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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
The treehouse cabin stands elevated among the trees, resting on sturdy stilts above a gravel pathway. Surrounded by greenery, the design features large windows and a deck that provides a tranquil view of the wooded landscape.
Treehouse in Point
4.99 out of 5 average rating, 305 reviews

Romantic Treehouse Retreat at the Little Luxe

This luxury treehouse cabin, nestled in 5 acres of wooded countryside, is a perfect retreat to relax, rejuvenate, and refresh, and is located 1.5 hours east of Dallas between two lakes. Whether you're relaxing in the beautiful king sized bed cubby, lounging 8' above the forest floor surrounded by pillows and blankets on a massive 6' x 12' netted hammock deck, or taking a bath or rain shower on the semi-enclosed tub deck, this romantic treehouse is where luxury and comfort meet fun and fantasy.

Top guest favourite
The screened-in porch features a small round table surrounded by two blue metal chairs. Natural light filters through the screened windows, offering views of tall trees and the surrounding yard, creating a peaceful and inviting space.
Cabin in Yantis
4.97 out of 5 average rating, 123 reviews

Charming, private cabin minutes from Lake Fork

Lake Fork is regarded as one of the premier largemouth bass fisheries in the state of Texas and for the entire country. We have a cozy cabin with a full kitchen. We offer WIFI and streaming. Enjoy sitting on the screened in porch and looking at the beautiful tall trees and listening to the birds and nature. There is ample parking and a covered place for your boat with electricity. Coffee Creek Landing is 2.3 miles from us to launch your boat. There are 3 flat screen TVs with streaming options.

Top guest favourite
A charming black house is nestled among towering trees in a wooded setting, featuring a spacious deck that wraps around two sides. Natural light filters through the foliage, creating a serene atmosphere that invites relaxation and connection with nature.
Cabin in Tyler
4.95 out of 5 average rating, 322 reviews

The Hygge House - Respite in the forest

Escape into nature and experience the warm embrace of hygge (HYOO-gah) - a Danish word that describes a deep feeling of well-being. Nestled in a tranquil natural setting, our home is a sanctuary for slow living, rest, and fostering connection. The soft furnishings and natural light make this the perfect place to savor some of the simple pleasures of life - fresh baked cookies, a nap in our oversized deck hammock and meaningful conversation. Our hope is that you leave renewed. 12mi to Downtown

Top guest favourite
A long wooden dock extends over the calm water, leading to a covered area with a roof. Soft clouds float above in a bright blue sky, creating an expansive view of the serene lake environment.
Home in Emory
4.97 out of 5 average rating, 191 reviews

Charming Lake Getaway with Sunset Views!

The Great Escape is on the shore of beautiful Lake Fork in Emory, Texas. It's a charming 3 bedroom, 2 bathroom house with wood beams, shiplap walls, and more! The backyard boasts a large covered porch with grill, a beautiful pergola with individual swings, and a large covered dock with boat slip as well as covered and uncovered seating areas. The Great Escape is situated in a quiet, private neighborhood and is perfect for a guys' fishing trip, a girls' get together, or any getaway you choose!

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, 137 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.

Guest favourite
Cottage in Pickton
4.9 out of 5 average rating, 112 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
The exterior of the tiny home showcases a sleek all-black facade surrounded by towering pine trees. Large windows allow natural light to filter into the interior, while a spacious deck extends from the side, offering a seamless connection to the outdoor environment.
Cabin in Mount Vernon
4.94 out of 5 average rating, 166 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
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, 135 reviews

A Little Countryside Paradise -NEW* King bed

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, 308 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.

Top guest favourite
A serene lakeside view features a wooden dock with a paddle boat and kayaks in vibrant colors. Lush trees provide shade, and the two-story getaway building is visible behind a grassy area, offering outdoor seating on the balcony. The calm water reflects the surrounding greenery.
Guest house in Winnsboro
4.98 out of 5 average rating, 95 reviews

C5 Getaway * Piece of paradise on Lake Winnsboro

C5 Getaway is a little piece of paradise on Lake Winnsboro. Come enjoy the outdoors. It is perfect for a romantic getaway, family vacation for four and great for fishing. Three guests fit comfortably, but four guests can be accommodated. Plenty of parking and room for boat trailers. Boat ramp is at the end of peninsula. Views of the lake from three sides since it is on a peninsula. Enjoy the use of our paddle boards, paddle boat and kayaks. Fifteen minutes from Lake Fork!

Guest favourite
A private hot tub sits on the spacious deck of the cottage, surrounded by trees. The exterior includes a welcoming red door and a comfortable seating area with chairs. Natural light filters in through the windows, enhancing the outdoor living space.
Cottage in Lindale
4.92 out of 5 average rating, 405 reviews

The Cottage at Hidden Creek w/ Hot Tub and Firepit

Quaint cottage nestled among three acres of towering trees. Featuring a large, newly updated kitchen, spacious bedroom, and lots of outdoor living space including a hot tub and fire pit. This cabin in the woods offers the seclusion and East Texas beauty you seek, yet is just minutes away from numerous restaurants and attractions with easy access to Interstate 20 and Toll 49. Retreat to the large deck and gaze at the stars, or grab a blanket and enjoy s’mores by the fire.

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
4.99 out of 5 average rating, 297 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. A working ranch just one mile from downtown Winnsboro, yet outside the city limits. Winnsboro is 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. View the cattle from the fences. Come see the stars!!!

Popular amenities for Winnsboro holiday rentals

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