Vacation rentals in Bennettsville

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Top-rated vacation rentals in Bennettsville

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

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Top guest favourite
Home in Cheraw
5 out of 5 average rating, 25 reviews

Miss Nancy's Place

Come enjoy your stay in this charming Centry plus old home located in the beautiful Historic District of Cheraw. Come see why this town was labeled "the prettiest place in Dixie" by General Sherman during his occupation of Cheraw in 1865. The front porch with rockers and a porch swing are a guest favorite. Quiet neighborhood where neighbors greet you with a wave as they walk their dogs. Centrally located within walking distance to downtown and locally owned restaurants, antique stores, gym, ect

Top guest favourite
The exterior of the Little House is framed by vibrant fall foliage, with a gravel driveway leading to the welcoming entrance. The building is set slightly back from the road, providing a sense of privacy amid greenery.
Home in Bennettsville
4.97 out of 5 average rating, 95 reviews

Historic Little House in Town

The Little House is part of an historic estate in downtown Bennettsville. Modernized for comfort and blocks from the Historic Downtown, the Little House is set back from the street for privacy and has access to more than 20 acres of woodlands. Halfway between Charlotte and Myrtle Beach but close to I-95, the Little House has everything for short stop-off stays or longer visits. Easy drive to NASCAR raceways at Rockingham and Darlington. Professionally cleaned and sanitized after each use.

Top guest favourite
A charming brick structure features a peaked roof and three garage bays with decorative trim. The landscaped area includes trimmed hedges and blooming flowers in a planter. Trees can be seen in the background, creating a serene outdoor setting.
Apartment in Laurinburg
4.98 out of 5 average rating, 550 reviews

Chauffeur’s Apartment on Historic Property

Enjoy the former chauffeur's quarters located on the grounds of our National Register of Historic Places property with access to the tranquil gardens of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown activities are within easy walking distance. There are multiple seating areas to enjoy the extensive gardens on the one acre grounds that are shared with the main property. We cannot host guests under the age of 16.

Top guest favourite
A well-appointed sleeping area contains two beds, each dressed in light-colored bedding with decorative throws. A bedside lamp is positioned between the beds on a dark nightstand. Natural light enters through partially covered windows, highlighting the room's neutral tones and horse-themed wall art.
Barn in Society Hill
4.94 out of 5 average rating, 396 reviews

Burchs Carriage House

Private carriage house sitting adjacent to the most historic estate home in the lovely town of Society Hill. Separate entrance for guests which accommodates large horse trailers. Property caters to all animals! Kitchenette (microwave, toaster oven and hot plate), washer/dryer, Apple TV and wifi. Continental breakfast, wine/snacks provided. BBQ grill also. 2 stalls with paddocks. 12 x 12 and 10 x 12. Rooms are as they would be at your own home, separate from each other. See photo 13.

Top guest favourite
A spacious two-story building is set against a clear blue sky, featuring multiple windows and an inviting wooden staircase leading to the upper level. Lush green grass surrounds the structure, complemented by a tree and a wooden fence in the foreground.
Apartment in Vass
4.98 out of 5 average rating, 102 reviews

Horse Farm Retreat near Pinehurst & Southern Pines

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. Private apartment only: 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Liberty visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

Top guest favourite
The single-story farmhouse is illuminated by warm lighting against a night sky. The exterior features a welcoming front porch framed by shrubs and trees, with a sign of a basketball hoop on the side. The spacious lawn is visible, bordered by soft grass.
Farm stay in Raeford
4.97 out of 5 average rating, 133 reviews

3 bedroom country home close to Horse Park

Welcome to this charming, 3 bedroom farm stay, seated on 20 acres. Marion Acres is conveniently located within 5 minutes of the Carolina Horse Park, and about 10-15 minutes from Southern Pines, Raeford, Aberdeen, and Pinehurst. This home is completely private, set back on the edge of Fort Bragg. Pets are welcome! Our location easily accommodates large vehicles and pull behind trailers. Experience all the comforts of home in our peaceful little farmhouse!

