Discover Your Perfect Skycrest Vacation Homes

Best Vacation Homes in Skycrest

Skycrest Luxury Rentals

Skycrest Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Skycrest Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Skycrest

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the best of what this destination has to offer, whether you're seeking vibrant seasonal events or peaceful retreats in the region's welcoming climate.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences pleasant weather that encourages outdoor activities and sightseeing. This is a popular time for visitors to explore the area while enjoying mild daytime temperatures.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and vibrant foliage, making it an ideal season for those seeking scenic beauty and comfortable weather. Many travelers choose this period for a peaceful retreat in this destination.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Summer (June to August)

In summer, higher temperatures and humidity make it a less crowded time to visit. This period is perfect if you prefer a quieter experience while enjoying the warm weather.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
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Winter (December to February)

Winter brings colder weather and lower tourist traffic, creating a cozy atmosphere for those who enjoy off-season tranquility and the chance to experience this area's quieter side.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Skycrest

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.

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

  • You can enjoy a private outdoor seating area perfect for relaxing and dining under the Kentucky sky.
  • Many properties feature spacious yards or gardens where you can stroll or play outdoor games.
  • Expect to find a barbecue grill available for outdoor cooking and entertaining with family and friends.
  • Look for outdoor amenities such as a fire pit to gather around during cooler evenings.
  • Some rentals offer a swimming pool or access to community pools nearby for refreshing dips.
  • You might have access to a patio or deck area ideal for morning coffee or evening unwinding.
  • Outdoor parking spaces are typically provided, offering convenient access to your vehicle during your stay here.
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Family Activities

  • Kentucky Horse Park: You can explore the iconic horse farm, enjoy interactive exhibits, and experience world-class equestrian events that highlight the area's rich equine heritage.
  • Keeneland Racecourse: Witness thrilling horse racing events at this historic racecourse, offering a fun-filled day suitable for families seeking entertainment in the region.
  • Lexington Children’s Museum: Engage your kids with hands-on exhibits and educational activities designed to inspire learning and creativity in a family-friendly environment.
  • Relax outdoors with picnics, playgrounds, and a scenic lake, making it an ideal spot for family outings in the area.
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Adult Activities

  • Golfing at the Keeneland Golf & Country Club: Enjoy a round of golf on scenic courses that showcase the area's lush landscapes, perfect for relaxing and socializing.
  • Exploring local wineries and breweries: Sample regional flavors at nearby wineries and craft breweries, offering an authentic taste of this destination's vibrant beverage scene.
  • Hiking and outdoor adventures in the surrounding parks: Discover scenic trails and nature preserves that provide a peaceful retreat into the region’s natural beauty.
  • Dining at upscale restaurants and cafes: Indulge in diverse culinary experiences at local eateries that highlight the region's rich food culture.

Skycrest Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s renowned culinary scene by visiting nearby restaurants to enjoy authentic dishes that showcase the area's flavors.
  • Plan Outdoor Activities: Make the most of your stay by engaging in outdoor pursuits like walking or biking along scenic trails, offering a true taste of this destination's natural beauty.
  • Discover Neighborhood Charm: Spend time exploring the local neighborhoods for unique shops and cultural spots that give you an authentic experience of the region.
  • Visit Seasonal Events: Check the calendar for seasonal festivals and markets happening during your visit to immerse yourself in the community's vibrant atmosphere.

Transportation Options

  • LexTran Bus Service: You can rely on the local bus system for convenient transportation around the area and to nearby attractions.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer flexible, on-demand travel throughout this destination.
  • Private Car Rentals: Renting a car provides the freedom to explore at your own pace and visit surrounding highlights of the region.
  • Airport Transportation: Shuttle services and taxis are available for easy travel to and from the regional airport serving here.

Local Customs Options

  • Southern Hospitality: You will notice a warm and friendly atmosphere, as locals in the area pride themselves on their welcoming and courteous demeanor.
  • Horse Culture: Here, equestrian traditions run deep, and you'll find that horse shows and related events are an integral part of the local customs.
  • The region hosts vibrant music festivals and folk celebrations that reflect its rich cultural heritage and community spirit.
  • Traditional Kentucky Cuisine: Savor local flavors through dishes like bourbon-glazed meats and classic Southern sides, which are staples of the area's culinary customs.

Frequently Asked Questions About Skycrest?

2. How many vacation rentals have private pools in Skycrest?

There are 19 vacation rentals with private pools near Skycrest. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Skycrest are best for families?

If you are looking for a family-friendly vacation home in Skycrest, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Skycrest:

4. How many Rentbyowner vacation rentals are available in Skycrest?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 545 in the Skycrest 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 Skycrest. 

5. What is the cancellation policy for vacation rentals in Skycrest, Lexington?

Cancellation policies vary by property. To ensure you understand the specific terms, please refer to the listing details or contact the property owner directly before booking.

6. Are there any house rules I should be aware of when staying in a rental near Lexington?

Each vacation rental may have its own set of house rules. Review the listing description carefully or reach out to the host to clarify any guidelines during your stay here.

7. How do I secure my reservation for a rental in Lexington, Kentucky?

Reservations are secured through the booking platform with payment details provided at checkout. For additional security inquiries, contacting the property owner can provide further assurance.

8. Does the property in Skycrest offer amenities like Wi-Fi and parking?

Amenity availability varies by listing. Check the specific property details or contact the owner to confirm the amenities included during your visit here.

9. What should I know about check-in and check-out times for rentals in Lexington?

Check-in and check-out times are specified in each listing. To ensure a smooth arrival and departure, review these details or communicate directly with the host prior to your stay here.

Skycrest Top Rated Vacation Rentals