Crestwood, Kentucky Vacation Rentals

Explore 72 rental homes and villas in Crestwood, Kentucky for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $56 per night with homes containing as many as 14 bedrooms and 14 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Crestwood Overview
Discover the enchanting town of Crestwood, Kentucky, a hidden gem nestled in the picturesque landscape of Oldham County. This idyllic destination beckons travelers with its serene atmosphere, offering a tranquil retreat from the clamor of urban life. Crestwood is a treasure trove of Southern charm and hospitality, providing an intimate glimpse into the heart of the Bluegrass State. At the forefront of Crestwood's allure are the Yew Dell Botanical Gardens, a verdant paradise that captivates visitors with its diverse collection of flora. The gardens are not only a visual delight but also a hub for botanical research and education. The historic castle on the grounds, once the residence of the nursery's founder, infuses your visit with a sense of enchantment and historical wonder. Equestrian enthusiasts will find themselves in close reach of Kentucky's renowned horse country. A short jaunt from Crestwood opens the gates to majestic horse farms and stables, where you can engage in horseback riding lessons, embark on scenic trail rides, or simply bask in the pastoral beauty of thoroughbreds roaming the fields. While Crestwood may not boast oceanfront views, the nearby Ohio River offers a waterfront haven for those seeking outdoor adventure. The river's banks are ideal for boating, fishing, or picnicking, providing a picturesque setting for a day of leisure and connection with nature. Culinary explorers will delight in Crestwood's local dining scene, a hidden gem that serves up the region's rich culinary traditions. Whether you're craving the warmth of a homemade meal in a cozy café or the sophistication of farm-to-table cuisine in an upscale restaurant, your taste buds are in for a treat. The town's vibrant community events, like the Crestwood Festival, are a celebration of local culture, featuring artisans, musicians, and food vendors in a convivial atmosphere that embodies the spirit of small-town America. These events offer a wonderful opportunity to engage with the community and immerse yourself in Kentucky's legendary hospitality. For those with a penchant for shopping, Crestwood's boutiques and antique shops are a playground of unique and eclectic finds. Whether you're on the hunt for handcrafted items or vintage gems, shopping here is an exploration of creativity and charm. Enhance your stay in Crestwood by indulging in the luxury of a private home rental, where you can savor the exclusivity of a space all your own. Many of these homes come with the added comfort of being pet-friendly, ensuring that your furry companions can join in on the fun. For those warm Kentucky days, select a home with a swimming pool to add a splash of relaxation to your getaway. In essence, Crestwood, Kentucky, is a destination that promises a peaceful escape, rich with botanical beauty, equestrian heritage, riverfront recreation, delectable dining, and quaint shopping experiences. It's the perfect setting for a weekend retreat or a leisurely escape into the warm embrace of the South.
Cultural Attractions in Crestwood
Crestwood, Kentucky, may not be the first place that comes to mind when thinking of a cultural hub, but this charming town in Oldham County has its own unique offerings that cater to lovers of the arts, history, and local customs. For those interested in the visual arts, Crestwood is home to several local galleries and artisan shops. The Gallery on Main is a delightful spot where visitors can view and purchase works from local artists, ranging from paintings and sculptures to handcrafted jewelry and pottery. This intimate setting allows for a personal connection with the region's creative talents. History enthusiasts will appreciate the significant past of the surrounding area. A short drive from Crestwood, you can visit the Oldham County History Center in La Grange, which offers exhibits on the county's history, including its role in the Underground Railroad. The Peyton Samuel Head Family Museum, located within the same complex, provides a glimpse into the life of early Kentucky settlers with its period rooms and artifacts. Local customs and traditions can be experienced at the many community events in Crestwood and the surrounding Oldham County. The Oldham County Day Festival, held annually in July, is a celebration of local heritage with parades, music, crafts, and food that showcase the community spirit and hospitality of the region. Live music can be enjoyed at various venues and events throughout the year. Crestwood has a tradition of bluegrass and country music, and visitors can often find performances at local eateries or during special events in the area. The nearby city of Louisville, just a short drive away, offers a wider array of live music options, from classical to indie rock, for those willing to venture a bit further. While Crestwood itself may not boast large museums, its proximity to Louisville allows for easy access to a wealth of cultural institutions. The Speed Art Museum, the largest art museum in Kentucky, and the Frazier History Museum are just two of the many options available in Louisville for those seeking a deeper dive into the arts and history. In Crestwood, you'll find a peaceful retreat with a friendly atmosphere, where the pace of life allows for a deeper appreciation of the arts, history, and local customs. It's a place where cultural activities are woven into the fabric of everyday life, offering a genuine experience of Kentucky's heartland.
