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Holiday rentals in Winnsboro

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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 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.
Guest house in Winnsboro
4.98 out of 5 average rating, 124 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 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
4.94 out of 5 average rating, 77 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.

Top guest favourite
The Bunkhouse is presented with a covered porch adorned with warm string lights. A railing surrounds the porch, and steps lead up to the entrance. A grill is positioned nearby, complemented by seating arrangements and a decorative swing.
Farm stay in Winnsboro
5 out of 5 average rating, 273 reviews

King bed, Fire pit, Wi-Fi, Washer/Dryer

Livestock accommodations available upon request. Pet friendly. Take it easy at this unique and tranquil getaway. One mile from downtown Winnsboro yet outside the city limits. Winnsboro, home of the famous "Autumn Trails". The back patio overlooks a valley pasture with beautiful sunsets and large oak trees. We call our ranch a little piece of heaven. The property is secluded. Walk down the long driveway to the oak tree with a swing. View the cattle from the fences. Come see the stars!!!

Guest favourite
A bright living area is presented with two dark leather recliners, each accompanied by a small side table. Two lamps provide soft lighting, while large windows showcase the surrounding forest views, inviting natural light into the space.
Cottage in Pickton
4.91 out of 5 average rating, 101 reviews

Ole Yellow Cottage - a secluded, nature retreat

Unwind at this charming, newly constructed cottage filled with comfort and lovingly built with you in mind. High ceilings, a soaking tub and all the other amenities you need to escape and relax are located in the middle of nature. Enjoy the forest views in the living room sipping coffee or read a book on the front porch. The cottage is located on a plot of land riddled with family history. You are sure to enjoy a peaceful stay and feel rejuvenated and refreshed at the Old Yellow Cottage.

Guest favourite
An expansive covered deck is framed by dark wooden beams, offering a view of the serene lake. Comfortable seating is arranged around a coffee table adorned with snacks, with vibrant pillows adding a touch of color. Nearby trees provide a natural setting, enhancing the peaceful ambiance.
Cabin in Scroggins
4.9 out of 5 average rating, 261 reviews

Lakefront Modern New Super Host Listing

Newly Renovated Lakefront Modern cabin - Cypress Springs. Small gated community of 12 cabins. We provide a smart tv in every room, including the deck outside! The sunsets are amazing, we have a comfy couch for you to bird and nature watch. A grill is provided for cookouts. The gameroom has an old school arcade game in the bunk room for the kiddos. Pac-man, frogger and 60 other games can keep anyone entertained on those rainy days. Three kayaks for use, hiking trails, and vineyard.

Top guest favourite
A modern interior showcases an open layout featuring a cozy couch. Ample cabinetry and a stylish island kitchen are visible, enhancing functionality. Large windows allow natural light to flood the space, highlighting the warm wood flooring. A staircase leads to an inviting loft above.
Cabin in Mount Vernon
4.94 out of 5 average rating, 154 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.

Top 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
4.98 out of 5 average rating, 62 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
A view from the hot tub shows the cottage in the background, surrounded by trees and soft lighting from patio strings. The focus is on the bubbling water of the hot tub, promoting relaxation and an outdoor ambiance.
Cabin in Como
5 out of 5 average rating, 112 reviews

A Little Countryside Paradise

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
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, 294 reviews

Wild Duck 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.

Guest favourite
A treehouse is illuminated at dusk, highlighting its elevated porch with wooden railings and steps leading up. Surrounding greenery adds a natural frame, while soft lighting from within suggests warmth and comfort in the inviting space.
Treehouse in Lone Oak
4.96 out of 5 average rating, 199 reviews

Nature’s Hideaway - The Urban Treehouse

Feeling inspired to have a holiday experience that will leave you absolutely refreshed; look no further. Nestled into the woods, this stunning treehouse is where nature meets modern design. Created with an inspired state of mind, you won’t have to sacrifice comfort to embrace the quiet of the off beaten path. Unwind by the fireside, absorbing the sound of the crackling of the wood, gaze at the stars overhead, and welcome the tranquility all around.

Guest favourite
The spacious living area features high vaulted ceilings with exposed beams and a comfortable sectional sofa. A cozy accent chair is seen beside a side table with flowers. Large windows allow natural light to fill the space, providing views of the serene wooded outdoors.
Cabin in Winnsboro
4.91 out of 5 average rating, 194 reviews

Quiet cabin in the woods, Fishing pond & Fire pit

This charming cabin is nestled in the woods of a gated fishing community. Unplug and fish in your very own stocked catfish pond located on the property. Take a short drive to the quaint downtown Winnsboro where you will find antique shops, unique gift shops, a Center of the arts and a weekend evening stage. This cabin has space for up to 5 guests. Short 20 minute drive to Lake Fork. No chores at check out!

Top guest favourite
A modern two-story home is set against a clear blue sky, featuring large windows and an expansive covered porch supported by wooden columns. The well-maintained lawn surrounds the property, creating a spacious outdoor area for relaxation or social gatherings.
Home in Mount Pleasant
4.97 out of 5 average rating, 159 reviews

Lake House on Bob Sandlin

East Texas sunsets await you on the beautiful Lake Bob Sandlin. his house is truly perfect for a romantic weekend getaway, a fun family retreat, or a weekend fishing on the lake. Experience exceptional sunset views from the boathouse balcony and craft an exquisite s'mores experience over the fire pit. Enjoy the lake by fishing, swimming, and boating on the lake.

Popular amenities for Winnsboro holiday rentals

Quick stats about holiday rentals in Winnsboro

  • Nightly prices starting at

    Winnsboro holiday rentals start at £89 per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winnsboro rentals

  • 4.9 Average rating

    Winnsboro stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Texas
  4. Wood County
  5. Winnsboro