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Holiday rentals in Pinewood

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Top-rated holiday rentals in Pinewood

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

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Top guest favourite
The cottage is surrounded by greenery, showcasing a welcoming front porch with white railings. Two planters are placed at the entrance, and a swing is visible on the side. The entrance is accessible from a paved pathway leading to the door.
Cottage in Sumter
4.97 out of 5 average rating, 509 reviews

Restful Lakeside Getaway Cottage -Dogs allowed

This pond-side cottage is a peaceful place to relax and unwind. Sit on the enclosed porch and watch the water or enjoy the front porch swing where you can listen to the birds and frogs. We are 12 min. from downtown Sumter and 20 min from Shaw AFB. Local points of interest are Swan Lake Iris Gardens and Poinsett State Park. It is only 2 hours to Myrtle Beach and Charleston, SC & 3 hrs to the mtns. While it is conveniently located, this cottage offers a quiet place to put your feet up and rest.

Guest favourite
A charming single-story brick home is shown with a welcoming entrance featuring a circular window and black door. The front yard is landscaped with grass and bushes, while large trees provide shade in the background. A concrete pathway leads to the front steps.
Home in Sumter
4.89 out of 5 average rating, 220 reviews

Bungalow on Bobs

This charming 3 bedroom, 2 bathroom brick home features an updated kitchen with granite countertops and stainless steel appliances. The great backyard space is fully-fenced, with a large deck, charcoal grill, and fire pit. The spacious master bedroom has a private bathroom and a large walk-in closet. The master bedroom and living room both have Smart TVs. Log in to your own streaming accounts, or enjoy the complimentary Hulu account. The split floor plan allows for easy separation of guests.

Top guest favourite
Home in Sumter
5 out of 5 average rating, 19 reviews

The Happy Sac 2

Welcome to The Happy Sac 2- a modern retreat designed for effortless comfort. This stylish 2-bedroom, 2-bath home features an airy open-concept layout, a fully equipped kitchen, & inviting bedrooms that make unwinding easy. The space delivers a blend of modern flair & cozy relaxation. Just minutes from local attractions, restaurants, & shopping, this trendy hideaway puts the best of the area within easy reach. Whether you’re here to explore or recharge, The Happy Sac 2 is your ideal getaway.

Top guest favourite
The exterior of the cottage showcases a striking black and red color scheme. A welcoming entrance features double French doors flanked by large windows. Two comfortable Adirondack chairs are positioned on a brick patio, surrounded by lush greenery and potted plants, inviting relaxation.
Guest house in Sumter
4.99 out of 5 average rating, 127 reviews

The Little Cottage, Stateburg

Take it easy at this unique and tranquil getaway. The Little Red Cottage features a small bedroom with a double size bed and a closet, a spacious living room with sofa/roku TV and computer desk, and a bathroom with shower. It is nestled on 6 serene acres, among massive windswept Live Oaks dripping with Spanish moss, Palmettos, azaleas, camellia, magnolias and creape myrtle, yet so conveniently close to Shaw Air Force base, 30 mins to Columbia and Camden, close to all Sumter's attractions.

Guest favourite
The rustic log cabin is set amidst lush greenery, featuring an inviting outdoor seating area with a stylish red umbrella. The entrance is framed by vibrant plants and a decorative barrel, offering a welcoming ambiance under the clear blue sky.
Farm stay in Gaston
4.92 out of 5 average rating, 989 reviews

Congaree Vines - Rustic Log Cabin by a Vineyard!

-Enjoy a Quiet Stay in the Country! An authentic Rustic Log Cabin on the edge of a Hobby Vineyard with Port Wine from our own vineyard! An outdoor fire pit and hammock to enjoy under the stars! -Congaree Vines also has a Barn Bungalow and Woodland Cottage. Pets welcome for fee! If service pet, bring paperwork. -We are near Congaree Natl Park (33 min), Columbia, USC, Ft. Jackson, Airport, 1-26 & Hwy 77. -15% off Guided Kayaking Congaree National Park, Carolina Outdoor Adventures.

Top guest favourite
The exterior of the Farmhouse is showcased, featuring a spacious covered porch with comfortable seating and a welcoming entrance. Large windows allow natural light to fill the interior, and the surrounding landscape offers a glimpse of the tranquil rural setting.
Tiny home in Elgin
5 out of 5 average rating, 166 reviews

The Farmhouse @ Goat Daddy's

Nestled on 66 acres with a gorgeous pond/farm view, you will find Goat Daddy's Farm and Animal Sanctuary. Our luxurious tiny house has everything you need to make your farm stay comfortable and relaxing. Guests will have access to the farm during specific hours, as well as over 2.5 miles of paths and two ponds to explore. With your feet in the sand, by a fire, in the hot tub, on the trails, or getting some goat/animal therapy, The Farmhouse and Sanctuary has something to offer for all.

