Discover Your Perfect Woodford County Vacation Homes

Woodford County Pet Friendly Vacation Rentals

10.0 (1 Review)
House
Jockey Suite at Sugar Hill Farm
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
View Availability
See More Pet-Friendly Vacation Rentals in Woodford County on PetFriendly.io

Why Choose Rent By Owner for your Woodford County Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Woodford County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, whether you're seeking vibrant local events or peaceful retreats in this destination's scenic landscape.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy the vibrant blooms and pleasant weather that make this area especially attractive for your getaway. It's the ideal time to explore and relax as nature awakens around you.

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

Visit in the fall to experience stunning foliage and cooler temperatures that enhance your outdoor activities. This season offers a peaceful ambiance perfect for unwinding in comfortable vacation rentals here.

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

Off-Season Highlights

image
Summer (June to August)

While summer brings warmer weather, it tends to be less crowded, making it an excellent opportunity for more relaxed stays in this destination’s cozy accommodations. Expect higher temperatures for outdoor enjoyment.

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

If you're seeking tranquility and lower rates, winter provides a quieter atmosphere. The cooler climate is suitable for those who prefer a peaceful retreat in well-appointed vacation rentals during this season.

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

Weekly Weather Forecast for Woodford County

How to Book Your Woodford County 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 Woodford County

More Top-Rated Vacation Rentals in Woodford County Area

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 private outdoor space with a furnished patio or deck for relaxing or dining al fresco.
  • Make the most of the region’s scenic beauty with access to sprawling gardens or landscaped yards.
  • Take advantage of outdoor grilling facilities to prepare delicious meals amidst nature.
  • Utilize outdoor recreational areas such as picnic spots or open lawns for family activities.
  • Benefit from on-site parking and well-maintained pathways for easy outdoor exploration.
  • Discover outdoor furniture that allows you to unwind while soaking in the tranquil surroundings.
  • Capitalize on nearby walking trails, gardens, or parks that enhance your stay in this charming area.

Top Attractions Around Woodford County

What attractions are nearby?

Within this charming region, you can enjoy a variety of outdoor activities and scenic attractions that showcase the best of Kentucky's countryside, all easily accessible from your nearby vacation rental.

image
image

Family Activities

  • Horseback Riding Tours: Experience the region’s rich equestrian heritage by exploring scenic trails on guided horseback riding tours suitable for all ages.
  • Historic Horse Farms: Visit renowned horse farms in this area, where you can learn about Kentucky’s famous thoroughbred industry and enjoy family-friendly tours.
  • The Kentucky Equine Education Center: Engage with interactive exhibits and live demonstrations at this educational center dedicated to the region’s equine culture and history.
  • Cultural Festivals and Events: Participate in seasonal festivals celebrating local traditions, food, and crafts that bring families together in this welcoming community setting.
image

Adult Activities

  • Horseback Riding Tours: Experience the region’s equestrian heritage by exploring scenic trails on horseback, a popular activity for adults seeking outdoor adventure here.
  • Discover local bourbon craftsmanship with guided tours and tastings at renowned distilleries nestled within this destination's lush landscape.
  • Wine Tasting Experiences: Visit nearby wineries to enjoy wine tastings that showcase the area's burgeoning vineyards and viticultural talents.
  • Golfing at Premier Courses: Tee off at top-rated golf courses designed to provide both relaxation and challenge amid the area’s picturesque scenery.

Other Places to Stay in Woodford County, KY

Martin Castle
Martin Castle Vacation Rentals
Buckley Wildlife Sanctuary & Audobon Center
Buckley Wildlife Sanctuary & Audobon Center Vacation Rentals
Equus Run Vineyard & Winery
Equus Run Vineyard & Winery Vacation Rentals
Woodford Reserve Distillery
Woodford Reserve Distillery Vacation Rentals
Versailles
Versailles Vacation Rentals
Midway
Midway Vacation Rentals
Wildside Winery
Wildside Winery Vacation Rentals
Damselfly Gallery
Damselfly Gallery Vacation Rentals
Jack Jouett House Historic Site
Jack Jouett House Historic Site Vacation Rentals
Blue Grass Railroad Museum
Blue Grass Railroad Museum Vacation Rentals
The Woodford Theatre
The Woodford Theatre Vacation Rentals
Raintree Gallery and Framing
Raintree Gallery and Framing Vacation Rentals
More Places to Stay Near Woodford County

Woodford County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local wineries: Take advantage of the area’s renowned vineyards by scheduling tastings and tours to fully experience the region's rich viticulture.
  • Visit nearby equestrian events: Engage with this destination's equestrian culture through local events or horseback riding opportunities to immerse yourself in its rural charm.
  • Plan outdoor activities: Use the scenic parks and nature trails surrounding your stay to enjoy hiking, picnicking, or simply relaxing in the peaceful countryside.
  • Sample regional cuisine: Discover the area's culinary delights by visiting local restaurants, which offer authentic flavors that complement your stay in this destination.

Transportation Options

  • Woodford County Transit Service: This regional transportation option offers convenient and reliable bus routes within the area, making it easy to explore local attractions without the need for a personal vehicle.
  • Rental Cars: Renting a car is a flexible way to navigate here, giving you the freedom to visit nearby vineyards, historic sites, and other scenic spots at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing options provide quick and hassle-free transportation, ideal for short trips or when arriving from nearby airports.
  • Airport Transfers: Several shuttle services operate between this destination and regional airports, ensuring a smooth start and end to your visit to the region.

Local Customs Options

  • Horse Country Traditions: Embrace the area's rich equestrian heritage through local events and practices that celebrate Kentucky’s renowned horse racing culture.
  • Southern Hospitality: Experience the welcoming nature and courteous customs that define the region's friendly community and hospitality standards.
  • Local Music and Festivals: Enjoy the vibrant musical traditions and seasonal festivals that highlight the area's cultural roots and community spirit.
  • Farm-to-Table Cuisine: Savor the region’s commitment to fresh, locally sourced ingredients reflected in its dining customs and culinary offerings.

Frequently Asked Questions About Woodford County?

1. What are the top vacation rentals in Woodford County?

There are a lot of options in Woodford County. If you plan on staying in the Woodford 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 Woodford County:

2. How many vacation rentals have private pools in Woodford County?

There are 2 vacation rentals with private pools near Woodford County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Woodford County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Woodford County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 92 in the Woodford 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 Woodford County. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies can vary depending on the property owner. It is recommended to review the specific listing details or contact the host directly to understand the cancellation terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits may apply. These are outlined in the property listing, so be sure to review all charges before confirming your reservation.

7. How do I arrange for check-in and check-out at a vacation rental in this region?

Check-in and check-out procedures are typically detailed in the property listing or provided by the owner. Contact the host beforehand if you need clarification or special arrangements.

8. Is Wi-Fi and other amenities included in the rental, and how can I confirm availability?

Most listings specify available amenities, including Wi-Fi. To ensure your needs are met, review the property description carefully or reach out directly to the host for confirmation.

9. What are the best ways to communicate with the property owner during my stay?

Communication preferences vary; many owners prefer messages through the booking platform or direct contact via phone. It's advisable to clarify preferred methods with the host prior to your arrival.