Best Vacation Homes in Nicholasville
House
10.0(1 Review)
1 Bedroom
3 Baths
8 Guests
Kitchen
Parking
Air Conditioner
Internet
US $457/Night
7 Nights - US $3,197
House
9.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
3605.91 ft²
Fireplace/Heating- Parking
- Internet
Child Friendly
US $339/Night
7 Nights - US $2,373
US $142/Night
7 Nights - US $995
Apartment
9.2(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $249/Night
7 Nights - US $1,746
House
4 Bedrooms
2 Baths
10 Guests
1636.11 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $376/Night
7 Nights - US $2,630
House
2 Bedrooms
1 Bath
7 Guests
980 ft²
- Fireplace/Heating
Balcony/Terrace- Kitchen
- Parking
US $175/Night
7 Nights - US $1,226
House
10.0(107 Reviews)
3 Bedrooms
2 Baths
7 Guests
1705 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $230/Night
7 Nights - US $1,613
House
10.0(101 Reviews)
5 Bedrooms
3 Baths
16 Guests
3100 ft²
Private Pool- Hot Tub
- Fireplace/Heating
Pool
US $716/Night
7 Nights - US $5,012
Nicholasville Luxury Rentals
House
10.0(4 Reviews)
7 Bedrooms
6 Baths
16 Guests
11000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,178/Night
7 Nights - US $15,246
New
House
6 Bedrooms
3 Baths
10 Guests
3100.01 ft²
- Hot Tub
- Fireplace/Heating
View- Parking
US $868/Night
7 Nights - US $6,078
House
10.0(15 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $680/Night
7 Nights - US $4,761
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
8 Guests
1900 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $670/Night
7 Nights - US $4,692
House
1 Bedroom
2 Baths
6 Guests
1905.21 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $435/Night
7 Nights - US $3,045
House
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $424/Night
7 Nights - US $2,969
House
10.0(7 Reviews)
5 Bedrooms
2 Baths
12 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $406/Night
7 Nights - US $2,845
House
9.6(16 Reviews)
4 Bedrooms
2 Baths
10 Guests
1632 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $342/Night
7 Nights - US $2,394
Nicholasville Pet Friendly Vacation Rentals
House
10.0(43 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $426/Night
7 Nights - US $2,982
Condo
9.8(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
US $149/Night
7 Nights - US $1,040
House
9.4(36 Reviews)
9 Bedrooms
7 Baths
20 Guests
12700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $810/Night
7 Nights - US $5,672
Condo
9.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
Breakfast- Pet Friendly
- Kitchen
- Child Friendly
US $206/Night
7 Nights - US $1,445
House
5.0(1 Review)
3 Bedrooms
3 Baths
10 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
US $325/Night
7 Nights - US $2,275
House
5.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
3700 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $307/Night
7 Nights - US $2,149
House
4.8(37 Reviews)
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $138/Night
7 Nights - US $966
House
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $105/Night
7 Nights - US $735
Nicholasville Large Vacation Homes
House
9.6(10 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $325/Night
7 Nights - US $2,275
House
4 Bedrooms
2 Baths
12 Guests
4305.56 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Parking
US $332/Night
7 Nights - US $2,322
House
4 Bedrooms
2 Baths
12 Guests
2032 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $493/Night
7 Nights - US $3,450
House
4 Bedrooms
2 Baths
10 Guests
2032 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $414/Night
7 Nights - US $2,898
House
9 Bedrooms
7 Baths
30 Guests
14200 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $436/Night
7 Nights - US $3,049
US $422/Night
7 Nights - US $2,954
Why Choose Rent By Owner for your Nicholasville Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Nicholasville Vacation Rentals
Where are the best neighborhoods to stay in Nicholasville?
When exploring your stay in Nicholasville, Kentucky, choosing the right neighborhood can enhance your experience significantly. Whether you prefer a quiet residential area or a vibrant community close to local amenities, this charming town offers a variety of neighborhoods suitable for every traveler. Finding the perfect location within Nicholasville ensures easy access to the natural beauty and welcoming atmosphere that make this region special. With a range of dependable vacation rentals available, you can enjoy a comfortable and convenient stay tailored to your preferences in this inviting Kentucky town.
Cumberland Hill
Situated within the vibrant region near Nicholasville, Cumberland Hill offers a peaceful setting ideal for those seeking a comfortable retreat. You can enjoy easy access to the area's amenities while staying in this welcoming neighborhood.
View 94+ Rentals in Cumberland HillBest Times to Visit Nicholasville
When should you plan your Vacation Rentals stay?
Finding the ideal time to visit can enhance your experience, as the best season to vacation here often depends on your preferences for weather and local events in the area.
Peak Season Highlights
Spring (March to May)
During spring, you can enjoy mild temperatures and blooming landscapes, making it an ideal time to explore this region's natural beauty while staying in comfortable vacation rentals.
Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
Fall (September to November)
Fall offers pleasant weather and vibrant foliage, providing a picturesque setting for your stay in the area’s welcoming vacation rentals.
Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
Off-Season Highlights
Winter (December to February)
Winter brings cooler temperatures and fewer visitors, giving you a peaceful retreat in cozy vacation rentals while experiencing the area's quieter charms.
Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F
Summer (June to August)
Summer can be hot and humid, but it's also when the region offers longer daylight hours and opportunities for outdoor activities in a relaxed atmosphere, perfect for those seeking a quiet getaway.
Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F
Weekly Weather Forecast for Nicholasville
How to Book Your Nicholasville Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Nicholasville
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 spacious outdoor patio for relaxing or entertaining under the open sky.
- Benefit from a private backyard ideal for family activities or just unwinding in the fresh air.
- Take advantage of a furnished porch that provides a cozy spot to savor morning coffee or evening sunsets.
