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Holiday houses 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, 389 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.
Guesthouse in Winnsboro
4.98 out of 5 average rating, 127 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
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, 277 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
Cottage in Pickton
4.91 out of 5 average rating, 104 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.

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, 65 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, 118 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
Two wicker chairs with cushions are positioned on a wooden deck overlooking the lake. Nearby, a potted plant adds greenery, and a wooden dock is visible in the background, providing a peaceful view of the water and surrounding trees.
Cottage in Winnsboro
4.95 out of 5 average rating, 296 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.

Guest favourite
A spacious deck features a blend of outdoor seating, including a table and chairs, inviting guests to enjoy the surrounding natural beauty. The deck is partially shaded by a sloped roof, and large windows contribute to a bright, open atmosphere.
Tiny home in Mount Vernon
4.92 out of 5 average rating, 120 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
4.87 out of 5 average rating, 122 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.

Top Guest favourite
The entrance of the property is presented under a large covered carport, providing ample space for parking. A spacious concrete pathway leads to the entrance door, which features a windowed design. Green shrubs enhance the area, contributing to the welcoming environment.
Apartment in Quitman
4.98 out of 5 average rating, 101 reviews

Peaceful Retreat Large Apartment with Carport

Our place is close to Local Restaurants (Mexican, BBQ, DQ, Sonic, Subway, Pizza, etc. 5 miles from Lake Fork (Fishing and Boating) 9 Miles to Walmart. City Park and Water play ground close. You’ll love our place because it is in town, on large lot with large covered parking (car, truck, boat, etc.). Quite neighborhood, excellent for walking and biking.. My place is good for couples, solo adventurers, and business travelers.

Guest favourite
Cabin in Winnsboro
4.91 out of 5 average rating, 203 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 wooden dock extends toward a spacious blue boathouse, illuminated by soft lights. The calm water reflects the structure and sky, creating a serene evening setting. Surrounding trees are visible in the distance under a partly cloudy sky.
Home in Mount Pleasant
4.98 out of 5 average rating, 162 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

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