Holiday Rentals in Kentucky

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Kentucky holiday rentals
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Best Holiday rentals and Airbnb offers in Kentucky

Best family friendly Kentucky holiday rentals

Among the 19189 accommodations in Kentucky, here are the 4 best family friendly rentals

Golf Simulator | Hot Tub | Putting Green | Game Room | - Kentucky
10 52 reviews
Kentucky
04/10 – 21/10
SG$1690/nighttotal: SG$28730 (17 )

Golf Simulator | Hot Tub | Putting Green | Game Room |

5 2
apartment , Lexington-Fayette
This house is located in Lexington, just 0.3 km from the Living Arts & Science Center and 2.4 km from the University of Kentucky, making it ideal for exploring the city's cultural attractions and educational institutions. It has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The home offers 5 bedrooms and 3 bathrooms across 316 square meters, accommodating up to 16 guests. It features a fully equipped kitchen, a washing machine, a fireplace, a TV, a garden, a balcony, a jacuzzi, and parking, ensuring a relaxing and enjoyable stay.
Basil Cottage On The Creek - Kentucky
10 260 reviews
Kentucky
23/07 – 26/07
SG$132/nighttotal: SG$396 (3 )

Basil Cottage On The Creek

1 2
apartment , Hodgenville
The Basil cottage, a self-catering property near Hodgenville, Kentucky, enjoys a secluded location on a 100-acre farm, offering proximity to Abraham Lincoln's Birthplace National Historical Park and the Kentucky Bourbon Trail (distances unspecified).
This 550 sq ft (51 sq m) one-bedroom, one-bathroom dwelling sleeps three, boasting a screened porch, private patio with fire pit, and access to a creek; ample parking is available for two vehicles.
Porch Sunset On The Lake, 1/2 Mile From Beaver Creek Marina! - Kentucky
10 173 reviews
Kentucky
11/11 – 15/11
SG$398/nighttotal: SG$1592 (4 )

Porch Sunset On The Lake, 1/2 Mile From Beaver Creek Marina!

3 10
apartment , Monticello
This lakefront property near Monticello, Kentucky, is situated approximately 14 kilometres from the Wayne County Historical Museum and Wayne County Hospital.
This three-bedroom, two-bathroom holiday home offers 143 square metres of space, sleeping up to ten guests and boasting a fully equipped kitchen, terrace, garden, free Wi-Fi, and gas grills; nearby attractions include Lake Cumberland Winery and Daniel Boone National Forest.
North Star Retreats - Kentucky
10 7 reviews
Kentucky
09/07 – 15/07
SG$195/nighttotal: SG$1170 (6 )

North Star Retreats

2 1
house , Booneville
This residential holiday home in Booneville offers convenient access to local attractions.
This 102 square metre property accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, WiFi, air conditioning, a jacuzzi, a terrace, a garden, and private parking.

Top cities

Best pet friendly Kentucky holiday rentals

Among the 19189 accommodations in Kentucky, here are the 4 best pet friendly rentals

The Bear Cave W Hot Tub In The Quaint Village Of Aurora - Kentucky
9.7 178 reviews
Kentucky
23/07 – 26/07
SG$214/nighttotal: SG$642 (3 )

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

2 2
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.
Two Bedroom Cabin Adjacent To Lake Barkley State Park - Kentucky
8.6 17 reviews
Kentucky
17/07 – 20/07
SG$172/nighttotal: SG$516 (3 )

Two Bedroom Cabin Adjacent To Lake Barkley State Park

2 2
cabin , Cadiz
This waterfront lodge is located near Cadiz, Kentucky, just a short walk from Lake Barkley and its State Resort Park, offering easy access to a variety of outdoor activities. The property enjoys excellent guest ratings, making it a popular choice for travellers seeking a relaxing getaway.
The two-bedroom property sleeps up to five guests and has a fully equipped kitchen, a washing machine, and a terrace with garden access. Guests can enjoy the on-site swimming pool, fitness centre, and barbecue facilities, as well as the nearby golf course, making it a perfect choice for families and groups.
Charming Private Bungalow With Ev Charger Near Downtown Louisville - Kentucky
10 200 reviews
Kentucky
02/07 – 06/07
SG$293/nighttotal: SG$1172 (4 )

