Vacation rentals in Lake Cypress Springs

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Top-rated vacation rentals in Lake Cypress Springs

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Guest favorite

A shaded outdoor dining area features a round table surrounded by six chairs, set on a spacious deck overlooking Lake Cypress Springs. A large umbrella provides protection from the sun, enhancing the inviting lakeside atmosphere.

Cabin in Scroggins

4.92 out of 5 average rating, 124 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!

Superhost

A spacious wooden deck provides an unobstructed view of Lake Bob Sandlin, framed by tall trees. The area features a round table centered on the deck, allowing for outdoor gatherings. The tranquil water reflects the sky, enhancing the serene lakeside environment.

Home in Pittsburg

4.75 out of 5 average rating, 191 reviews

Lakehouse Getaway!

Beautiful Lake house on Lake Bob Sandlin near the Barefoot Bay marina. Quiet Culdasac. The home is a 3 bedroom 2 bath with a huge game room with pool table and 2 sectional sofas and sleeper sofa. There are 2 refrigerators with a full kitchen and laundry room. Home has a great screened in porch and a huge deck and a fabulous walkway down to a private boathouse and dock that provides swimming and fishing or bring your boat and stay a week. No pets and no parties, unless Cake and kids are the theme

Top guest favorite

Aerial view of a serene lakefront property, surrounded by lush greenery and towering trees. Multiple boat docks are visible along the shoreline, with the gentle glow of sunset reflecting on the water's surface. The calm landscape emphasizes the retreat's tranquil setting.

Home in Leesburg

5 out of 5 average rating, 9 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

An inviting outdoor area features a circular stone fire pit surrounded by log seating. In the background, a modern Mid Mod A-frame cabin is visible, with steps leading up to a spacious deck. Lush greenery and trees create a peaceful atmosphere.

Cabin in Scroggins

4.93 out of 5 average rating, 382 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.

Guest favorite

An outdoor seating area is highlighted under a wooden pergola, featuring a cozy arrangement of furniture made from natural materials. An inviting blue door is visible, leading into the cabin, while a stone path and a wooden chair provide a serene connection to the surrounding wooded landscape.

Tiny home in Leesburg

4.96 out of 5 average rating, 54 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

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, 112 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.

Superhost

A contemporary A-frame structure is surrounded by tall pine trees, showcasing large glass windows that invite natural light. The elevated deck is supported by sturdy columns, offering a view of the serene forest setting and the vibrant sky above.

Home in Pittsburg

5 out of 5 average rating, 13 reviews

Burning Daylight

Relax with the whole family at our beautiful and serene A-Frame. Nestled within a forest of pine trees and fronting the lovely Lake Bob Sandlin, Burning Daylight, is your home away from home. A full kitchen, two en-suite bathrooms, bunk room with bathroom and cozy loft make this place perfect for a large family or a couple of groups! The back deck overlooks the lake for quiet mornings with a cup of coffee while the boathouse and dock make for a great space for all of the lake activities.

Guest favorite

A modern interior showcases an open layout featuring a cozy couch. Ample cabinetry and a stylish island kitchen are visible, enhancing functionality. Large windows allow natural light to flood the space, highlighting the warm wood flooring. A staircase leads to an inviting loft above.

Cabin in Mount Vernon

4.93 out of 5 average rating, 137 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

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, 87 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

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, 282 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.

Top guest favorite

A new modern home is showcased with a spacious design and large private boathouse. The home features multiple levels and large windows, with serene lake views in a natural setting. The boathouse is equipped with a deck, providing direct access to the water.

Cottage in Pittsburg

4.98 out of 5 average rating, 52 reviews

Modern Lakeview Escape

Looking for a romantic getaway? A work from home retreat? A family adventure close to nature? Well, you found it! Modern home with luxury appointments throughout. Nestled amongst tall pine and oak trees on 1 acre with private lake, forest views via large picture windows from every room + fiber internet! Peace, privacy, and wildlife galore! Stay discounts: 20%/week, and 35%/month. Private boathouse, boat lift, and dual ladders for great fishing and easy swimming access.

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, 249 reviews

King bed, Fire pit, Wi-Fi, Pet Friendly

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.