Windsor holiday lettings

We found 34 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Windsor to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Windsor

Find out more about Windsor

Book a holiday rental for your Windsor getaway

Learn about the unique charm of Windsor with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Windsor

Are you searching for attractions to visit in the area? Venture out of your cosy holiday rental and check out everything that makes Windsor a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Aiken Golf Club (13.6 mi / 21.8 km)
  • God's Acre Healing Springs (14.9 mi / 24 km)
  • Cedar Creek (8 mi / 12.8 km)
  • Cedar Creek Golf Club (8.2 mi / 13.2 km)

Exploring the natural landscape of Windsor

Whether you're an active traveller or just want to take in the scenery, Windsor is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Bruce's Field (12 mi / 19.3 km)
  • Hopeland Gardens (12.9 mi / 20.7 km)
  • Hitchcock Woods (13.4 mi / 21.6 km)
  • Aiken State Park (4.9 mi / 7.9 km)
  • Boyd Pond Park (16.2 mi / 26 km)
  • New Ellenton Park (10.7 mi / 17.2 km)

Travelling to and around Windsor

The nearest airport is in Augusta, GA (AGS-Augusta Regional), located 27.5 mi (44.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday rental?
When considering a holiday rental in Windsor, South Carolina, the most appealing area to stay is the charming and tranquil neighbourhood surrounding the historic downtown. This area offers a delightful blend of southern hospitality and rich history, making it a fantastic base for your getaway.

Staying near downtown Windsor allows easy access to the picturesque parks and local shops, where you can immerse yourself in the community spirit. One of the top attractions in this vicinity is the nearby Aiken State Park, which offers stunning natural beauty and opportunities for hiking, picnicking, and enjoying the serene landscape. Additionally, the area is close to the historic sites of Aiken, where you can explore antebellum architecture and learn about the region's fascinating past.
How much does it cost to rent a holiday home in Windsor?
Prices for holiday rentals in Windsor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Windsor to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Windsor holiday house rentals?
You can find great discounts on house rentals in Windsor on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Windsor?
In Windsor, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer spacious living environments, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation and gatherings. Many of the holiday houses are situated in peaceful neighbourhoods, providing a serene backdrop for visitors looking to explore the local charm and natural beauty of Windsor.
Are there any family house rentals in Windsor?
In Windsor, South Carolina, there are several family house rentals available, making it a suitable destination for those travelling with children. This area offers a mix of charming homes that typically include spacious living areas, fully equipped kitchens for easy meal preparation, and outdoor spaces where families can relax and play.
Can I find long-stay holiday rentals in Windsor?
A long-stay holiday rental in Windsor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Windsor?
In Windsor, South Carolina, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties are equipped with amenities such as spacious backyards, fully furnished kitchens, and comfortable living spaces, making them ideal for both relaxation and entertaining. Some rentals may also feature outdoor areas where pets can roam freely, providing a sense of comfort for both pets and their owners.
Are there any remote work holiday rentals in Windsor?
In Windsor, South Carolina, there are several remote work holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these rentals provide a conducive environment for remote work, featuring dedicated office spaces or quiet areas with reliable Wi-Fi, which is essential for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Windsor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Windsor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Windsor?
In Windsor, popular holiday rental amenities include modern conveniences such as dishwashers, microwaves, and complete cookware sets, which allow travellers to prepare their own meals comfortably. Additionally, many rentals feature electric kettles, enhancing the ease of making hot beverages. These amenities cater to families and groups seeking a homely atmosphere while exploring the charming surroundings of Windsor.
When is the best time to visit Windsor for a holiday rental?
April is the most popular month to visit Windsor, South Carolina, as the weather begins to warm up and the region bursts into bloom. The peak season, spanning from February to April, invites visitors to enjoy a variety of outdoor activities, including hiking and exploring the picturesque landscapes that define this charming Southern town.

During this time, temperatures are comfortably mild, typically ranging from the low to mid-teens Celsius, making it an ideal setting for leisurely strolls and sightseeing. The local flora is at its most vibrant, offering a beautiful backdrop for those looking to unwind and appreciate nature.

If you're seeking to enjoy Windsor at a more budget-friendly time, consider planning your visit in October. This month offers pleasant weather with fewer crowds, allowing for a more relaxed experience. The fall colours provide a scenic environment great for photography and quiet exploration.
How early should I book a Windsor holiday rental?
Book your Windsor holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Windsor home rental booking on Vrbo?
To find Windsor holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Windsor holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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