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.

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. Summertime beach and World Cup travelers welcome!

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.

Fairway Hideaway

Our guesthouse is perfect for golfers playing at Cheraw State Park, anyone going to H Cooper Black, or adventurers wanting to explore beautiful and historic Cheraw, SC! Located in a quiet neighborhood, you’ll enjoy a private studio apartment, with a queen-size murphy bed, a full-size pull-out couch, and a second couch that could be slept on, as well. Large bathroom, full kitchenette (no stovetop or oven) and lots of natural light make this the perfect for a home away from home!

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

The Pinecone Retreat - Only 1 mile from i95

Just one mile off Interstate I-95, The Pinecone Retreat is a 2022 Heartland Mallard M32 thoughtfully situated at the front of our private 16-acre property. This spacious 35-foot RV overlooks a peaceful 10-acre pond and is surrounded by serene woodland views, offering both convenience and seclusion. Whether you’re traveling through South Carolina or making your way to the beach, The Pinecone Retreat is an ideal midway stop to relax and recharge.

“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

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.

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.

Harveys Huts

Harvey’s Huts is your peaceful getaway in Chesterfield, SC. Sleeps up to 6 with a full kitchen, bathroom with tub, loft, and washer/dryer. Enjoy the pond view, optional concierge services, and meal options made to order. Check-in 3:00 PM | Check-out 11:00 AM.