Holiday rentals in Bennettsville

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

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.

Manchester Place

Hartsville is a Charming Town with plenty of family activities, shops, and dining. Home is located in the quiet Fox Hollow subdivision which is just outside the city limits but still close to downtown. Robinson Nuclear Plant 10 min. Sonoco 7 min. Coker University 7 min. Downtown Hartsville 7 min. Carolina Pines Hospital 9 min. McLeod Hospital Florence 42 min. Byerly Park 9 min. Hartsville Center Theater 6 min. Governor's School for Science and Mathematics 9 min. Darlington Raceway 22 min.

Farm Cottage in Laurinburg

Available St. Andrews alumni weekend! Cozy farm house right on the edge of town. This 2 king bedroom home offers ensuite bathrooms, and a full open living and kitchen space. Enjoy the peace & quiet of The Gilchrist Farm with the convenience of being close to local amenities. Front porch rocking chairs and a backyard firepit invite you to relax at sunset. Dog friendly home. Only 2.5 miles to Downtown, 3.5 miles to central dining/shopping (Starbucks, Walmart, etc.), 5 miles to Scotia Village.

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.

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.

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

“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

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.

Darlington Farm House Near I-95 & Florence

Nicknamed the "Little House," this charming old farm house has been family owned since the early 1800s. The house is located on 3 acres of land with a small pond. Fully renovated interior includes a kitchen with new appliances. Convenient location less than 10 minutes from I-95. Experience country living at its finest, perfect to break up a long drive, visit relatives, or just get some good old peace and quiet.

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.

Cozy Cabin in Southern Pines

A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.