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Holiday houses in Winnsboro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winnsboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A screened-in porch features a blue couch and two matching chairs arranged around a wooden coffee table. A decorative area rug adds a touch of color to the hardwood floor. Natural light enters through a nearby window, enhancing the cozy ambiance.
Home in Como
5.0 out of 5 average rating, 14 reviews

Tackle Box Cottage

Tackle Box Cottage is a cozy and quaint 100 year old home. The cottage has been completely renovated, but still retains its original charm. The hardwood floors and ceilings were restored, and I kept as much of the shiplap as possible. TBC has enough parking to accommodate 2 trucks with fishing boats. TBC is located about 7.5 miles west of Winnsboro, TX which is a cultural arts district and a Main Street Town. It is close to several Lakes including Lake Fork. Children 5 and older are welcome.

Superhost
A breezeway style area features warm wood paneling and a polished concrete floor. Decorative elements include fishing nets and paddles arranged on the wall. Two wooden doors provide access to other spaces, while two chairs are positioned nearby, contributing to the inviting atmosphere.
Home in Winnsboro
4.67 out of 5 average rating, 39 reviews

Breezeway at the Lake

This beautiful stone, breezeway style home sits on 3 acres with a barn and small pasture. It is located on a quiet County road just 300 yards from Lake Winnsboro and no close neighbors. There is a public camping and swimming area right around the corner and the Lake Store and Marina just down the road. On the property, there are is also a cabin inside the barn and an RV hookup spot available to rent for those larger get togethers. Events are permitted with additional cost and pre-approval

Top Guest favourite
A white door features a decorative wreath adorned with vibrant flowers. A welcome mat with an animal paw print is placed at the entrance, below a sign indicating 'GUEST HOUSE' with directional arrows. A small, carved statue of a dog stands beside the door.
Guesthouse in Winnsboro
4.98 out of 5 average rating, 142 reviews

Comfy 1 bedroom guest house 5 minutes from town

An alternative to traditional B&B's, Beauchamp Guest House is conveniently located 1 mile outside of Winnsboro, Texas city limits, nestled in the Piney Woods of East Texas. Peaceful & private, it is the perfect weekend getaway or short term lodging for business travelers. Overnight, weekly, or monthly rates available. With a KING size bed, full kitchen, Keurig, living room with a pull out feature that sleeps one, TV, Wi-Fi, Washer/Dryer and covered parking, you can relax like you're at home.

Top Guest favourite
A serene lake view is captured at sunset, with vibrant hues of orange and purple painting the sky. Silhouetted trees frame the scene, reflecting gently on the calm water's surface. A small structure stands at the waterfront, contributing to the tranquil atmosphere.
Cottage in Winnsboro
4.96 out of 5 average rating, 218 reviews

Our Place @ Lake Winnsboro

Our Place is a quiet lakefront getaway on Lake Winnsboro that offers excellent fishing, boating, skiing and swimming. Time seems to slow down when you're at Our Place. In downtown Winnsboro you can shop for one-of-a-kind items and antiques, stroll through the cultural arts district, and dine while listening to music in The Bowery. Visit in October for Autumn Trails and celebrate brilliant fall foliage and events such as parades, antique car and tractor shows, pageants and even a trail ride.

Top Guest favourite
A fire pit is centered in the foreground, surrounded by two white chairs with decorative pillows. Soft lighting is provided by a lantern, while a tiny home sits in the background, partially illuminated. Trees and leaves create a natural ambiance.
Tiny home in Quitman
4.95 out of 5 average rating, 91 reviews

The Dragonfly Cottage

Relax at our peaceful cottage which includes a wooded country setting with a fire pit, covered porch, & horseshoes. Located on the Dogwood Trails, you can also see the trees full of their white blossoms each spring in the month of March. Visit nearby wineries, Mineola Nature Preserve, Tyler State Park & of course, Lake Fork! Enjoy plenty of antique shopping, boutiques, & live music venues, too! *Due to how Airbnb collects fees, the more nights you book, the cheaper the nightly rate will be.

Guest favourite
Cabin in Mount Vernon
4.93 out of 5 average rating, 170 reviews

Mini Moody Manor, Lake Cypress Cabin

We LOVE helping our guests enjoy quiet and comfortable vacations and invite you to indulge in the epitome of modern rustic elegance amidst the picturesque piney woods of East Texas. This striking tiny home boasts a sleek all-black exterior that exudes contemporary sophistication and blends harmoniously with its natural surroundings. The location provides for quick and easy access to nearby lakes, state parks, marinas, casual and friendly fooderies, event venues, breweries, and wineries.