- Make use of a barbecue grill setup perfect for outdoor cooking during your stay.
- Explore well-maintained walking paths or trails nearby for outdoor recreation and sightseeing.
- Relax in a shaded gazebo, offering a comfortable retreat on sunny days.
- Utilize an outdoor dining area for meals al fresco with friends or loved ones, all within the area’s scenic surroundings.
Top Attractions Around Nicholasville
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and local attractions that showcase the best of Kentucky’s natural beauty and regional culture.
Family Activities
- Bluegrass Scenic Trail: Embark on a family-friendly hike or bike ride along this scenic trail, which showcases the natural beauty of the region.
- Isaiah House Therapeutic Riding Center: Introduce your family to equine therapy and enjoy horseback riding sessions that promote relaxation and outdoor fun in this area.
- Jessamine County Park: Spend quality time together at this local park, featuring playgrounds, picnic areas, and open spaces perfect for outdoor activities.
- Kentucky Horse Park: Discover the region’s rich equestrian heritage with engaging exhibits and demonstrations suitable for the whole family here in Kentucky.
Adult Activities
- Jessamine County Park: Enjoy outdoor activities and picnics in the scenic surroundings of this local park, perfect for relaxation during your stay.
- Bourbon Trail Tours: Explore the region's renowned bourbon heritage through guided tours that offer a taste of Kentucky’s famous distilling traditions.
- Keene Trace Golf Club: Play a round of golf at this premier course, offering beautiful views and challenging holes just minutes from your lodging.
- Downtown Nicholasville Shopping District: Discover charming shops and local eateries in the heart of the area, ideal for leisurely afternoons.
Other Places to Stay in Nicholasville, KY
Chrisman Mill Vineyards
Connemara Golf Course
First Vineyard
BlueGrass Renal Care
CHI Saint Joseph Health - Saint Joseph Jessamine
Jd Legends Bar & Grill
Camp Nelson Civil War Heritage Park
Wolf Run Wildlife Reserve
Jessamine County
Keene Trace Golf Club
Nicholasville Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Research local spots and get map recommendations to make the most of your time in this charming area.
- Choose a Convenient Location: Select vacation rentals close to key attractions or access routes to enhance your stay and minimize travel time.
- Engage with Local Experiences: Take advantage of nearby events, markets, or eateries that showcase the region's unique culture and flavors.
- Utilize Seasonal Insights: Check for seasonal activities or festivals happening during your visit to fully enjoy everything the destination has to offer.
Transportation Options
- Louisville International Airport (SDF): This major airport offers convenient flights to and from the area, making travel to your vacation rental in Nicholasville easy and accessible.
- Greyhound Bus Service: A reliable bus line provides budget-friendly transportation options connecting you to the region from various cities across the country.
- Regional Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps are readily available here, offering flexible and direct transportation to your destination within the area.
- Local Public Transit: The region's public transit system provides affordable and straightforward routes to explore local attractions and reach your vacation rental conveniently.
Local Customs Options
- Southern Hospitality:** You’ll notice a warm and welcoming attitude that embodies the region’s renowned southern hospitality, making your stay here feel like visiting friends.
- Local Festivals:** Participating in community festivals reflects the area's rich tradition of celebrating local heritage and fostering a strong sense of community.
- Horse Country Tradition:** The region's equestrian culture is deeply rooted, with locals often sharing a profound appreciation for horse racing and related events.
- Respect for history is evident in the preservation of charming architecture and historic sites that tell the story of this destination’s past.
Frequently Asked Questions About Nicholasville?
1. What are the top vacation rentals in Nicholasville?
There are a lot of options in Nicholasville. If you plan on staying in the Nicholasville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Nicholasville:
- Cali-king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
- Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
- This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
- The Lodge at Marble Creek. Modern Cabin Retreat/Hot tub/Sauna/Creek Access
- Historic & Spacious Family Home in Nicholasville!
- Experience the charm of Kentucky with cosy stay!
- The Lodge A-Frame Getaway
- Asbury Inn & Suites
- 15 Mi to Dtwn Lexington: Serene Wilmore Home!
- Rural Kentucky River Palisades Cabin/Past Distilry
2. Which vacation homes in Nicholasville are best for families?
If you are looking for a family-friendly vacation home in Nicholasville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Nicholasville:
3. How many Rentbyowner vacation rentals are available in Nicholasville?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 49 in the Nicholasville 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 Nicholasville.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it's important to review the specific listing details. You can find the policy outlined on the booking page or contact the host directly for clarification.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees or service charges are typically listed during the booking process. Always check the full fee breakdown before confirming your reservation to ensure transparency.
6. How do I secure my reservation in this destination?
Reservations are secured by completing the online booking and submitting any required payments. Confirm all details and communicate with the host if needed to finalize your stay.
7. What should I know about check-in and check-out times at vacation rentals around here?
Check-in and check-out times are specified in each listing. Make sure to review these details beforehand and coordinate with the host if you require special arrangements.
8. Is there any local information or restrictions I should consider before booking?
Each property listing may include guidelines or restrictions relevant to the area. It's recommended to read these carefully or contact the host directly for any questions regarding local rules or neighborhood specifics.
Nicholasville Top Rated Vacation Rentals
Hotel
9.4(284 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $108/Night
7 Nights - US $753
Hotel
9.1(164 Reviews)
1 Bath
- Pool
- Parking
- Air Conditioner
- Child Friendly
US $207/Night
7 Nights - US $1,447
Hotel
8.8(631 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $120/Night
7 Nights - US $841
Hotel
8.8(126 Reviews)
7 Baths
504.36 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $126/Night
7 Nights - US $880
House
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $550/Night
7 Nights - US $3,850
