
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.

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!!!

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!

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.

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 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.

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.

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.

Nature’s Hideaway - The Urban Treehouse
Feeling inspired to have a holiday experience that will leave you absolutely refreshed; look no further. Nestled into the woods, this stunning treehouse is where nature meets modern design. Created with an inspired state of mind, you won’t have to sacrifice comfort to embrace the quiet of the off beaten path. Unwind by the fireside, absorbing the sound of the crackling of the wood, gaze at the stars overhead, and welcome the tranquility all around.

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!
Popular amenities for Winnsboro holiday rentals
Other great holiday rentals in Winnsboro

Renovated 'Carnegie Cottage' - Walk to Dtwn!

Pelican Woods

Lewis and Clark Cottage

The Bunkhouse - Entire Guest House in the Woods

Cozy 1 bedroom Barndo @ Green Family Farms

Peaceful Home Retreat|Nature|Golf|Fishing|Lake

Our Place @ Lake Winnsboro

The Green Cabin
Quick stats about holiday rentals in Winnsboro

Nightly prices starting at
Winnsboro holiday rentals start at € 102 per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winnsboro rentals

4.9 Average rating
Winnsboro stays are highly rated by guests – averaging 4.9 out of 5!
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