Holiday houses 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.

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We’re centrally located minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many (20+) beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

*Cottage Near Florence and I-95* 3 Bedrooms

Located just 5 mins from I-95 and 12 minutes from Florence, this quaint cottage sits on 6 acres with private deck, firepit & large back yard in a peaceful, country location. Your pets are welcome (max of 2, pls) but are not allowed on our beds. 🧺. King bed in master, 3 TV's (two 55” & one 32”), coffee bar with Keurig, strong WiFi. We also use 100% cotton sheets and quilts for your maximum sleeping comfort. Absolutely no smoking ON OUR PROPERTY ($200 extra fee). Come stay with us!! 😊

Charming Home in Florence, SC

Welcome to Florence, South Carolina! This inviting 3-bedroom, 2-bathroom home is a haven of comfort and convenience. With four queen beds, it comfortably accommodates a group of friends or family. Step into the fully stocked kitchen, relax in the cozy living space, equipped with smart TVs for entertainment. The fenced backyard offers both privacy and a secure play area for your furry friends. Enjoy outdoor gatherings at the picnic table. Convenient amenities include a washer and dryer.

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.

Cheerful 2 Bedroom Suite in the Stokes Guest House

You will be close to everything when you stay in the centrally-located Betty Mae Suite of the Stokes Guest House. This charming home is close to H. Cooper Black, Moree Sportsman Preserve, Darlington Raceway, and Cheraw State Park. Only a short drive to Hartsville, Darlington, Florence, Cheraw, or Bennettsville. Features a claw foot tub w/shower, kitchen, outdoor fire pit and gas grill. Sleeps 4-6. Book the William B Efficiency Suite also to secure the whole home; sleeps 4 more.

A-Frame of Mind & 30 min from city

Unplug and unwind at our beautifully renovated A-frame cabin, tucked away in the peaceful Mint Hill area—just 30 minutes from the city. Surrounded by nature, this one-of-a-kind getaway offers the perfect blend of rustic charm and modern comfort. Enjoy fresh air, cozy fires, and starry nights in a peaceful, nature-filled setting. Whether you're looking for a romantic weekend, a quiet family escape, or just a break from the everyday, this tranquil retreat is ready to welcome you.

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

The Loft at 109

located at 109 Arch Street in downtown Marion, South Carolina, is a fully furnished apartment that offers all the amenities of home -and more. Housed in a historic building in the heart of the Pee Dee, The Loft has charming character with exposed brick walls and original hardwood floors. Offered as a nightly rental, your experience begins as you're greeted with gas lanterns and continues inside where you'll find our 1,000 square foot living space

Cottage by the Pool: Close to Interstates

Palm Trees, colorful flowers, hammocks and quiet space await in this tropic-like oasis just minutes from I-95/20. Hundreds of reviews acknowledge this idyllic setting. We are a Florence Airbnb favorite for travelers. We offer a queen bed, full bathroom, full sleeper sofa, strong wifi and TV. We even provide breakfast bars and coffee to help you jump start your day as you set off for the next journey. We look forward to hosting you.