Winnsboro holiday lettings

We found 43 holiday rentals — enter your dates for availability

Select from 13 homes, 11 cottages and other holiday rentals in Winnsboro to find one that's perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
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Why people love visiting historical Winnsboro

Enjoy the history and other features of Winnsboro. This welcoming city attracts visitors thanks to its gardens and restaurants. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Winnsboro

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Winnsboro a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Holly Lake Ranch Golf Club (17.6 mi / 28.2 km)
  • Shadow Lakes Golf Course (21.9 mi / 35.3 km)
  • The Links at Land's End (18 mi / 28.9 km)
  • Beauweevils (0.1 mi / 0.1 km)
  • Clara Ida Frances, Inc (0.1 mi / 0.2 km)
  • Grand Oaks Vineyard & Winery (24.3 mi / 39.1 km)

Exploring the natural features in Winnsboro

Whether you're an adventurous traveller or just want to appreciate the scenery, Winnsboro is a great spot to appreciate mother nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnsboro (4.9 mi / 7.9 km)
  • Lake Cypress Springs (9.7 mi / 15.6 km)
  • Lake Bob Sandlin State Park (13.3 mi / 21.4 km)
  • Lake Bob Sandlin (16.9 mi / 27.2 km)
  • Lake Fork (18.5 mi / 29.8 km)
  • Brumley Lake (25.4 mi / 40.9 km)

Travelling to and around Winnsboro

The nearest airport is in Tyler, TX (TYR-Pounds Regional), located 42.4 mi (68.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Winnsboro when booking a holiday rental?
When considering a holiday rental in Winnsboro, Texas, the downtown area is an excellent choice. This charming district is not only picturesque but also offers a delightful blend of local shops, cafes, and historic architecture, making it a vibrant hub for visitors. With a number of holiday rentals available, you'll find a variety of options that cater to different preferences and budgets.

Staying in downtown Winnsboro places you close to a couple of the town's top attractions. The Winnsboro Centre for the Arts is a highlight, showcasing local talent through various exhibitions and performances. Additionally, the scenic Depot Museum provides fascinating insights into the town's rich history, making it a must-visit for history enthusiasts.

Another appealing area is the vicinity near Lake Winnsboro. This location offers a more tranquil setting with stunning views and plenty of outdoor activities, including fishing, boating, and picnicking. The lake area has a selection of holiday rentals that are superb for those looking to unwind in nature while still being just a short drive from the town's amenities.
How much does it cost to rent a holiday home in Winnsboro?
Prices for holiday rentals in Winnsboro 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 Winnsboro 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 Winnsboro holiday house rentals?
You can find great discounts on house rentals in Winnsboro 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 Winnsboro?
In Winnsboro, holiday houses are the most popular type of rental, with around 12 available in the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Additionally, there are several cottages, apartments, and cabins available, each providing a great experience for travellers. Cottages typically offer a quaint, rustic charm, while cabins can be found in more secluded areas, great for those seeking a peaceful retreat.
Are there any family house rentals in Winnsboro?
In Winnsboro, Texas, there are a variety of family-friendly house rentals available, with around 12 options to choose from. This charming town is known for its picturesque landscapes and friendly community, making it an ideal spot for family getaways. Many properties feature spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor spaces where children can play and explore.
Can I rent a holiday home with a pool or hot tub in Winnsboro?
In Winnsboro, Texas, there are several holiday homes available for rent that come with pools or hot tubs. This charming East Texas town offers a scenic backdrop with its picturesque landscapes and nearby Lake Winnsboro, making it an ideal getaway. Many of the properties include amenities such as private swimming pools, outdoor seating areas, and hot tubs, great for relaxation after a day of exploring the area. Guests can also expect features like fully equipped kitchens and spacious living areas, ensuring a comfortable stay for families or groups.
Can I find long-stay holiday rentals in Winnsboro?
A long-stay holiday rental in Winnsboro 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 Winnsboro?
In Winnsboro, Texas, there are several pet-friendly house rentals available, with options numbering around 14. Visitors can expect a variety of amenities, including fully equipped kitchens, spacious living areas, and outdoor spaces superb for enjoying the pleasant Texas weather. Many of these rentals are situated near the scenic Lake Winnsboro, providing opportunities for fishing, boating, and picnicking by the water.
Are there any remote work holiday rentals in Winnsboro?
In Winnsboro, Texas, there are numerous holiday rentals suitable for remote work, with around 23 options available. These properties often come equipped with essential amenities such as Wi-Fi, dedicated desks, and comfortable workspaces, ensuring that you can stay productive while enjoying your surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winnsboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winnsboro 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 Winnsboro?
In Winnsboro, popular holiday rental amenities typically include kitchens equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Many rentals also offer free Wi-Fi, which is essential for connectivity during your stay. Microwaves are commonly available for quick meal preparation, and outdoor patios are a popular feature, providing a pleasant space to relax and enjoy the fresh air.
When is the best time to visit Winnsboro for a holiday rental?
The best time to visit Winnsboro for a holiday rental is during the peak season from May to July. This vibrant period attracts travellers eager to immerse themselves in the local culture and enjoy the various outdoor activities that the area offers. With warm temperatures averaging in the high 20s to low 30s Celsius, it's the superb setting for exploring the charming downtown filled with shops, local art, and delightful eateries.

July is particularly popular, as the town hosts various festivals and events that celebrate its unique heritage. The lively atmosphere is enhanced by community gatherings and outdoor concerts, making it an ideal time for those looking to engage with locals and fellow visitors alike.

If you're seeking a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a different kind of charm with festive decorations and a peaceful ambiance superb for a relaxing getaway. The cooler temperatures in December, typically around the mid-teens Celsius, create a comfortable environment for leisurely strolls and enjoying the local scenery.
How early should I book a Winnsboro holiday rental?
Book your Winnsboro 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 Winnsboro home rental booking on Vrbo?
To find Winnsboro 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 Winnsboro 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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