Best Vacation Homes in Caldwell County
Caldwell County Luxury Rentals
Why Choose Rent By Owner for your Caldwell County Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Caldwell County
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here ensures you experience the region’s natural beauty and local charm at its best, making your stay in Caldwell County, Kentucky, truly memorable.
Peak Season Highlights
Spring (March to May)
During the spring, you can enjoy mild temperatures and blooming scenery, making it an ideal time for outdoor activities in this area.
Fall (September to November)
Autumn offers comfortable weather with vibrant fall foliage, providing a picturesque backdrop for your stay here.
Off-Season Highlights
Summer (June to August)
The summer months tend to be hotter and more humid, but this is a lively time to explore local events and enjoy the warm weather.
Winter (December to February)
Winter brings cooler temperatures and occasional cold weather, offering a quieter experience for those seeking solitude or indoor activities.
Weekly Weather Forecast for Caldwell County
How to Book Your Caldwell County Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Caldwell County
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas to make the most of warm Kentucky evenings.
- Take advantage of spacious yards or gardens perfect for relaxing or outdoor activities.
- Look for properties with access to nearby lakes or rivers for fishing and boating adventures.
- Benefit from communal outdoor spaces such as patios, decks, or porches to unwind and socialize.
- Find rentals featuring fire pits or outdoor fireplaces for cozy gatherings under the stars.
- Explore options with private parking areas or outdoor storage for your outdoor gear.
- Seek out accommodations that offer scenic views of the region’s natural landscape to enhance your stay.
Top Attractions Around Caldwell County
What attractions are nearby?
While staying in Caldwell County, Kentucky, you can enjoy a variety of outdoor activities and scenic explorations nearby, offering a perfect blend of relaxation and adventure in this charming region.
Family Activities
- Caldwell County Nature Trails: Discover scenic hiking and biking trails that showcase the area's natural beauty, perfect for outdoor family adventures.
- Big Spring Park: Enjoy a relaxing day at this local park with playgrounds, picnic spots, and open spaces ideal for family gatherings and outdoor fun.
- Western Kentucky Wildlife Refuge: Experience the region's diverse wildlife through guided tours and observation areas suitable for all ages.
- Caldwell County Historical Museum: Engage with the area's history and culture through interactive exhibits and educational programs tailored for families.
Adult Activities
- Exploring Local Heritage Museums: Discover the rich history of this area through its heritage museums that offer insightful exhibits and cultural displays.
- Enjoying Outdoor Recreational Activities: Engage in outdoor pursuits such as fishing, hiking, or picnicking at scenic parks and natural preserves nearby.
- Visiting Art Galleries and Craft Shops: Experience the vibrant local arts scene by exploring galleries and shops showcasing regional craftsmanship and artistry.
- Participating in Community Events: Immerse yourself in local culture by attending seasonal festivals, farmers markets, and community gatherings held throughout here.
Other Places to Stay in Caldwell County, KY
Caldwell County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the regional calendar to align your stay with festivals or community gatherings that showcase the area’s charm.
- Explore Hidden Gems: Take time to discover lesser-known spots nearby, which often provide authentic experiences away from typical tourist routes.
- Utilize Your Vacation Rentals Strategically: Choose accommodations that offer easy access to outdoor activities or local attractions, enhancing your overall experience.
- Engage with the Community: Visit local markets and eateries to immerse yourself in the region’s culture and support small businesses during your visit.
Transportation Options
- Interstate 69: This major highway provides convenient road access to and from the region, making travel around Caldwell County straightforward for visitors with personal vehicles or rental cars.
- Local Bus Services: Reliable bus routes serve the area, offering affordable transportation options for exploring Caldwell County and neighboring destinations.
- Taxi and Rideshare Services: Taxis and popular rideshare providers are available in the area, providing flexible and quick transportation solutions for your stay.
- Regional Airport: The nearby airport offers commercial flights, connecting you efficiently to this destination from various national and international locations.
Local Customs Options
- Southern Hospitality: You will notice the region's warm and welcoming attitude, reflected in the friendly interactions with locals throughout your stay.
- Traditional Festivals: Participating in local celebrations allows you to experience Caldwell County’s rich cultural heritage and community spirit firsthand.
- Farm-to-Table Cuisine: Savor authentic regional flavors by exploring eateries that emphasize locally sourced ingredients typical of this area.
- Historical Preservation: Appreciating the area's commitment to maintaining its historical sites gives you a glimpse into Caldwell County’s storied past during your visit.
Frequently Asked Questions About Caldwell County?
1. What are the top vacation rentals in Caldwell County?
There are a lot of options in Caldwell County. If you plan on staying in the Caldwell County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Caldwell County:
- Littlefield Farmhouse in Princeton, KY
- Great location for hunters/fishermen! Conveniently located near lakes and parks.
- Lake Country House on City Square
- American Inn Princeton
- American Inn Princeton
- Stratton Inn
- The Stratton Inn
- Hunters & Fishermen Welcome! Cozy Country Cottage w/ Fireplace near Lake Barkley
- Chateau Princeton….Wedding Venue….HORSES WELCOME! Guest House/Honeymoon Suite
2. How many Rentbyowner vacation rentals are available in Caldwell County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 9 in the Caldwell County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Caldwell County.










