four guests across two bedrooms, featuring a full kitchen, air conditioning, and Wi-Fi, with access to the entire property including woods and a mowed path.

Top cities

Best pet friendly Kentucky holiday rentals

Among the 28748 accommodations in Kentucky, here are the 4 best pet friendly rentals

The Bear Cave W Hot Tub In The Quaint Village Of Aurora - Kentucky
9.7 188 reviews

The Bear Cave W Hot Tub In The Quaint Village Of Aurora

apartment, Hardin
This two-bedroom apartment is located just 1.6 kilometres from Kentucky Lake and Land Between the Lakes National Recreation Area, offering easy access to a range of outdoor activities. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The apartment features a fully equipped kitchen, a private hot tub, and a spacious patio. Guests can enjoy amenities like a barbecue area, bike rentals, and the option to combine the apartment with an adjacent unit for larger groups.
3br/3ba Large House Near Red River Gorge - Kentucky
10 71 reviews

3br/3ba Large House Near Red River Gorge

apartment, Beattyville
This house is located in the mountains near Beattyville, Kentucky, just 0.5 kilometres from the Daniel Boone National Forest and within a 32-kilometre radius of attractions like the Lee County Recreational Center, Sag Hollow Golf Club, Natural Bridge State Park, and Red River Gorge Geological Area. This three-bedroom house offers a fireplace, a fully equipped kitchen, a patio, a fitness centre, a jacuzzi, and free WiFi.
Pet Friendly Small House In The Heart Of Paducah - Kentucky
9.7 437 reviews

Pet Friendly Small House In The Heart Of Paducah

apartment, Paducah
This 2-bedroom house is conveniently located in central Paducah, within a 15-minute walk of Wacinton Sculpture, Noble Park, and Carson Park, and within 2 km of Baptist Health Paducah and ContinueCARE Hospital. The property has received excellent ratings for location, cleanliness and user experience.
The home has one bathroom and can accommodate up to 5 guests. It offers a range of modern amenities, including a kitchen with a fridge, microwave, oven and dishwasher, a private garden, a terrace or balcony, and free Wi-Fi.
Kentucky Dam Village State Resort Park - Kentucky
9.0 100 reviews

Kentucky Dam Village State Resort Park

resort, Calvert City
Kentucky Dam Village State Resort Park in Calvert City offers a beachfront holiday village directly on Lake Kentucky and within the Kentucky Dam State Park, with the Tennessee River a drive of less than 10 kilometres away.
This family-friendly resort provides complimentary Wi-Fi, an outdoor seasonal swimming pool, an on-site restaurant and bar, a golf course, and extensive event spaces, with parking also available.

Frequently asked questions about holiday rentals in Kentucky

  • What are the must-see sights in Kentucky, United States?

    Kentucky offers a diverse range of attractions. For history buffs, there's the Abraham Lincoln Birthplace National Historical Park and the Shaker Village of Pleasant Hill. Mammoth Cave National Park is a must for nature lovers, boasting the world's longest known cave system. Louisville's Churchill Downs, home to the Kentucky Derby, is iconic, and the Kentucky Horse Park showcases the state's equine heritage. The Kentucky Bourbon Trail is a popular choice for those interested in Kentucky's famous spirit.
  • What are the best Airbnb and vacation rentals in Kentucky?

  • Are there unique natural phenomena in Kentucky, United States?

    Absolutely! Mammoth Cave is a globally significant natural wonder. Red River Gorge, with its sandstone cliffs and arches, offers stunning scenery and excellent hiking opportunities. The Cumberland Falls State Resort Park is known for its moonbow, a rare lunar rainbow. Kentucky's diverse landscape also includes numerous natural bridges and waterfalls.
  • What are the most popular Airbnbs in Kentucky?

  • What essentials should you bring along for a trip to Kentucky, United States?

    Comfortable walking shoes are essential, especially if you plan on exploring caves or hiking. Depending on the season, pack layers of clothing as Kentucky's weather can be unpredictable. Sunscreen, insect repellent, and a hat are also recommended, particularly during warmer months. Don't forget your camera to capture the beautiful scenery.
  • What are the best vacation rentals with a pool in Kentucky?

  • What famous events or festivals are happening in Kentucky, United States?

    The Kentucky Derby is the most famous event, held annually in Louisville. Other notable festivals include the Kentucky State Fair, offering a wide array of agricultural and entertainment exhibits, and the Boone County Fair, showcasing local talent and agricultural products. Many smaller towns and cities also host unique festivals throughout the year.
  • What are the best rentals for families and kids in Kentucky?

  • Where can you find the best restaurants serving local dishes in Kentucky, United States, and what are the must-try specialties?

    For authentic Kentucky cuisine, look for restaurants specialising in bourbon-glazed meats, such as ribs or chicken. Hot brown, a creamy turkey and tomato casserole, is a Louisville classic. Burgoo, a hearty stew with various meats and vegetables, is another regional favourite. Many restaurants in Lexington and Louisville offer high-quality versions of these dishes. You'll also find excellent barbecue throughout the state.
  • What are the best rentals or Airbnbs with a jacuzzi in Kentucky?

  • What are some less-famous attractions in Kentucky, United States that are worth a visit?

    The My Old Kentucky Home State Historic Site in Bardstown, offering a glimpse into antebellum life, is often overlooked. The Kentucky Science Center in Louisville provides interactive exhibits for all ages. For outdoor enthusiasts, the Land Between the Lakes National Recreation Area offers boating, fishing, and hiking opportunities. The Cumberland Trail, a long-distance hiking trail, provides a rewarding experience for hikers.
  • What are the best activities for engaging with locals and understanding their culture in Kentucky, United States?

