Vacation rentals in Winnsboro

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.

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.

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.

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.

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!!!

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.

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!

Moon Honey Treehouse - Romantic Getaway - No Kids

Gorgeous treehouse escape nestled in the tree tops of Garden Valley, Tx. The perfect place for a honeymoon, anniversary or surprise romantic getaway! All the joy and imagination of a treehouse combined with elegance, modernized to help adults relax and reconnect. Enjoy coffee in the trees on the balcony, wine and cheese with a sunset view, indoor/outdoor shower. Fully stocked kitchen and outdoor hibachi grill for those who love to cook, great local restaurants for those who don’t.

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.

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.

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.

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.