Charming Private Bungalow With Ev Charger Near Downtown Louisville

3 4
apartment , Louisville
This holiday home is located in the Highlands neighbourhood of Louisville, just half a mile from Cave Hill Cemetery and a short drive from the KFC Yum Center, offering easy access to both historical landmarks and entertainment venues. The property has consistently received excellent ratings for user experience, location, and cleanliness.
This two-bedroom property covers 74 square metres and can comfortably accommodate up to six guests. Enjoy a relaxing garden, barbecue facilities, a fully equipped kitchen, and a spa, all within a smoke-free environment.
2 Queen Beds | Non-smoking, Micfridge - Kentucky
Kentucky
02/07 – 03/07
SG$95/nightfor 1 night

2 Queen Beds | Non-smoking, Micfridge

1 2
apartment , Grand Rivers
This Grand Rivers flat is located 37 kilometres from Union Station and the Lowertown Arts District, offering convenient access to local attractions such as Patti's Settlement 1880's and the Kentucky Lake.
This 19 square metre apartment accommodates up to four guests and features air conditioning, free WiFi, a microwave, refrigerator, and access to an on-site waterpark, with check-out at 11:00.

Frequently asked questions about holiday rentals in Kentucky

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

    Kentucky offers a fantastic mix of attractions. For history buffs, Mammoth Cave National Park, the world's longest known cave system, is a must-see, along with the Shaker Village of Pleasant Hill, showcasing a preserved 19th-century Shaker community. Louisville's Muhammad Ali Center celebrates the life and legacy of the boxing legend, while Churchill Downs, home to the Kentucky Derby, is iconic. Frankfort, the state capital, boasts the Kentucky State Capitol building and the Old State House.
  • What are the best Airbnb and vacation rentals in Kentucky?

  • What are the vacation rentals like in Kentucky?

    If you're considering a vacation rental in Kentucky, you'll be pleased to know that there are many types of vacation rentals on offer. You can book into a house, apartment, villa, bungalow, or loft. You'll be sure to find the right vacation rental for your needs. Yes! You can stay in an unusual vacation rental in Kentucky, like a converted barn, a treehouse, a yurt, a tipi, or even a historic mansion.
  • Are there any unique natural phenomena in Kentucky, United States?

    Absolutely! Mammoth Cave's vast underground network is a geological wonder. Red River Gorge, with its stunning sandstone arches and cliffs, offers incredible hiking and rock climbing opportunities. The unique landscape of the Cumberland Plateau, with its diverse flora and fauna, is another highlight.
  • What are the most popular Airbnbs in Kentucky?

  • Can you find any unique vacation rentals in Kentucky?

    Try a Hot Brown, an open-faced sandwich topped with turkey covered with a cheesy mornay sauce, bacon, and tomato (all toasted under a broiler and served hot). You'll also want to try some spoonbread, a moist corn souffle that's said to be a Native American dish. For something sweet, try the Derby Pie, an iconic chocolate-walnut pie.
  • What essentials should you bring to Kentucky, United States?

    Comfortable walking shoes are a must, especially if you plan on exploring caves or hiking. Layers of clothing are recommended as Kentucky's weather can be unpredictable. Sunscreen, insect repellent, and a hat are also advisable, particularly during warmer months. A reusable water bottle will be useful, especially while exploring outdoors.
  • What are the best vacation rentals with a pool in Kentucky?

  • What dishes should you try in Kentucky?

    The best time to visit Kentucky is between April and June, and in the fall months between August and September.Well, you can swig bourbon and watch horse racing, but there is so much more to do in Kentucky. Go see some live music, maybe take in a Bluegrass concert, drink some craft beer or eat some great food, delve into history, go caving or explore the great outdoors. There's plenty to keep you occupied!
  • What famous events or festivals are happening in Kentucky, United States?

    The Kentucky Derby, held annually at Churchill Downs in Louisville, is internationally renowned. The Kentucky State Fair, a large agricultural fair, takes place in Louisville each autumn. Numerous smaller, regional festivals celebrating Kentucky's heritage and culture occur throughout the year. For example, the Fancy Farm Picnic, a political event with a unique atmosphere, is a long-standing tradition.
  • What are the best rentals for families and kids in Kentucky?