Guest favourite
The outdoor area features a fire pit surrounded by four purple chairs, inviting relaxed gatherings. A swing chair is positioned nearby, while string lights create a gentle glow above the patio, enhancing evening enjoyment. A grill stands ready for cooking, completing the outdoor space.
Home in Scroggins
4.96 out of 5 average rating, 81 reviews

Cozy and Quiet *Fire Pit, WIFi, Pet Friendly*

Welcome to the country! This spacious 2 bedroom/1 bathroom country cottage is a relaxing place for anyone wanting to shop and dine in nearby downtown Winnsboro or for the outdoor enthusiast looking to fish nearby lakes, the property provides great parking for boats. No matter what brings you to the country you can enjoy a well stocked coffee bar and sunrise from the front porch or a cold beverage on the back patio while you grill and sit by the fire. Come in, relax, and stay a while!

Top Guest favourite
The private boat dock extends into the calm lake, featuring a covered area with a table. Reflections of the structure and surrounding greenery can be seen in the water, while fluffy clouds drift overhead against a blue sky.
Cottage in Winnsboro
4.95 out of 5 average rating, 317 reviews

Wild Ducks Cottage on Lake Winnsboro

Shaded A-frame with sunrise/moonrise views. Great get-away cottage for rest, relaxation & fishing. Dock, open deck, screened deck. Covered parking, paved driveway. Lake access for boat. Wood County HOTax & cleaning fee included in nightly rate. Ltd. TV stations. DVD player. Near vibrant Winnsboro for shopping, Saturday morning Farmers Market, dining, coffee, food trucks, Finders Keepers, Winnsboro Center for the Arts, Autumn Trails, Art & Wine Festival, Book Fair, Bloom, Rodeo.

Top Guest favourite
Cabin in Como
5.0 out of 5 average rating, 148 reviews

A Little Countryside Paradise -NEW* King bed

Maybe I'm a little partial, but I really have to pinch myself when I go visit Callie's cottage. Imagine...a beautiful country road, quiet except for the occasional sound of a cow. A cottage tucked into an abundance of trees, wrap around porch, flagstone firepit area, patio lights strung across the yard, antique mantle with gas fire, crystal chandelier, beadboard from an 1800's farmhouse, a tub big enough for two, the lushest bedding, classical music plays, sweets served. Deep sigh.

Top Guest favourite
A serene lakeside view features a wooden dock with a paddle boat and kayaks in vibrant colors. Lush trees provide shade, and the two-story getaway building is visible behind a grassy area, offering outdoor seating on the balcony. The calm water reflects the surrounding greenery.
Guesthouse in Winnsboro
4.98 out of 5 average rating, 97 reviews

C5 Getaway * Piece of paradise on Lake Winnsboro

C5 Getaway is a little piece of paradise on Lake Winnsboro. Come enjoy the outdoors. It is perfect for a romantic getaway, family vacation for four and great for fishing. Three guests fit comfortably, but four guests can be accommodated. Plenty of parking and room for boat trailers. Boat ramp is at the end of peninsula. Views of the lake from three sides since it is on a peninsula. Enjoy the use of our paddle boards, paddle boat and kayaks. Fifteen minutes from Lake Fork!

Top Guest favourite
A spacious living area is adorned with comfortable seating arrangements, featuring a large sectional sofa and an armchair. Natural light filters through expansive windows that provide views of the outdoors. A ceiling fan hangs above, and a television is mounted on the wall opposite a decorative storage unit.
Home in Como
5.0 out of 5 average rating, 76 reviews

Serving Up Cinnamon Rolls - HotTub - Walking Trail

Auntie Anna’s Retreat is ready for your get away! In addition I will make and serve our guest Homemade Cinnamon Rolls 3 mornings a week! At 8 am on Tuesdays, Thursdays and Saturdays a hot pan of cinnamon rolls will be brought to your door! Auntie Anna’s is set on 34 acres near our personal home. Guests are encouraged to enjoy the slow pace and simple pleasures of living in the country. We love Auntie Anna’s for its large backyard with fire pit, grill and sitting area.

