Vacation rentals in Bennettsville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bennettsville

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

1 of 1 pages1 / 1
Superhost
Home in Timmonsville
5 out of 5 average rating, 3 reviews

The Equestrian Retreat I95/I20

Enjoy the perfect blend of comfort, convenience, and country charm at our newly 2026 built home just outside Florence, SC. Located on a peaceful 1/2 acre lot with beautiful countryside views, this spacious 1300 sq ft 3-bedroom, 2-bath home is ideal for overnight travelers, family vacations, work trips, or extended stays. 1.5 hour to Myrtle & just 5 minutes from Interstate 95 and Interstate 20, you'll enjoy quick and easy highway access while still experiencing the tranquility of rural living.

Top guest favorite
A charming home is featured with a welcoming front porch, flanked by rockers and adorned with American flags. Lush green lawns surround the house, and well-maintained hedges provide a clear view of the inviting entrance. Tall trees create a serene atmosphere in the yard.
Home in Cheraw
5 out of 5 average rating, 27 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 favorite
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, 97 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 favorite
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, 554 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 that is a perfect stopover for traveling the I-95 corridor. 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 favorite
Home in Laurinburg
5 out of 5 average rating, 53 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. Summertime beach and World Cup travelers welcome!

Top guest favorite
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, 397 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 favorite
Guesthouse in Cheraw
5 out of 5 average rating, 16 reviews

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!

Guest favorite
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
4.89 out of 5 average rating, 56 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

Top guest favorite
Camper/RV in Latta
5 out of 5 average rating, 25 reviews

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.

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

Guest favorite
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
4.9 out of 5 average rating, 105 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 favorite
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
4.81 out of 5 average rating, 16 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