  • When is the best time to go to Kentucky?

    The best time to visit Kentucky is between April and June, and in the fall months between August and September.
  • 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, try the restaurants in Louisville's NuLu neighbourhood or explore eateries in Lexington's Distillery District. Must-try dishes include Kentucky burgoo (a hearty stew), hot brown (a creamy turkey casserole), and bourbon balls (chocolate-covered bourbon-infused sweets). Many restaurants also offer variations of fried chicken and barbecue.
  • What are the best rentals or Airbnbs with a jacuzzi in Kentucky?

  • What can you do in Kentucky?

    Well, you can swig bourbon and watch horse racing, but there is so much more to do in Kentucky. Go see some live music, maybe take in a Bluegrass concert, drink some craft beer or eat some great food, delve into history, go caving or explore the great outdoors. There's plenty to keep you occupied!
  • What are some less-famous attractions in Kentucky, United States that are worth a visit?

    The Abraham Lincoln Birthplace National Historical Park in Hodgenville offers a glimpse into the early life of the 16th US president. The Cumberland Falls State Resort Park, known for its moonbow, a rare lunar rainbow, is a hidden gem. My Old Kentucky Home State Park in Bardstown, with its beautiful architecture and historical significance, is another worthwhile destination.
  • 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 producers and sample regional produce. Attending smaller, community festivals and events offers opportunities to meet locals and experience Kentucky's culture firsthand. Exploring smaller towns and engaging in conversations with residents in local establishments can also offer valuable insights.
  • What unique natural landscapes and terrain features can travellers explore in Kentucky, United States?

    Kentucky boasts diverse landscapes. The rolling hills of the bluegrass region contrast sharply with the rugged terrain of the Red River Gorge and the cavernous depths of Mammoth Cave. The Mississippi River also forms a significant part of the state's western border, offering scenic views and opportunities for river-based activities.
  • How many days are ideal for a trip to Kentucky, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of Kentucky's highlights. A possible itinerary could include: days 1-3 exploring Louisville (Muhammad Ali Center, Churchill Downs, bourbon distilleries), days 4-5 at Mammoth Cave National Park, days 6-7 in the Red River Gorge, and a final day in Lexington before departure. This is just a suggestion, and itineraries can be adjusted based on interests.

Nearby regions

Best Kentucky holiday rentals with a pool

Among the 19189 accommodations in Kentucky, here are the 4 best rentals with a pool

Condo #24 At Lynnhurst Resort - Jet Ski Rentals On Site! - Kentucky
Kentucky
04/08 – 08/08
SG$350/nighttotal: SG$1400 (4 )

Condo #24 At Lynnhurst Resort - Jet Ski Rentals On Site!

2 7
apartment , Murray
Condo #24 At Lynnhurst Resort, situated on the Kentucky Lake and Tennessee River waterfront approximately 16.7 kilometres from the Miller Memorial Golf Course in Murray, Kentucky, offers stunning lake views.
This two-bedroom apartment sleeps eight guests, boasting a fully equipped kitchen, private patio, free Wi-Fi, on-site swimming pool, BBQ grills, and jet ski rentals.
4br Home - Pool, Hot Tub Pet Friendly By Ark Experience - Kentucky
9.3 72 reviews
Kentucky
02/07 – 03/07
SG$478/nightfor 1 night

4br Home - Pool, Hot Tub Pet Friendly By Ark Experience

4 2
house , Williamstown
This recently renovated four-bedroom house in Williamstown, Kentucky, is located 26 kilometres from Mullins Wildlife Area and 47 kilometres from Boone County Veterans Memorial Park.
The 214-square-metre property boasts a swimming pool, jacuzzi, and ample amenities including a fully equipped kitchen, two bathrooms, and accommodates up to 19 guests, perfect for family getaways or large groups.
Welcome To Forest Lakehouse At Lake Cumberland  Your Ideal Cabin Retreat! - Kentucky
9.7 80 reviews
Kentucky
17/07 – 20/07
SG$482/nighttotal: SG$1446 (3 )

Welcome To Forest Lakehouse At Lake Cumberland Your Ideal Cabin Retreat!