Kids IconFamily friendly activities in Crestwood
Crestwood, Kentucky, nestled in the rolling hills just outside of Louisville, offers a delightful array of activities that are sure to enchant children and provide a memorable family experience. For a start, the Foxhollow Farm is a fantastic destination for kids to connect with nature and learn about farming. This working farm offers family-friendly events throughout the year, including pumpkin picking in the fall and festive activities during the holiday season. Children can interact with farm animals, explore the gardens, and enjoy the fresh air of the countryside. Yew Dell Botanical Gardens is another gem in Crestwood, providing a magical setting for families to explore. With its enchanting gardens, fairy-tale castle, and interactive children's programs, it's a place where kids can learn about plants and wildlife while having fun. The gardens often host scavenger hunts and family workshops that are both educational and entertaining. For those looking to cool off during the warmer months, the John W. Black Aquatic Center is the perfect spot. With a zero-depth entry pool, water slides, and a splash pad, it's designed for children of all ages to enjoy a day in the water. The center also offers swim lessons and water aerobics for a more structured aquatic experience. If your family enjoys sports, the Wendell Moore Park provides a wide range of athletic facilities, including baseball fields, basketball courts, and a walking track. The park also has a playground where kids can climb, swing, and slide to their hearts' content. For a unique indoor experience, take the kids to Cailin Art Studio, where they can unleash their creativity through painting, drawing, and crafting. The studio offers art classes and workshops for children, making it a great way to encourage their artistic side. And of course, no visit to Crestwood would be complete without a trip to the nearby Louisville Zoo, just a short drive away. The zoo is home to hundreds of animals and offers educational programs, animal encounters, and special events that are sure to captivate the curiosity of young animal lovers. Crestwood, with its blend of outdoor adventures, educational experiences, and family-friendly attractions, is a charming destination that offers a peaceful retreat from the hustle and bustle of city life, ensuring that children will have plenty to see, learn, and enjoy.
Nature IconOutdoor activities in Crestwood
Crestwood, Kentucky, nestled in the rolling hills of Oldham County, is a serene escape for outdoor enthusiasts and nature lovers. While it may not be as well-known as some of the country's larger natural attractions, Crestwood offers a peaceful retreat with a variety of outdoor activities to enjoy. One of the highlights for nature lovers is the nearby Bernheim Arboretum and Research Forest. Just a short drive from Crestwood, this expansive forest offers over 40 miles of trails with varying levels of difficulty, perfect for hiking, running, or simply enjoying a leisurely walk amidst the beauty of nature. The arboretum also features a diverse collection of plants and trees, a canopy tree walk, and a beautiful lake, making it a great spot for bird-watching and photography. For those who enjoy equestrian activities, Crestwood is in close proximity to the Kentucky Horse Park, where visitors can connect with the region's rich horse culture. Horseback riding trails and tours are available, offering a unique way to explore the scenic countryside. The nearby Ohio River also provides ample opportunities for water-based recreation. Boating, fishing, and kayaking are popular activities, allowing visitors to take in the tranquil river views and possibly catch a glimpse of local wildlife along the banks. For a more relaxed outdoor experience, the Yew Dell Botanical Gardens in Crestwood is a hidden gem. The gardens boast an impressive collection of plants, flowers, and sculptures, with beautifully designed landscapes that change with the seasons. It's an ideal spot for a peaceful stroll or a picnic surrounded by the splendor of nature. Golf enthusiasts will find several courses in and around Crestwood, where they can enjoy a round of golf while taking in the picturesque surroundings. The rolling hills and lush greenery of the area make for a memorable golfing experience. Lastly, for those seeking a more adventurous outdoor activity, the Harrods Creek Park offers a rugged terrain for mountain biking and challenging hikes. The park's trails meander through dense forests and along creeks, providing a great workout and a chance to connect with the area's natural beauty. Crestwood, Kentucky, may be a small town, but it's big on natural wonders and outdoor activities. Whether you're looking to hike, ride, paddle, or simply relax in nature, Crestwood offers a variety of experiences that cater to the outdoor adventurer.
