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Vacation rentals in Winnsboro

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Top-rated vacation rentals in Winnsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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, 157 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 favorite
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
4.97 out of 5 average rating, 117 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 favorite
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.

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, 103 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 favorite
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, 93 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 favorite
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
4.94 out of 5 average rating, 288 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 favorite
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, 110 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.

Top guest favorite
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, 258 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.

Superhost
A uniquely converted semi-trailer is surrounded by a forested area, featuring a deck area with outdoor seating. Tall trees provide a natural backdrop, while modern lighting highlights the structure, emphasizing its integration with the tranquil landscape.
Tiny home in Winnsboro
5 out of 5 average rating, 6 reviews

Tiny House in NaturesTranquility

Escape to a realm of serene simplicity and natural beauty with our Uniquely Converted Semi-Trailer turned into a Charming Tiny House. Nestled within a lush tapestry of various trees, this exceptional retreat offers an unparalleled experience of peace and tranquility. Step inside to discover an ingeniously crafted living space that effortlessly combines modern comforts with the charm of nature's simplicity. Welcome to your haven of peace and tranquility.

Guest favorite
A light-filled living area is furnished with a sectional sofa adorned with textured pillows, arranged atop an intricate area rug. A soft lamp and a decorative shelf enhance the cozy atmosphere. Natural light filters through sheer curtains, illuminating the space.
Cottage in Winnsboro
4.86 out of 5 average rating, 37 reviews

Sage Street Cottage with view of the Bowery

Sage Street Cottage...Enjoy a stay at this centrally-located cottage just off the downtown area, with a view of the Bowery on Market Street, where all events take place in Winnsboro, TX. This eclectic cottage boasts two car covered parking, two bedrooms with 1 Queen bed each, one bath and has a fully supplied kitchen and dining room. It's a short walk to downtown. One pet up to 20 lbs. welcome. Be sure to check that you are bringing a pet.

Guest favorite
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, 175 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 favorite
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, 150 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 vacation rentals

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