Top guest favourite
A charming blue house showcases a welcoming front porch with white railings. Lush greenery surrounds the home, enhancing its inviting facade. The yellow door adds a pop of color, while well-maintained landscaping provides a pleasant entrance.
Home in Sumter
4.98 out of 5 average rating, 162 reviews

The Parkside Retreat

Welcome to our beautiful Airbnb! Located next to a serene and picturesque park, our home is perfect for families or groups looking for a comfortable stay. With two king master suites and a cozy kids room, we can accommodate up to 6 guests, making it an ideal choice for a family or a group getaway. Each master suite features a comfortable king-sized bed, plush linens, and ample storage space providing a tranquil retreat after a day of exploring the local attractions. Book your stay today!

Top guest favourite
A spacious living area features an oversized orange sectional sofa, complemented by a wooden coffee table. A modern kitchen is visible in the background, equipped with stainless steel appliances and white cabinetry. Natural light filters through sheer curtains, creating an inviting atmosphere.
Home in Sumter
4.99 out of 5 average rating, 103 reviews

3 bd, 2ba, near ShawAFB, Game Rm

Welcome to our newly renovated 3 Bed, 2 Bath, home in Sumter. Our modern decor home has the following: - Master bdrm with King bed/ ensuite bath - Queen beds other rooms - Full equipped kitchen, coffee station - 65", 55", 43" TVs in rooms - Game Room, w/ pool table, table tennis, arcade games - Work area, wifi, 32" monitor, printer, adj height desk - Private backyard, BBQ grill ,gazebo, fire table, games. - Centrally located near Shaw AFB, Tuomey Hospital, food, parks and more

Guest favourite
The cabin exterior is shown, featuring a wrap-around deck with sturdy railings. Large windows allow for ample natural light. The building sits on a grassy area with clear blue skies above, providing a sense of space and serenity.
Tiny home in Sumter County
4.95 out of 5 average rating, 190 reviews

The Cabin at Minehill

Our cabin is located in Stateburg, SC between Columbia and Sumter and within a 5-15 minute commute to Shaw AFB and Sumter. It is a convenient stop between I-77 and I-95 and has close proximity to Poinsett and Congaree Parks and The Palmetto Trail. It sits on top of a hill offering panoramic views, quiet, and privacy. Mine Hill sunrises and sunsets are stunning. Reserve as a stopover, a retreat from the workday, or a romantic getaway and enjoy our cabin as a home away from home.

Top guest favourite
A spacious living area features a warm wooden door, large windows allowing natural light, and a cozy seating nook with cushions. A flat-screen TV is mounted on the wall above a fireplace, while light-colored wood accents enhance the ambiance.
Treehouse in West Columbia
4.99 out of 5 average rating, 680 reviews

Luxury Treehouse in the heart of Columbia

Mid-Century Modern Treehouse with no stairs to climb but walk across a bridge thru beautiful professionally landscaped gardens onto a spacious deck with a hot tub. The view is over a bubbling creek set back into the woods. The barbecue grill and fire pit area complete with a twinkling chandelier and string lights. Relax inside and curl up and watch a movie in front of the fireplace! You have parking next to a walkway located between the treehouse and gardens next to our home.

Top guest favourite
An outdoor deck is presented with a black wooden dining table surrounded by six chairs. A cozy seating area with red and gray cushions invites relaxation. The fenced yard is visible in the background, surrounded by trees and distant homes.
Home in Santee
4.97 out of 5 average rating, 174 reviews

Pet-Friendly Lake Marion Getaway - Just off I-95!

In the quaint lakefront town of Santee, There exists a special place. Past Main street and down a country road, nestled in a modest lakefront community, with views of the majestic Lake Marion, we've worked tirelessly to create the perfect family retreat. No matter who you call family, this home is perfect for boaters, golfers, and nature enthusiasts. Guests at the Kindred Spirits Retreat experience more than just a beautiful home, they experience the joys of purposeful travel.

Top guest favourite
A charming cottage is depicted with a welcoming front porch featuring a ceiling fan and comfortable seating. Lush greenery surrounds the entrance, while symmetrical stairs lead up to the porch area. Soft curtains gently frame the open space, inviting relaxation in the wooded setting.
Cottage in Hopkins
4.99 out of 5 average rating, 155 reviews

Charming Country Cottage Nestled in the Woods

Cedar Creek Cottage is conveniently located to everything Columbia & Sumter, SC has to offer, while nestled in a wooded setting for a peaceful stay. Newly renovated with lots to offer: comfy beds & linens, fully stocked kitchen, Wi-Fi, keyless entry, fire pit, back-up generator & 2 large porches. Master bedroom has a queen bed and private full-bath. Two additional bedrooms (1 queen, 1 full) with shared full-bath. Washer, dryer, iron, ironing board and steamer are available.

Popular amenities for Pinewood holiday rentals

  1. Airbnb
  2. United States
  3. South Carolina
  4. Sumter County
  5. Pinewood