HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit

Holidays in Kentucky

Traverse through the Bluegrass State

Mammoth Cave National Park

Visit the centre of Kentucky's Caves and Lakes Region for a stirring trip to the mysterious limestone caves of Mammoth Cave National Park. Dating back over 15 million years, and with over 392 miles of creeks and caverns (the largest in the world), roaming through Mammoth's underground cave network is a truly unique experience. Enjoy a tour with an experienced guide, and marvel at the imposing 'Frozen Niagara' to retrace the caves' capitvating history. Beyond the caves, enjoy the park's nature trails and hiking tours, whilst keeping an eye out for one of the 70 rare species Mammoth is home to.

View holiday homes near Mammoth Cave

Holidays in Frankfort

History lovers visiting Kentucky should look no further than the state's capital, Frankfort, to indulge their passion in all things past. Defined by a long history dating back to the late 18th century, Franfort's heritage is all the more special thanks to its surrounding leafy suburbs, winding valleys and the free-flowing Kentucky River. Explore the city's historic sites, museums and restored stately homes by foot, or wander through the bourbon warehouses at the Buffalo Trace Distillery. Discover the beautiful Bluegrass Hills at the Buckley Wildlife Sanctuary, before venturing to the Scenic Overlook for panoramas of the city skyline.

View holiday homes near Frankfort

Holidays in Bowling Green

Famous for manafacturing sports cars and its ancient cavern in the city centre, Bowling Green combines unique attractions with historic war landmarks. Visit the National Corvette Museum for a glimpse into the production of America's favourite sports car, or venture to the Lost River Valley and Cave to take Kentucky's only underground boat tour. You could always traverse through winding nature trails and marvel at the exceptional butterfly habitat, or explore the boutiques at the charming Fountain Square Park. And as if that wasn't enough, you'll want to retrace the events of yesteryear by taking the Civil War Discovery Trail.

View holiday homes near Bowling Green

Holidays in Lexington

Delve into the heart of central Kentucky's Bluegrass region with a visit to Lexington, the acclaimed 'Horse Capital of the World'. With over 500 horse parks and an American horse saddle museum, you'll be hard pushed not to have a soft spot for Lexington's thoroughbreds by the end of your visit. For those less partial to racehorses, hike through trails of forestry, meadows and gentle creeks at the Raven Run Nature Sanctuary. Explore America's shrine to the First Lady, Mary Todd Lincoln, at the Waveland State Historic Site, or retrace the life of one of Lexington's most famous sons, Kentucky senator Henry Clay, with a wander through the stunning grounds of the Ashland estate.

View holiday homes in Lexington

Holidays in Louisville

Whilst being something of a Mecca for horse enthusiasts (they descend upon Churchill Downs every summer for the Kentucky Derby), there's a dynamism and energy unique to Kentucky’s biggest city; beyond its equestrian appeal. Marvel at the architecture of the Old Town, before sampling the city’s arts scene with a stroll through Market Street. Clamber up to the hill at Iroquois Park for awe-inspiring views of the city and enjoy stunning waterside panoramas along the sun-kissed Ohio River. Celebrate the lives of Baseball legends with a visit to the Louisville Slugger Museum, and cap off your day with a saunter through Fourth Street; home to Kentucky's famous bourbons.

