Discover Your Ideal Carlisle, Kentucky Vacation Rentals for a Memorable Stay
Discover Your Perfect Carlisle Vacation Homes
Best Vacation Homes in Carlisle
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Carlisle Luxury Rentals
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Carlisle Pet Friendly Vacation Rentals
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Carlisle Large Vacation Homes
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Why Choose Rent By Owner for your Carlisle Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Carlisle
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here ensures you experience the region's best weather and local events, helping you make the most of your stay in this charming part of Kentucky.
Peak Season Highlights
Spring (March to May)
During spring, the region experiences a pleasant climate that is ideal for enjoying outdoor activities and exploring the local scenery. This season attracts visitors seeking comfortable weather and natural beauty.
Fall (September to November)
Autumn offers colorful foliage and mild temperatures, making it a perfect time for sightseeing and outdoor adventures. Visitors flock here to experience the scenic landscape during this vibrant season.
Off-Season Highlights
Winter (December to February)
In winter, the area sees fewer visitors due to colder temperatures and potential snowfall. However, this quiet season provides a peaceful atmosphere for those seeking solitude and lower rates on vacation rentals.
Summer (June to August)
While summer brings warmer weather and longer days, it also draws larger crowds. Visiting during early or late summer can offer a more relaxed experience and affordable rates on vacation rentals in the region.
Weekly Weather Forecast for Carlisle
How to Book Your Carlisle Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Carlisle
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 a private backyard perfect for outdoor gatherings and relaxation amidst the scenic surroundings.
- Take advantage of outdoor grilling areas to prepare delicious meals while enjoying the fresh air.
- Experience the beauty of nature with well-maintained hiking trails nearby, ideal for outdoor enthusiasts.
- Relax by the outdoor fire pit during cool evenings, creating a cozy atmosphere under the stars.
- Make the most of spacious patios or decks that offer stunning views of the region’s natural landscape.
- Benefit from access to outdoor swimming pools common in many vacation rentals in this area for extra leisure options.
- Utilize outdoor sports facilities such as basketball courts or tennis courts, available in select properties here.
Top Attractions Around Carlisle
What attractions are nearby?
In this charming region, you'll find a variety of outdoor activities and local attractions to enjoy during your stay, making it an ideal destination for exploring nearby parks, historic sites, and scenic landscapes.

Family Activities
- Kentucky Derby Museum Experience: Discover the fascinating history of horse racing at this region’s renowned museum, perfect for engaging family learning adventures in the area.
- Heritage Park & Historic Sites: Explore local history and enjoy outdoor activities at Heritage Park, which offers enjoyable spaces for picnics, walking, and family-friendly events.
- Local Farmers Markets: Visit the regional farmers markets to taste fresh produce and handmade crafts, providing a charming cultural experience for all ages during your stay here.
- Community Festivals and Events: Participate in seasonal festivals or community events that showcase the vibrant spirit of this destination, ideal for creating lasting family memories.
Adult Activities
- Explore the historic downtown Carlisle, Kentucky: Stroll through charming streets and enjoy unique local shops that showcase the area's rich heritage.
- Visit the nearby Green River Lake State Park: Engage in outdoor activities like fishing, boating, and hiking to immerse yourself in the region’s natural beauty.
- Experience local flavor at regional dining establishments: Savor authentic Kentucky cuisine and farm-to-table dishes in welcoming eateries around the destination.
- Discover cultural attractions and events: Attend seasonal festivals and explore local museums that highlight the history and traditions of the area.
Other Places to Stay in Carlisle, KY
Carlisle Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Book your preferred vacation rentals early to secure the best options and enjoy a stress-free stay in this charming region.
- Explore Local Cuisine: Take advantage of nearby eateries and local markets to experience authentic flavors unique to the area.
- Discover Hidden Gems: Venture beyond main attractions to find lesser-known spots that offer a more personalized and memorable visit.
- Respect the Environment: Follow sustainable practices to help preserve the natural beauty of this destination for future travelers.
Transportation Options
- Carlinville Transit Service: Offers reliable bus transportation within the region, making it easy to explore Carlisle and its surrounding areas.
- Rental Cars: Available from local providers, allowing you the flexibility to visit nearby attractions and enjoy a personalized travel experience here.
- Taxi Services: Local taxi companies provide convenient point-to-point rides, ideal for quick trips or when minimizing travel hassle in this destination.
- Ride-Sharing Options: Popular services like Uber and Lyft operate in the area, giving you an easy, cashless way to navigate Carlisle and beyond.
Local Customs Options
- Southern Hospitality: Here, you can expect warm greetings and friendly interactions as a reflection of the region’s renowned hospitality.
- Local Cuisine Traditions: Sampling regional dishes offers a glimpse into the area’s rich culinary heritage rooted in local customs.
- Festive Celebrations: Participating in community festivals reveals the town's vibrant cultural traditions and communal spirit.
- Respect for Nature: Environmental respect is evident through conservation efforts and outdoor etiquette embraced by residents here.
Frequently Asked Questions About Carlisle?
1. What are the top vacation rentals in Carlisle?
There are a lot of options in Carlisle. If you plan on staying in the Carlisle area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Carlisle:
- The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
- Cabin in Kentucky Horse Country
- Hilltop Farmhouse with sunrise sunset porch overlooking hills and holler
- Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
- BLUE LICKS BUNGALOW-Next to Blue Licks State Park
- The Cabin at Denali Stud
- The Honey Hut, Think of “ On Golden Pond"
- Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa
- LanMark Farm Spacious Country Get-Away Ground Floor Suite
- Charming cabin nestled in 30 secluded acres ready for your next adventure!
2. Which vacation homes in Carlisle are best for families?
If you are looking for a family-friendly vacation home in Carlisle, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Carlisle:
3. How many Rentbyowner vacation rentals are available in Carlisle?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 70 in the Carlisle 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 Carlisle.
4. What is the cancellation policy for vacation rentals in Carlisle, Kentucky?
5. How do I find the best vacation rental deals in Carlisle, Kentucky?
6. What should I know about checking in and checking out of rentals in Carlisle, Kentucky?
7. Are there special requirements or policies I should be aware of when booking a vacation rental here?
8. How do I ensure my stay is comfortable and enjoyable in this destination?
Carlisle Top Rated Vacation Rentals
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