Vacation rentals in Lake Cypress Springs

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Top-rated vacation rentals in Lake Cypress Springs

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Guest favorite

Cabin in Scroggins

4.93 out of 5 average rating, 116 reviews

Clancy's Canoe: Lakefront Cabin, Boat Slip, Deck

Discover the enchantment of lakeside living at Clancy's Canoe, your perfect getaway nestled on the serene shores of Lake Cypress Springs: *Lakefront Cabin: Enjoy stunning views through expansive windows. *Included Boat Slip: Ready for your boating adventures. *Cozy Comforts: Queen beds, TVs & a loft for relaxation. *Outdoor Enjoyment: Relax in a hammock or by the firepit. *Complimentary Water Sports: Kayak and paddleboard for fun. This is more than a cabin; it's your personal slice of paradise!

Guest favorite

A cluster of wildflowers in vibrant shades of yellow and white is displayed in a rustic can on a table. The interior features a soft grey and white color scheme, complemented by a decorative circular pillow and natural light filtering through a nearby window.

Camper/RV in Winnsboro

4.95 out of 5 average rating, 21 reviews

Backwoods Barbie - Retro RV, Lakefront Dock, Boats

Be your own backwoods Barbie and stay in "Dolly" an adorable yellow 2022 retro camper at a beautiful spring-fed private lake deep in the Big Woods area of East Texas great for swimming and fishing. This gem sleeps 4 comfortably and includes private waterfront and dock, kids kayak, paddle boat, fire pit, swings and small swim beach. For I'm just Ken there's a man cave kitchen in the back with beer fridge and grill. 15 minutes from cute downtown Winnsboro with some great restaurants and shops.

Superhost

A stone fire pit is surrounded by four adirondack chairs on a spacious patio, offering a cozy gathering space. A gently sloping pathway leads to the well-lit house in the background, framed by tall trees, creating a serene outdoor setting.

Home in Leesburg

5 out of 5 average rating, 3 reviews

Lakehouse with Pickleball Court on Majestic 4Acres

Escape to "Eagles Nest", only 2hrs from DFW, where adventure meets tranquility! A comfortable and spacious 3,500sqft home, Perched atop 4 scenic acres of towering pines and hardwoods, this lakeside retreat boasts 700 feet of pristine shoreline. Enjoy a private pickleball court, golf green, kayaks, hiking trails, and three boat docks. Breathtaking views and endless outdoor fun await—whether you're seeking relaxation or adventure, Eagles Nest exceeds expectations. Come experience it for yourself!

Guest favorite

The Mid Mod A-frame cabin is nestled among tall trees, featuring a large deck with an umbrella for outdoor relaxation. A spacious lawn surrounds the cabin, offering a serene setting. Large windows provide natural light and create an open feel.

Cabin in Scroggins

4.93 out of 5 average rating, 365 reviews

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.

Top guest favorite

An outdoor seating area features a wooden pergola, providing shade over a comfortable couch. An outdoor fire pit is positioned on a gravel surface, with a classic wooden chair nearby. Trees are visible in the background, creating a serene environment.

Tiny home in Leesburg

4.98 out of 5 average rating, 51 reviews

Secluded cabin - 10 private acres - Fiber Internet

This mini barndominium on a private 10 wooded acres with high speed fiber optic internet is the perfect retreat. Close to Lake Bob Sandlin and Lake Cypress Springs. Come escape and relax around the fire pit or explore the trails. Everything needed to enjoy your stay including a fully loaded kitchen, wood burning stove and outdoor grill. Wildlife and amazing views of the woods right from the porch. Plenty of options for dining and shopping in nearby Historic Main Street Pittsburg and Winnsboro.

Top guest favorite

An open kitchen features rich wood cabinetry and a large island with seating. Gourmet appliances are complemented by a neutral backsplash. Natural light fills the space, while the adjacent dining area is visible, displaying a table with black chairs and a side cabinet with glass doors.

Home in Emory

4.97 out of 5 average rating, 155 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 favorite

A small round table in yellow is complemented by two folding chairs with patterned cushions. A vase with flowers sits at the center, while artwork hangs on the wall above, including a still life and a landscape painting.

Guesthouse in Winnsboro

4.97 out of 5 average rating, 104 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 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, 277 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. No Wi-Fi . 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 decorative wooden sign with the words 'Simply Blessed' is displayed on a rustic shelf. A small potted plant with greenery is positioned nearby, adding a touch of nature to the warm wooden surface.

Cottage in Winnsboro

4.96 out of 5 average rating, 193 reviews

Our Place @ Lake Winnsboro

Our Place is a quiet lakefront getaway on Lake Winnsboro that offers excellent fishing, boating, skiing and swimming. Time seems to slow down when you're at Our Place. In downtown Winnsboro you can shop for one-of-a-kind items and antiques, stroll through the cultural arts district, and dine while listening to music in The Bowery. Visit in October for Autumn Trails and celebrate brilliant fall foliage and events such as parades, antique car and tractor shows, pageants and even a trail ride.

Guest favorite

A modern kitchen area features a central island with light-colored marble countertops, complemented by two stylish stools. Large windows frame the view of surrounding trees, inviting natural light into the space while enhancing the connection to the outdoors.

Cabin in Mount Vernon

4.93 out of 5 average rating, 133 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 favorite

The wrap-around porch features two wooden Adirondack chairs positioned invitingly. A tree is visible nearby, with gentle green leaves framing the scene. Soft patio lights are strung overhead, adding a subtle ambience to the entryway of the cottage.

Cabin in Como

5 out of 5 average rating, 75 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.

Guest favorite

A cozy living area is highlighted by large windows offering views of Lake Cypress Springs. A comfortable grey couch faces a television atop a white entertainment center. Natural light fills the room, and a nearby dining table is set for outdoor enjoyment.

Home in Scroggins

4.93 out of 5 average rating, 57 reviews

Lakefront Cabin w Private Dock and Boat Slip

Come enjoy lake life! You'll love the Lake Cypress Springs views from this recently renovated cabin, nestled lakeside amongst huge trees. Slip your boat on our private dock and swim, fish, kayak, swing, grill and relax by the fire pit. On the main floor are two queen bedrooms and a large bathroom. The fully equipped kitchen has granite, a breakfast bar, dining table and the family room is adjacent. Upstairs is a huge bunk room with two twin bunks, game area with TV and bathroom.