Superhost
A cozy living area features a brown leather sofa with colorful cushions, accompanied by a light-colored armchair. A round coffee table sits in the center, adorned with a small plant. Nearby, a dining table with chairs is visible, and natural light enters through the windows.
Home in Laurinburg
4.88 out of 5 average rating, 52 reviews

Boho Flowers House

Relax and unwind in this tranquil and stylish retreat. Conveniently located just a short drive from downtown and popular shopping and dining destinations. This property is perfect for traveling professionals and nurses on the go, this property provides a cozy and convenient accommodation option. 5 minutes to McDuffie Square 7 minutes to Scotland Memorial Hospital 8 minutes to St. Andrews University 24 minutes to University of North Carolina Pembroke

Superhost
Home in Bennettsville
4.83 out of 5 average rating, 6 reviews

“Relax in Style | Renovated Bennettsville Getaway

• ✨ Newly Renovated – fresh, modern, and move-in ready • 🛏️ 3 Spacious Bedrooms & 2 Full Bathrooms – perfect for families or groups • 🍳 Fully Equipped Kitchen – cook and dine in with ease • 📍 Prime Location – minutes from downtown Bennettsville, shops, & dining • 👩‍⚕️ Great for Traveling Nurses & Professionals – close to local hospitals and major routes • 🏡 Quiet Neighborhood – enjoy peace while staying connected to everything nearby

Top guest favourite
Home in Laurinburg
5 out of 5 average rating, 48 reviews

Farm Cottage in Laurinburg

Cozy farm house on the edge of town. This 2 king bedroom home with ensuite bathrooms, full kitchen and open living space offer peace & quiet of the country with the convenience of nearby local amenities. Dog friendly! Front porch rocking chairs and a large backyard invite you to relax. 2.5 miles to Downtown, 3.5 miles to central dining/shopping (Starbucks, Walmart, etc.), 18 miles/25 minutes to Rockingham Speedway, 5 miles to Scotia Village.

Top guest favourite
A charming tree house is surrounded by snow-covered trees, showcasing a wraparound deck with wooden stairs leading to the entrance. Large windows allow views into the inviting interior, while snow blankets the ground, highlighting the natural setting.
Treehouse in Marion
5 out of 5 average rating, 324 reviews

Enchanting Treehouse with Modern Amenities

Perched on 20 acres along Catfish Creek, this enchanting tree house allows you to appreciate nature from a birds eye view. Whether it’s kayaking, canoeing, or exploring along the creek; relaxing in the hammocks and swings; engaging in a board game; or roasting marshmallows at the fire pit, Amenities include a full kitchen with full bath, outdoor shower, booth seating in dining table for up to 8, 2 bunk beds and loft style sleeping.

Guest favourite
A bright dining area is presented, featuring a large dining table surrounded by six chairs. Soft blue cushions accent the chairs. A chandelier hangs above, illuminating the space. Natural light enters through large, sheer-curtained windows, creating a warm ambiance, complemented by a patterned area rug.
Home in Laurel Hill
4.91 out of 5 average rating, 100 reviews

Spacious Home: Laurel Hill, NC

Experience modern living in a cozy 3-bedroom house between Laurel Hill and Laurinburg. With essential amenities like a washer, dryer, and high-speed Wi-Fi, this house ensures comfort. Near I-74, it's 25 minutes from the University of North Carolina at Pembroke, 30 minutes from Hamlet, Rockingham, Aberdeen, Southern Pines, and Pinehurst, and 45 minutes from Fayetteville. Beaches and major cities are just 2 hours away.

Guest favourite
A spacious living area is captured, featuring a flat-screen TV mounted on the wall above a wooden cabinet. A plush seating area includes a patterned chair and a cozy ottoman, while light streams in through the doorway, creating a warm atmosphere.
Home in Bennettsville
4.8 out of 5 average rating, 15 reviews

Bell's Place "You're at home at Bell's Place"

"Feel at home at Bell's Place" — affordable comfort invites you to linger. Bell's Place is your home away from home. Our three-bedroom, two-bath residence is cozy enough for your family and spacious enough for a moderate-sized gathering, with the lawn and garden spaces included. Bell's Place is ideal for out-of-town guests, offering modern amenities with a touch of nostalgia.

Popular amenities for Bennettsville vacation rentals