Top Guest favourite
A new modern home is showcased with a spacious design and large private boathouse. The home features multiple levels and large windows, with serene lake views in a natural setting. The boathouse is equipped with a deck, providing direct access to the water.
Cottage in Pittsburg
4.99 out of 5 average rating, 84 reviews

Modern Lakeview Escape

Looking for a romantic getaway? A work from home retreat? A family adventure close to nature? Well, you found it! Modern home with luxury appointments throughout. Nestled amongst tall pine and oak trees on 1 acre with private lake, forest views via large picture windows from every room + fiber internet! Peace, privacy, and wildlife galore! Stay discounts: 15%/week, and 30%/month. Private boathouse, boat lift, and dual ladders for great fishing and easy swimming access.

Popular amenities for Winnsboro holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Winnsboro?

    Stays are available in and around the downtown core, placing you near galleries, eateries, and shops. Rural options with views of woods or open fields are also frequently suggested for a quiet retreat.

  • What are the best things to do in Winnsboro with kids?

    Families often visit local parks for playgrounds and picnic areas, as well as attend farmers markets and seasonal events around the square. Area nature spots also invite hands-on exploring and outdoor fun.

  • What are some of the best things to do in Winnsboro?

    Winnsboro has a lively downtown with galleries, antique shops, and cafes, often hosting art strolls or live music. Outdoor lovers can explore area parks or visit nearby lakes for fishing or picnicking.

  • How is the weather in Winnsboro?

    Winnsboro has mild winters, with highs near 58°F (15°C), and warm summers reaching up to 95°F (35°C). Rain is more frequent in spring and late autumn, and summer brings sunnier, drier days.

  • When is the best time to visit Winnsboro?

    Late spring and early autumn are frequently suggested for milder temperatures and outdoor events, with highs typically between 68–84°F (20–29°C). Spring wildflowers and local festivals add to the town’s appeal during these times.

  • What are the best places to visit in Winnsboro?

    Browse art galleries and independent boutiques around downtown, or relax in one of the leafy parks. Many travelers enjoy the farmers market and music events frequently hosted at community venues.

  • What are some hiking trails in Winnsboro?

    Explore woodland trails in local parks or nature preserves around Winnsboro, where you may find peaceful forest walks and birdwatching opportunities. Trail conditions vary, so comfortable shoes and sun protection are recommended.

  • What are some family activities we can do in Winnsboro?

    Spend time at local parks with play areas, or explore hands-on craft workshops and family-friendly festivals. Weekend farmers markets and outdoor concerts also create welcoming spaces for all ages.

  • What are some of the best day trip ideas from Winnsboro?

    Travelers often explore nearby state parks for hiking and lake activities, or visit small-town main streets known for antique shopping and murals. Several local wineries or historic downtowns are also popular for relaxed day trips.

  • Are there any pet friendly accommodations available in Winnsboro?

    Winnsboro has a number of pet-friendly vacation rentals, letting you bring your four-legged friends along for the journey. Select hosts commonly welcome pets after advance notice, so be sure to review each listing’s specific guidelines.

  • What are some local tips for visiting Winnsboro?

    Locals suggest checking event calendars for live music, art walks, or produce markets around the central square. Bringing comfortable walking shoes is helpful for exploring downtown's shops and historic streets.

  • What is Winnsboro known for?

    Winnsboro is known for its historic downtown, vibrant arts community, and frequent music events. Regional produce and handcrafted goods reflect the area’s agricultural roots and creative spirit.

  • What are the best hidden gems to explore in Winnsboro?

    Look for creative spaces hosting local artists, tucked-away antique stores, or lesser-known walking trails weaving through wooded areas. Keep an eye out for independent bakeries and shops unique to the community.

  • What are the best foods to try in Winnsboro?

    Winnsboro is known for comfort foods such as Texas barbecue, handmade pies, and Southern-style classics served at local diners. Seasonal produce and homemade treats are often featured at area farmers markets.

  • What should I bring for a trip to Winnsboro?

    Pack comfortable clothing, sun protection, and shoes suitable for both strolling downtown and exploring nature trails. Bringing a reusable water bottle helps if you plan to spend time outdoors, especially during warmer months.

  • What is the nightlife in Winnsboro like?

    Nightlife in Winnsboro centers around casual bars, live music venues, and gatherings at local eateries. You might find open mic nights, seasonal performances, or friendly community events throughout the year.

  • What are the most popular events or festivals in Winnsboro?

    Winnsboro hosts a variety of recurring festivals, including autumn celebrations, live music weekends, and produce markets often held around the town square. Art walks and seasonal parades are also community favorites.

  • Are there family friendly vacation rentals in Winnsboro?

    Winnsboro has a range of family-friendly vacation rentals, including options with multiple bedrooms and yard space. Many are located near parks, making it easy to plan outings with children.