
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.

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.

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

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.

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.

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.

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.

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!

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.

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.

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!

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.

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
Other great holiday rentals in Winnsboro

Woodsy Lakefront Cabin + Sleeps 4+ Kayaks +Firepit

The Cabin at The Pine Retreat

Sage Street Cottage with view of the Bowery

Burning Daylight

Honeysuckle Trail Hideaway

Lake Fork Luxury and Leisure

Serene Lakefront Cabin, Fishing, Firepit, Kayaks

Renovated 'Carnegie Cottage' - Walk to Dtwn!
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.
Destinations to explore
- Houston Holiday rentals
- Austin Holiday rentals
- Dallas Holiday rentals
- Galveston Holiday rentals
- Oklahoma City Holiday rentals
- Fort Worth Holiday rentals
- Branson Holiday rentals
- Tulsa Holiday rentals
- Fredericksburg Holiday rentals
- Arlington Holiday rentals
- Hot Springs Holiday rentals
- Canyon Lake Holiday rentals





