Southwind Golf Course Rentals by Owner

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Southwind Golf Course vacation rental?

What makes our Rentals by Owner 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 Southwind Golf Course

When should you plan your Rentals by Owner stay?

Timing your visit to Southwind Golf Course in Winchester ensures you enjoy the best weather and available rental options, making it easier to plan a memorable getaway in this welcoming region.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During these months, the area experiences warm weather ideal for enjoying outdoor activities and golf at the local courses.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September - October)

This period offers mild temperatures and less humidity, making it a comfortable time to explore and relax in the region.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Mid Winter (January - February)

You might find fewer visitors and lower rental rates during this cooler season, perfect for a quiet getaway.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
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Late Fall (November - December)

As the region transitions into winter, expect shorter days and cooler temperatures, ideal for cozy stays away from peak crowds.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F

Weekly Weather Forecast for Southwind Golf Course

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

  • Access to well-maintained golf course outdoor spaces for your leisure and relaxation
  • Beautifully landscaped gardens and scenic views to enjoy during your stay
  • Outdoor dining areas or picnic tables perfect for al fresco meals amidst the natural surroundings
  • Private patios, decks, or balconies offering ideal spots for morning coffee or sunset viewing
  • Outdoor grill facilities to enhance your culinary experience while enjoying the fresh air
  • Spacious yards or lawns suitable for outdoor games and family activities
  • Proximity to walking trails and outdoor recreational areas within the region for exploring the local scenery
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Family Activities

  • Winchester Nature Park: Enjoy a family picnic or explore scenic walking trails just a short drive from your rental, perfect for outdoor adventures in the area.
  • Bluegrass Heritage Museum: Discover local history and culture through engaging exhibits that provide an educational outing suitable for all ages here in Winchester.
  • Central Kentucky Wildlife Refuge: Experience close encounters with native wildlife and participate in guided nature walks to learn more about the regional ecosystems.
  • James S. A. Brown Park: Spend time together on playgrounds, sports fields, or relaxing by the pond, making it an ideal spot for family fun in this region.
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Adult Activities

  • Golfing at Southwind Golf Course: Enjoy a leisurely round of golf on pristine fairways, perfect for both beginners and seasoned players looking to experience the region’s well-maintained course.
  • Dining at Local Restaurants: Savor regional flavors at nearby eateries, offering diverse menus that showcase the area's culinary specialties in a comfortable setting.
  • Exploring Winchester's Historic Downtown: Discover charming shops, local art galleries, and historical landmarks in this vibrant part of the city, providing an authentic regional experience.
  • Outdoor Activities in the Surrounding Area: Engage in scenic walking trails and nature parks close to here, ideal for relaxing outdoor pursuits amid Kentucky’s picturesque landscape.

Southwind Golf Course Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Golf Courses: Take advantage of the region's renowned golf courses, including Southwind Golf Course, to enjoy a memorable game amidst scenic views.
  • Plan Your Arrival During Off-Peak Hours: Arriving during quieter times can enhance your experience, allowing you to enjoy the area’s peaceful atmosphere and amenities at your own pace.
  • Utilize Nearby Dining Options: Savor regional flavors by exploring local eateries around Winchester, which complements your stay at this destination perfectly.
  • Stay Connected with Reliable Wi-Fi: Ensure your accommodation offers dependable internet access to plan outings and share your trip highlights effortlessly.

Transportation Options

  • Personal Vehicle Rental: Renting a personal vehicle offers the flexibility to explore the surrounding region at your own pace while staying near Southwind Golf Course.
  • Taxi and Ride-Sharing Services: Local taxi services and ride-sharing options provide convenient transportation to and from Winchester and nearby attractions in this area.
  • Public Transportation: The area's public transit system allows for economical travel within Winchester, making it easy to access key locations without a car.
  • Rental Cars at Winchester Regional Airport: Car rental services at the nearby airport give you easy access to reliable transportation as you arrive or depart from here.

Local Customs Options

  • Respect for Golf Etiquette: Visitors here are expected to observe proper golf manners, including maintaining silence during swings and repairing divots, which fosters a courteous atmosphere on the course.
  • Holiday Celebrations: Local festivities often involve traditional Kentucky music and food, offering you an authentic experience when participating in community events nearby.
  • Dining Customs: When dining in the region, it's customary to share meals family-style, emphasizing the warm hospitality that visitors can appreciate during their stay.
  • Environmental Respect: The area encourages eco-friendly practices, such as proper disposal of waste and conservation efforts, helping visitors contribute to preserving the natural beauty of this destination.

Frequently Asked Questions About Southwind Golf Course Rentals by Owner

1. What are the top vacation rentals in Southwind Golf Course?

2. How many Rentbyowner vacation rentals are available in Southwind Golf Course?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 17 in the Southwind Golf Course 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 Southwind Golf Course. 

3. What is the cancellation policy for a rental by owner in Southwind Golf Course?

The cancellation policy varies depending on the individual listing. You should review the specific rental's terms on the listing page or contact the owner directly to understand the cancellation conditions and any applicable fees.

4. How do I ensure the rental property meets my needs before booking?

You can review the detailed descriptions, photos, and amenities listed on the rental page. If you have specific questions or need additional information, reach out to the property owner for clarification before finalizing your reservation.

5. Is there a minimum stay requirement at rentals in this area?

Minimum stay requirements are set by each property owner and can vary. Check the listing details or contact the owner directly to confirm any minimum night stay policies applicable during your intended dates.

6. Are pets allowed in rental properties near Southwind Golf Course?

Pet policies differ among owners; some may welcome pets while others may not. Review the pet policy stated in the listing or contact the owner to inquire about bringing pets with you.

7. What amenities are typically included in rental homes by owner here?

Most rentals include essential amenities such as Wi-Fi, air conditioning, and fully equipped kitchens. Specific amenities vary, so it’s best to check the individual property listing or contact the owner to ensure your needs are met.