View holiday homes in Louisville

  • Showing 1-50 of 300+
Additional service fee may apply.
  View Map Map
    Excellent! 4.7/5
    (38 reviews)
    avg/night
    • 4 BR
    • 2 BA
    • Sleeps 18
    House #641313vb
    38
    Viewed 46 times in the last 48 hours
      Wonderful! 4.8/5
      (37 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      Cabin #831243vb
      37
      Viewed 162 times in the last 48 hours
        Wonderful! 4.8/5
        (60 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 17
        House #466137vb
        60
        Viewed 72 times in the last 48 hours
          Wonderful! 4.9/5
          (14 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 10
          House #754408vb
          14
          Viewed 35 times in the last 48 hours
            Wonderful! 4.8/5
            (37 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 4
            Apartment #719414vb
            37
            Viewed 25 times in the last 48 hours
              Wonderful! 4.8/5
              (38 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 8
              Cabin #3709363
              38
              Viewed 128 times in the last 48 hours
                Exceptional! 5.0/5
                (64 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 11
                House #626085vb
                64
                Viewed 54 times in the last 48 hours
                  Exceptional! 5.0/5
                  (10 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Separate Toilet
                  • Sleeps 4
                  Apartment #800326vb
                  10
                  Viewed 31 times in the last 48 hours
                    Wonderful! 4.9/5
                    (32 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    Condo #752800vb
                    32
                    Viewed 46 times in the last 48 hours
                      Excellent! 4.6/5
                      (55 reviews)
                      avg/night
                      • 5 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 18
                      House #487884vb
                      55
                      Viewed 54 times in the last 48 hours
                        Wonderful! 4.8/5
                        (23 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 6
                        Townhome #3927976
                        23
                        Viewed 23 times in the last 48 hours
                          Exceptional! 5.0/5
                          (9 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          House #3994807
                          9
                          Viewed 29 times in the last 48 hours
                            Wonderful! 4.8/5
                            (39 reviews)
                            avg/night
                            • 3 BR
                            • 1 BA
                            • Sleeps 10
                            Cottage #587109vb
                            39
                            Viewed 78 times in the last 48 hours
                              Wonderful! 4.9/5
                              (10 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 12
                              House #827764vb
                              10
                              Viewed 43 times in the last 48 hours
                                Wonderful! 4.9/5
                                (103 reviews)
                                avg/night
                                • 3 BR
                                • 3 BA
                                • Sleeps 6
                                House #336495vb
                                103
                                Viewed 6 times in the last 48 hours
                                  Excellent! 4.7/5
                                  (40 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 8
                                  Cabin #705546vb
                                  40
                                  Viewed 124 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (110 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Separate Toilet
                                    • Sleeps 10
                                    Cottage #384587vb
                                    110
                                    Viewed 55 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (63 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 11
                                      House #719844vb
                                      63
                                      Viewed 47 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (34 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 16
                                        House #458676vb
                                        34
                                        Viewed 52 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (28 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cabin #612124vb
                                          28
                                          Viewed 30 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (16 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Separate Toilet
                                            • Sleeps 5
                                            House #879959vb
                                            16
                                            Viewed 33 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (32 reviews)
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Separate Toilet
                                              • Sleeps 15
                                              House #596733vb
                                              32
                                              Viewed 52 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (20 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #4159672
                                                20
                                                Viewed 23 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (37 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Apartment #596053vb
                                                  37
                                                  Viewed 15 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (47 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Chalet #454236vb
                                                    47
                                                    Viewed 76 times in the last 48 hours
                                                      Excellent! 4.5/5
                                                      (11 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Apartment #846234vb
                                                      11
                                                      Viewed 14 times in the last 48 hours
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        Apartment #1008104vb
                                                        Viewed 39 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (32 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          House #4058445
                                                          32
                                                          Viewed 44 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (23 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Cottage #571992vb
                                                            23
                                                            Viewed 78 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (47 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              Cottage #688369vb
                                                              47
                                                              Viewed 69 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (43 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                House #413597vb
                                                                43
                                                                Viewed 76 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (48 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 7
                                                                  House #586801vb
                                                                  48
                                                                  Viewed 48 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 8
                                                                    House #472373vb
                                                                    12
                                                                    Viewed 77 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (47 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 16
                                                                      Lodge #478446vb
                                                                      47
                                                                      Viewed 78 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (80 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 12
                                                                        House #499357vb
                                                                        80
                                                                        Viewed 67 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (27 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 16
                                                                          House #595019vb
                                                                          27
                                                                          Viewed 30 times in the last 48 hours
                                                                            • 5 BR
                                                                            • 4 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 18
                                                                            Lodge #899514vb
                                                                            3
                                                                            Viewed 49 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (57 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #386785vb
                                                                              57
                                                                              Viewed 33 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #836956vb
                                                                                6
                                                                                Viewed 20 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (32 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 9
                                                                                  House #12218vb
                                                                                  32
                                                                                  Viewed 93 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (34 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 11
                                                                                    House #705169vb
                                                                                    34
                                                                                    Viewed 44 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (21 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 9
                                                                                      Cottage #835022vb
                                                                                      21
                                                                                      Viewed 31 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (14 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        Cabin #3510169
                                                                                        14
                                                                                        Viewed 145 times in the last 48 hours
                                                                                          Excellent! 4.5/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 9
                                                                                          Chalet #662617vb
                                                                                          6
                                                                                          Viewed 108 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (40 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 14
                                                                                            Cabin #503931vb
                                                                                            40
                                                                                            Viewed 58 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (15 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              House #4216135
                                                                                              15
                                                                                              Viewed 44 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (25 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 8
                                                                                                Cabin #409932vb
                                                                                                25
                                                                                                Viewed 99 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #713319vb
                                                                                                  13
                                                                                                  Viewed 90 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (97 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    House #60196vb
                                                                                                    97
                                                                                                    Viewed 46 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 8
                                                                                                      House #910125vb
                                                                                                      8
                                                                                                      Viewed 48 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+