    Visiting local farmers' markets provides a chance to interact with people and sample regional produce. Attending smaller, local festivals offers a more intimate experience than large-scale events. Exploring smaller towns and engaging with business owners in local shops can provide insights into the community. Participating in a bourbon tasting at a smaller distillery might offer a more personal interaction than at larger facilities.
  • What unique natural landscapes and terrain features can travellers explore in Kentucky, United States?

    Kentucky boasts diverse landscapes. The karst topography of Mammoth Cave is unique, as are the sandstone cliffs and gorges of the Red River Gorge. The rolling hills of the bluegrass region contrast sharply with the flatter terrain of western Kentucky. Lake Cumberland offers vast expanses of water for boating and fishing.
  • How many days are ideal for a trip to Kentucky, United States, and what are some itinerary suggestions?

    A week allows for a good overview of Kentucky's highlights. A possible itinerary could include two days in Louisville (Kentucky Derby Museum, Churchill Downs, bourbon distilleries), two days in Mammoth Cave National Park, and three days exploring Lexington (horse farms, historic sites, bourbon trail). A longer trip allows for more in-depth exploration of specific regions.

Nearby regions

Best Kentucky holiday rentals with a pool

Among the 28748 accommodations in Kentucky, here are the 4 best rentals with a pool

Ark Adventure Retreat - Kentucky
9.8 39 reviews

Ark Adventure Retreat

apartment, Walton
This Walton apartment, situated approximately 32 kilometres from the Ark Encounter and under 50 kilometres from Cincinnati, offers easy access to both rural tranquility and city attractions.
The 93-square-metre property boasts four bedrooms sleeping up to ten guests, three bathrooms, a fully equipped kitchen including a dishwasher, a private garden, a swimming pool, a jacuzzi, and a games room in the garage with ping-pong, foosball, Jenga, and Connect 4.
Marriott Lexington Griffin Gate Golf Resort & Spa - Kentucky
8.3 1128 reviews

Marriott Lexington Griffin Gate Golf Resort & Spa

resort, Lexington-Fayette
The Lexington Griffin Gate Marriott Golf Resort & Spa is conveniently located in Lexington, Kentucky, just a short drive from both Blue Grass Airport and the Kentucky Horse Park. The resort has consistently received very good ratings from guests for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, each with modern amenities and comfortable furnishings. Guests can enjoy a variety of facilities and activities, including a golf course, outdoor pool, spa, fitness centre, and on-site dining options.
Modern Amenities And Convenient Location - Stylish Tranquil Retreat - Kentucky
No reviews

Modern Amenities And Convenient Location - Stylish Tranquil Retreat

apartment, Middletown
This modern 1-bedroom, 1-bathroom flat is located just east of Downtown Louisville, offering a 15-minute journey to the city centre and SDF airport.
This pet-friendly serviced apartment accommodates up to 3 guests and features a fully equipped kitchen, in-unit laundry, air conditioning, WiFi, Smart TVs, a seasonal swimming pool, and a fitness centre, with free on-site parking available.
Sprawling Kentucky Getaway W/ Pool & Hot Tub! - Kentucky
10 16 reviews

Sprawling Kentucky Getaway W/ Pool & Hot Tub!

apartment, Berry
This five-bedroom Berry, Kentucky holiday home is situated on a farm, approximately 32 kilometres from the Ark Encounter and within easy driving distance of Quiet Trails State Nature Preserve and Kincaid Lake State Park.
The 334 square metre property boasts a private pool (May-September), a large garden, tennis court, garage game room with pool and ping-pong tables, and sleeps up to 12 guests comfortably, offering ample space and entertainment options.

Best Kentucky holiday rentals with parking

Cozy East Bernstadt Cabin W/ Porch + Fishing Lake! - Kentucky
10 236 reviews

Cozy East Bernstadt Cabin W/ Porch + Fishing Lake!

cabin, East Bernstadt
This family-friendly lodge is situated on the waterfront in East Bernstadt, just 2.7 kilometres from Daniel Boone National Forest and within a 19 kilometre radius of Wood Creek Lake and Camp Wildcat Battlefield. The property has received excellent ratings for location, cleanliness, and user experience.
The 93 square metre cabin has one bedroom and can accommodate up to six guests. The property offers a range of amenities, including a fully equipped kitchen, a washing machine, two bathrooms, a patio, a fireplace, and a TV, as well as a garden and parking.
Centrally Located House At Pond Meadow Place - Kentucky
9.7 132 reviews

Centrally Located House At Pond Meadow Place

apartment, Somerset
This Somerset holiday home is centrally located, approximately 3.2km from Somerset Community College and The Centre for Rural Development, and within 9.6km of SomerSplash and the Cumberland River.
This 144 square metre property sleeps up to 10 guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, private garden, free Wi-Fi, air conditioning, and parking; nearby attractions include SomerSplash water park and the Cumberland River.
Cottage Of Eden. Bourbon Trail Stay In Shelby Co. - Kentucky
9.9 145 reviews

Cottage Of Eden. Bourbon Trail Stay In Shelby Co.

cottage, Shelbyville
This detached studio apartment is situated in a tranquil, wooded area, offering a rural escape 10 minutes by road from downtown Shelbyville, and is conveniently located for exploring the Bourbon Trail.
The accommodation features a kitchenette with a two-burner electric cooktop, microwave, toaster oven, and mini-fridge with freezer, a fire pit area, gas grill, and the opportunity to interact with chickens, with parking adjacent to the host's residence.
©2026 cozycozy.com