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Vacation rentals in Pittsburg

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Top-rated vacation rentals in Pittsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
4.95 out of 5 average rating, 59 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
4.98 out of 5 average rating, 123 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.

Top guest favorite
A peaceful waterfront view showcases a custom log home nestled among trees, with a private boathouse featuring a boat and seating area. The surrounding green lawn leads to the home's entrance, set against a backdrop of gently rolling woodland.
Cabin in Pittsburg
4.99 out of 5 average rating, 104 reviews

Serene Lakeside Getaway

This Lakeside Getaway is a custom 2700 sf waterfront log home surrounded by piney woods, wildlife and serenity on beautiful Lake Bob Sandlin. Breathtaking lake, cove and wilderness views from tall timbered living room ceiling, with wrap around gated deck on both levels. Private boathouse w/ power lift. Fire table, sauna, pool table, luxury loungers, outdoor fire pit, and high-speed internet. Abundant wildlife: deer, fox, vast variety of birds. Stay Discount: 15% weekly / 30% monthly.

Top 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
4.94 out of 5 average rating, 151 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 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, 293 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. 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 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, 106 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.

Top guest favorite
A cabin with a distinctive A-frame structure is surrounded by trees, showcasing large glass windows and a wrap-around wooden deck. The inviting entry features a spacious deck with seating, while gravel pathways lead up to the cabin, nestled in a serene natural setting.
Cabin in Pittsburg
4.96 out of 5 average rating, 101 reviews

Pumpkin Spice Season! Hot tub/fire pit, playground

Cozy cabin located near Lake Bob Sandlin and private neighborhood boat dock. Take a stroll along the pond and you might spot a deer. Spend the day at the lake fishing, boating, or just relaxing at the many nearby parks. Wind the day down watching the sunset, hanging around the fire pit, or showing off your BBQ skills on the outdoor grill. We now have fiber optic INTERNET!! We also offer an assortment of movies so you can enjoy family time and have a movie night!

Guest favorite
A covered porch is accessed by wooden steps, featuring a welcoming entryway framed by double glass doors. A gravel pathway leads to the porch, surrounded by trees and natural foliage.
Home in Pittsburg
4.86 out of 5 average rating, 117 reviews

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.

Top guest favorite
The lakefront home is surrounded by trees, providing a shaded outdoor setting. A spacious deck is visible, featuring patio furniture. Steps lead from the yard down to a landscaped area with lounge chairs, creating a relaxing spot for enjoying the natural surroundings.
Home in Pittsburg
5 out of 5 average rating, 36 reviews

Lakefront Cottage - Fall Booking Special

Fall Fisherman's Special: 20% off booking if you stay 5 or more nights. This 4 bedroom lakefront home is the perfect retreat for families and friends. 4 spacious bedrooms sleep 10 guests total. Two of the bedrooms have en suite bathrooms. Enjoy beautiful views of the lake on the shaded patio. Soak up the sun and jump off the diving board from the boathouse. Plenty of room to tie up your own boat or jet ski. Kayaks and paddleboards available.

Top guest favorite
A newly renovated house is situated on a spacious grassy area, surrounded by mature trees. The exterior features a brick facade and a sloped roof, with a large front porch area. The setting offers ample open space and is complemented by clear skies.
Farm stay in Gilmer
5 out of 5 average rating, 46 reviews

Relaxing Hilltop Farm House

Whether you are looking for a relaxing weekend getaway, a quiet place to work remotely or just to experience life in the country, this newly renovated house, perched on top of a hill, shaded by pecan trees is the perfect place. There are beautiful views all around and a large yard with plenty of privacy. Sit on the patio with your morning coffee while gazing at the sunrise or just relax while watching the cows graze in the pasture.

Guest favorite
The spacious living area features high vaulted ceilings with exposed beams and a comfortable sectional sofa. A cozy accent chair is seen beside a side table with flowers. Large windows allow natural light to fill the space, providing views of the serene wooded outdoors.
Cabin in Winnsboro
4.92 out of 5 average rating, 188 reviews

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!

Guest favorite
A boat dock is seen extending over the calm water, featuring a covered area with seating and wooden beams. The surrounding landscape includes grassy areas and trees, while a blue sky provides a clear backdrop, enhancing the peaceful lakeside environment.
Home in Pittsburg
5 out of 5 average rating, 14 reviews

Lake House on Lake Bob Sandlin w/ Boat Slip

Looking to get away or a spot for you and your family to enjoy time on the lake then this is the perfect spot for you. This home includes a boat slip to dock your boat if you bring it. There's also plenty of fun activities if you don't have a boat or it's too cold to get on the water. This lake house is located in a peaceful cove on a Lake Bob Sandlin which is a great recreational lake as well as fishing.

Popular amenities for Pittsburg vacation rentals

Quick stats about vacation rentals in Pittsburg

  • Nightly prices starting at

    Pittsburg vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pittsburg rentals

  • 4.9 Average rating

    Pittsburg stays are highly rated by guests—averaging 4.9 out of 5!

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