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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
An inviting outdoor area features a circular stone fire pit surrounded by log seating. In the background, a modern Mid Mod A-frame cabin is visible, with steps leading up to a spacious deck. Lush greenery and trees create a peaceful atmosphere.
Cabin in Scroggins
4.93 out of 5 average rating, 388 reviews

Lakefront Mid Mod Lake Cypress Springs Scroggins

This newly remodeled lakefront Mid Mod A-frame cabin is nestled in the quiet yet convenient Barker Creek Cottage community on Lake Cypress Springs which is just next door to Bob Sandlin and 90 minutes east of Dallas Ft Worth. Enjoy the spring fed east Texas lake views year round with a spacious deck for outdoor enjoyment. A sandy beach is perfect for family fun during the summer and wooded area with creek great for exploring during the colder months. The location is easy to locate with gate.

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, 272 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!!!

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, 60 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!

Superhost
A wooden dock extends over the water, featuring two red Adirondack chairs positioned for lake views. The calm surface of the lake reflects the surrounding trees and clear blue sky, creating a serene atmosphere.
Cabin in Winnsboro
4.84 out of 5 average rating, 107 reviews

Serene Lakefront Cabin, Fishing, Firepit, Kayaks

Take it easy at this unique and tranquil getaway. Cabin with serene private lake views from living room and bedroom. Large deck to enjoy the view and enjoy your favorite meal or beverage. Fully equipped kitchen. Quiet and gated community with fishing ponds and many walking trails. Many activities - Enjoy fishing, take the kayak onto the lake, make s'mores at the fire pit, relax on the 2 person hammock, enjoy the trails or play backyard games. A true peaceful retreat from city life.

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, 109 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 cozy bedroom features a spacious bed with crisp white linens. Dark wood sliding doors are positioned beside natural shades, allowing soft light to filter through. Two bedside lamps provide warm illumination, and hanging planters add a touch of greenery to the decor.
Tiny home in Mount Vernon
4.91 out of 5 average rating, 116 reviews

Bright Bohemian Bungalow, Lake Cypress Cabin

We LOVE helping our guests enjoy quiet and comfortable vacations and invite you to escape to a bohemian-inspired tiny home retreat. Nestled amidst the serene natural beauty, step inside and be captivated by the vibrant and eclectic bohemian decor, creating an atmosphere that ignites your wanderlust and frees your spirit. The location boasts quick and easy access to nearby lakes, state parks, marinas, casual and friendly fooderies, event venues, breweries, and wineries.

Guest favourite
A covered porch is accessed by wooden steps, featuring a welcoming entryway framed by double glass doors. A gravel pathway leads to the porch, surrounded by trees and natural foliage.
Home in Pittsburg
4.86 out of 5 average rating, 118 reviews

Newly remodeled! sleeps 6! Pets OK! Very Quiet!

This home has 3 bedrooms 2 baths!. Sleeps 6! Great AC!! Lots of off road parking and easy checkin. This is part of a 15 unit short term rental property. 1 mile from boat ramp and state park for Lake Bob Sandlin! and 2 other lakes. The entire resort is also avail for large groups. 15 minutes to Mt Pleasant, Tx! about an hour north of Tyler! Park you boat at your front door! Dogs under 40 lbs, please add dogs as additional guest at time of booking.

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, 197 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
4.92 out of 5 average rating, 190 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!

Popular amenities for Winnsboro holiday rentals

Quick stats about holiday rentals in Winnsboro

  • Nightly prices starting at

    Winnsboro holiday rentals start at € 102 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