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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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Guest favourite
A covered patio features a wooden floor with a small round table surrounded by two metal chairs and a bench. Tall pine trees form a natural backdrop, enhancing the serene outdoor space.
Cottage in Hawkins
4.95 out of 5 average rating, 158 reviews

Julia's Cottage, peace @ Music Springs

Directions: From Hawkins, North on Hwy 14 to CR 2869, to CR 3540, to CR 3543. Follow signs to 110 PR 7543. Do not rely on Google Maps Music Springs -The most peaceful place in East Texas, where the touch of God runs through the woods. A place of refuge and a place to remember for many who visit. Julia's Cottage is a charming, welcoming little home, where you will be inclined to kick back and just soak in the beauty surrounding you. Antique queen size bed and a queen size mattress in the loft.

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, 120 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 exterior of a charming home is framed by towering pines, showcasing a welcoming façade. A flag gently waves at the front, while a sign reading 'Tall Pines Retreat' is displayed prominently. Grassy areas surround the structure, enhancing its inviting presence.
Home in Quitman
4.96 out of 5 average rating, 109 reviews

Tall Pines Retreat

This beautifully located home features several mature pines in a quiet neighborhood within the Quitman city limits. The house is situated on the lot to make pulling your boat through or parking it a breeze. This older, yet comfortable home, comes with all you need for a relaxing stay. Wifi is available throughout the house. You will have a fully-functional kitchen, bathroom, 2 bedrooms, 3 different lounging areas, washer/dryer/ironing board and iron. Each room is fully stocked with linens.

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, 148 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, 59 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, 101 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, 291 reviews

Vildanden 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
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, 266 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.

Top Guest favourite
A front porch is depicted, featuring two red chairs and a small round table. The entrance is framed by white columns and includes a welcoming white door. A decorative sign reading 'HOME' adds a personal touch, while light filters in through the windows.
Cottage in Mineola
4.97 out of 5 average rating, 134 reviews

Grannie's Guest House

My place is 6 miles east of Mineola, TX. Close to antique shopping, Mineola nature preserve, public lakes, 30 minutes to Canton First Monday trades days, and many other spotlights in East Texas. You’ll love my place because of the cozy, farmhouse atmosphere and country living. My place is good for couples, solo adventurers, and business travelers. Not suitable for kids or children, and I do not allow pets or animals of any kind on the property.

Guest favourite
Two blue kayaks are positioned on the grassy shore, near a tranquil lake. In the background, a firepit area with Adirondack chairs invites relaxation, bordered by the serene water and surrounded by lush greenery.
Cabin in Winnsboro
4.94 out of 5 average rating, 32 reviews

Woodsy Lakefront Cabin + Sleeps 4+ Kayaks +Firepit

Escape to our serene 2-bedroom lakefront cabin in Winnsboro, TX. Nestled on a 0.5-acre lot by a private 51-acre lake, this cozy retreat offers peace and tranquility. Accessible via single lane country dirt roads, the cabin is perfect for unwinding—roast marshmallows by the fire, listen to the waterfall, or fish in the catch-and-release lake. Downtown Winnsboro, with its charming shops and dining, is just 10 miles away.

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, 181 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!

Guest favourite
A cozy living area showcases a bright blue sectional sofa and a pair of dark blue armchairs. A round coffee table with a gold finish sits in the center, surrounded by a plush area rug. Floor lamps provide soft lighting, enhancing the inviting atmosphere.
Guesthouse in Longview
4.96 out of 5 average rating, 328 reviews

Glamping Cabin - Boho Retreat

Forget your worries in this spacious and serene wooded area of the piney woods of East Texas. Unwind, relax and enjoy a glass of wine on our deck overlooking the canopy of trees. 1 Queen Bed. 2 twin pullout couches. Coffee available in cabin. Microwave and fridge on site. Bottles of wine available for purchase. Need any extra accommodations? Just ask! I will do what I can to make it possible.

Popular amenities for Winnsboro holiday rentals

Quick stats about holiday rentals in Winnsboro

  • Nightly prices starting at

    Winnsboro holiday rentals start at $214 NZD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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