Weather IconWeather in Crestwood
Crestwood, Kentucky, nestled in the Oldham County, experiences a humid subtropical climate, which brings about a full range of seasons, each with its own distinct character and appeal. The summer months, from June through August, are warm and humid. Average high temperatures hover in the mid to upper 80s Fahrenheit (around 30°C), with occasional peaks into the 90s (above 32°C). These months can also bring thunderstorms, contributing to the area's annual precipitation. The humidity during this time can be quite high, making the air feel heavier and warmer than the actual temperature. As autumn arrives, from September to November, the heat begins to dissipate, offering cooler and more comfortable weather. Average temperatures range from the high 70s (around 25°C) in early September to the low 50s (around 10-12°C) by late November. This season is celebrated for its beautiful fall foliage, with the leaves turning vibrant shades of red, orange, and yellow, creating a picturesque setting for outdoor activities. Winter, from December to February, is generally cold with occasional mild periods. Average high temperatures are in the 40s Fahrenheit (around 4-9°C), with lows often dropping below freezing. Snowfall can occur, but it is typically not excessive, averaging around a few inches per year. This season offers a quieter, more serene experience of Crestwood's natural beauty. Spring, from March to May, is a time of renewal and mild weather. Temperatures gradually warm from the 50s (around 10-15°C) in March to the 70s (around 21-26°C) by May. This season can be wet, with April generally being the rainiest month, but the rainfall contributes to the lush greenery and blooming flowers that make the region so attractive. The most popular time to visit Crestwood is during the spring and fall when the weather is most pleasant for exploring the outdoors and enjoying the scenic beauty of the area. These seasons offer a delightful mix of moderate temperatures and lower humidity, ideal for taking in the local parks, historic sites, and engaging in outdoor activities. Whether you're looking to experience the vibrant colors of autumn or the fresh blossoms of spring, Crestwood provides a charming backdrop for your travels.
Transportation in Crestwood
Crestwood, Kentucky, is a charming suburban city located in Oldham County, just northeast of Louisville. While it may not have the extensive transportation infrastructure of a major metropolis, there are still several options for travelers visiting this quaint community. Most visitors to Crestwood arrive by car, as it is conveniently situated near Interstate 71, which provides direct access to Louisville and its many attractions. For those flying in, the nearest major airport is Louisville International Airport, located approximately 20 miles southwest of Crestwood. From the airport, renting a car is the most practical option for reaching Crestwood and exploring the surrounding area. Once in Crestwood, getting around is primarily done by car. The city itself is not known for public transportation options, so having your own vehicle will give you the freedom to travel to local shops, restaurants, and nearby attractions at your leisure. Ride-sharing services like Uber and Lyft are also available and can be a convenient choice for those who prefer not to drive. For those who enjoy cycling, Crestwood offers some scenic routes that are popular with local cyclists, though the city's infrastructure is more geared towards vehicular traffic. As for walking, while Crestwood boasts a number of residential neighborhoods with sidewalks, it is not considered a highly walkable city in terms of accessing a wide range of amenities and attractions on foot. If you're looking to explore beyond Crestwood, the city's proximity to Louisville allows for easy day trips to experience the larger city's vibrant culture, dining, and entertainment options. Additionally, the Oldham County area offers a variety of outdoor activities, including horse farms and beautiful countryside that are best accessed by car. In summary, while Crestwood may not offer the extensive transportation options of a larger city, its accessibility by car and proximity to Louisville make it a convenient and pleasant destination for those looking to enjoy the charm of Kentucky's smaller communities. Having a car will greatly enhance your ability to explore all that Crestwood and the surrounding region have to offer.