- USA
- South Carolina
- Windsor
- Rentals by Owner
Discover Your Ideal Rental by Owner in Windsor, South Carolina for a Memorable Stay
Discover Your Perfect Windsor Rentals by Owner
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Rentals by Owner
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Windsor Rentals by Owner
- Air Conditioner
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- Pet Friendly
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- Pet Friendly
- Pool
- Air Conditioner
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- TV
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- Pet Friendly
- Accessibility
- Air Conditioner
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- Pet Friendly
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- Accessibility
- Security/Safety
- Air Conditioner
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- Pet Friendly
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- Accessibility
- Security/Safety
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
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- Pool
- TV
Why Choose Rent By Owner for your Windsor vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Windsor
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, as different seasons offer unique opportunities to enjoy the region’s natural beauty and local charm while booking your rental by owner in Windsor, South Carolina, USA.
Peak Season Highlights
Spring (March to May)
During spring, the region experiences mild weather and blooming scenery, making it an ideal time for outdoor activities and exploring local charm while staying in rental homes.
Fall (September to November)
Autumn offers comfortable temperatures and vibrant foliage, providing a picturesque setting for your stay and outdoor pursuits within the area.
Off-Season Highlights
Winter (December to February)
In winter, the region tends to be quieter with cooler temperatures, allowing for peaceful getaways in cozy rental accommodations while avoiding the crowds.
Summer (June to August)
Summer can bring hotter weather and increased humidity, but it’s also a time when you can enjoy the slower pace and find attractive rental deals in the area.
Weekly Weather Forecast for Windsor
How to Book Your Windsor vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Windsor
Common Rentals by Owner 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 outdoor dining with a private patio or picnic area to relax and entertain in the fresh air.
- Take advantage of well-maintained gardens or landscaped yards that enhance your outdoor experience.
- Make use of outdoor grilling facilities to prepare meals while enjoying the region's pleasant climate.
- Relax by a private or shared swimming pool, perfect for cooling off during warmer months.
- Utilize a spacious balcony or veranda offering scenic views of the surrounding countryside.
- Explore nearby walking trails or nature paths accessible from the property, ideal for outdoor enthusiasts.
- Benefit from outdoor recreational amenities such as tennis courts or basketball hoops often available at larger rentals.
Top Attractions Around Windsor
What attractions are nearby?
During your stay, you can enjoy a variety of outdoor activities and local attractions that showcase the region’s natural beauty and charm, making your visit to this destination both relaxing and memorable.

Family Activities
- Windsor Community Park: Enjoy a family picnic, playground fun, and outdoor activities at this local park perfect for relaxing days with children.
- The Windsor History Museum: Explore the region’s heritage through engaging exhibits that offer educational experiences suitable for all ages.
- Riverfront Nature Walks: Discover scenic trails along the area’s waterways, ideal for nature-loving families seeking tranquility and wildlife sightings.
- Local Family-Friendly Events: Participate in seasonal festivals and community gatherings that showcase the region’s vibrant culture and provide entertainment for everyone.
Adult Activities
- Visit the Windsor Historic District: Explore charming historical sites that offer a glimpse into the area's rich past and provide excellent photo opportunities for visitors staying nearby.
- Enjoy outdoor recreation at nearby parks: Take advantage of scenic trails, picnic areas, and nature reserves to relax and unwind in the tranquil setting just moments from your rental.
- Experience local dining options: Savor regional flavors at restaurants known for their Southern hospitality, perfect for an authentic taste of the region’s culinary scene.
- Attend community events and festivals: Engage with local traditions through seasonal celebrations and cultural gatherings that showcase the area's vibrant community spirit.
Other Places to Stay in Windsor, SC
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take time to discover the hidden gems and scenic spots that showcase the charm of the area, ensuring a memorable stay in this welcoming destination.
- Plan Your Activities: Coordinate outdoor adventures or cultural experiences ahead of time to maximize your visit and enjoy everything this region has to offer.
- Choose the Right Rental: Select a comfortable and conveniently located rental by owner through Rent By Owner to enhance your overall experience here.
- Embrace the Community: Engage with local residents and support small businesses to get an authentic taste of the area's hospitality and culture during your trip.
Transportation Options
- Windsor County Transit: This local bus service offers convenient transportation options within the region, making it easy to explore without a vehicle.
- Rental Car Services: Major rental car providers operate in the area, allowing you to rent a vehicle that best suits your travel needs for exploring Windsor and beyond.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing platforms provide reliable and quick transportation options for short trips around here and nearby attractions.
- Airport Shuttle Services: Several shuttle services connect the region to the nearest airports, offering seamless transportation for your arrival and departure experiences.
Local Customs Options
- Southern Hospitality: Welcoming visitors with warmth and friendliness is a cherished tradition in this region, ensuring you feel at home during your stay.
- Local Festivals: Participating in community events reflects the area's rich cultural heritage and offers an authentic experience for travelers seeking to connect with local customs.
- Traditional Cuisine: Enjoying regional dishes provides insight into local flavors and culinary traditions that are celebrated throughout here.
- Respect for Nature: Maintaining outdoor spaces and natural landmarks is an important custom, emphasizing the community’s dedication to preserving its scenic beauty.
Frequently Asked Questions About Windsor Rentals by Owner
1. What are the top vacation rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:
- BRING YOUR HORSES! SALT POOL! Pristine Private farm.
- The Barngalo- Private, yet Close to everything
- Enjoy your stay on a private, equestrian plantation.
- Horse country in a beautiful, cozy, pool house. You will love your stay.
- Cheerful spacious home-5 min to Bruce's Field/Downtown
- Bright centrally located 3 bed/2 bath with fenced private yard
- Bring your horses!1 Bdrm Apt, sleeps four in a quiet country setting.
- Acreage with pool in town
- Beautiful Home on Horse Farm, Bring your dogs or friends - close to golf too!
- Bucolic rural getaway in the heart of Aiken's premier horse community.
2. How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 109 in the Windsor 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 Windsor.
3. What is the cancellation policy for a rental by owner in Windsor, South Carolina?
4. How do I inquire about availability and book a rental by owner in Windsor?
5. Are there any house rules or restrictions I should be aware of when staying in a rental by owner in Windsor?
6. What amenities are commonly included in rentals by owner in Windsor, South Carolina?
7. How can I contact the owner if I have questions about my stay in Windsor?
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