3 2
cabin , Burnside
This family-friendly lodge is located just 0.16 kilometres from the Daniel Boone National Forest and within a 32 kilometre radius of the Cumberland River, Burnside Marina, Natural Arch Scenic Area, and SomerSplash. The property has received excellent ratings for location, cleanliness and overall user experience.
The lodge has 3 bedrooms, 1 bathroom and can accommodate up to 8 guests. It offers a range of amenities including a swimming pool, a jacuzzi, a tennis court, a spa and a garden. Guests can also enjoy a fully equipped kitchen, a fireplace, a patio, a DVD player, and a water park and arcade room for entertainment.
Welcome To Beauty On The 7th Fairway  Your Golfing Retreat - Kentucky
8.8 3 reviews
Kentucky
11/11 – 15/11
SG$359/nighttotal: SG$1436 (4 )

Welcome To Beauty On The 7th Fairway Your Golfing Retreat

3 10
apartment , Burnside
This luxurious three-bedroom condo, part of the Woodson Bend Resort in Bronston, offers stunning golf course views and is a short drive from Lake Cumberland and Burnside.
Sleeping up to 10 guests, the property boasts a fully equipped kitchen with stainless steel appliances, a private outdoor bar with a Charbroil grill, access to resort amenities including a swimming pool and spa, and is close to attractions such as the Cumberland River and Daniel Boone National Forest.

Best Kentucky holiday rentals with parking

On The Square! - Kentucky
9.0 23 reviews
Kentucky
11/07 – 12/07
SG$220/nightfor 1 night

On The Square!

2 2
apartment , Elizabethtown
This apartment is located in Elizabethtown, just a short walk from the Hardin County History Museum, The Cannonball, and Brown Pusey House, and within 1.6km of Elizabethtown Community & Technical College and Elizabethtown City Park. The property has received excellent ratings from previous guests.
The self-catering apartment offers 93 square metres of space, with one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a terrace, free Wi-Fi, and a Smart TV, as well as a garden, parking, and a spa.
Albany Family Lake Getaway Near State Parks! - Kentucky
9.7 27 reviews
Kentucky
04/08 – 08/08
SG$272/nighttotal: SG$1088 (4 )

Albany Family Lake Getaway Near State Parks!

3 7
house , Albany
This three-bedroom Albany holiday home, perfect for families, is situated approximately 35 kilometres from Dale Hollow Lake State Resort Park Golf Course, its precise location within Albany, New York remaining unspecified.
The 93-square-metre property boasts a fully equipped kitchen, air conditioning, free Wi-Fi, a garden, parking, and sleeps up to six guests comfortably, offering a washing machine and outdoor dining area amongst other amenities.
Remote Kentucky Cabin W/ Fire Pit & 2 Ponds - Kentucky
9.8 118 reviews
Kentucky
09/10 – 21/10
SG$194/nighttotal: SG$2328 (12 )

Remote Kentucky Cabin W/ Fire Pit & 2 Ponds

2 2
cabin , Murray
This charming two-bedroom cottage is located in New Concord, Kentucky, just a short drive from Jonathan Creek Cabin Area, Ruff Creek Cabin Area, and Kentucky Woodlands National Wildlife Refuge, offering a peaceful escape into the surrounding countryside. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The 139 square metre property comfortably sleeps up to six guests and provides a fully equipped kitchen, air conditioning, free Wi-Fi, and a private garden with a fire pit, perfect for relaxing evenings. Guests can enjoy the two ponds on the property for fishing, kayaking, or simply enjoying the tranquil water views.
Graffiti Art Haus - Walk To Central Bank Arena - Kentucky
9.9 212 reviews
Kentucky
09/07 – 15/07
SG$243/nighttotal: SG$1458 (6 )

Graffiti Art Haus - Walk To Central Bank Arena

1 1
apartment , Lexington-Fayette
This apartment is conveniently located in Downtown Lexington, just 1.8 kilometres from the Mary Todd Lincoln House and Rupp Arena, offering easy access to the city's attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The one-bedroom flat, spanning 79 square metres, comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a washing machine, a garden, a bar, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
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