Vacation 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.

Gated and Private Catholic Hermitage house

Saint Michael Hermitage and retreat is a serene, gated, private home that is for 1-3 guests looking for a quiet stay while traveling or as a retreat destination. You will self check into your Hermitage after you obtain a gate code. There is a prayer chapel close by on the property. It is pet friendly for a well trained pet. There is Catholic iconography throughout the home. It is warm and inviting. There is a full kitchen, washer/dryer for your convenience and complementary coffee/tea.

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.

River Birch Bungalow sleeps 9 (near by fishing)

Escape to the River Birch Bungalow, a serene environment at our family-owned estate, dating back to 1939. This recently refurbished rustic home near the Little Pee Dee River offers a peaceful escape for nature lovers and those seeking solitude. With all the comforts for a stress-free getaway, it's just a 30 min drive to Lumber State Park and a short distance to nearby villages. Ideal for long-term stays, pet-friendly and can accommodate two vehicles. Only an hour drive to Myrtle Beach.

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.

The Cottage at Dream Acres & Petting Zoo I-95/I-20

The Cottage at Dream Acres is situated with its own private drive on our 8 acre working horse farm located near Florence SC at the I-20/ I-95 corridor, 5 mins off the highway. We are the 1/2 way point between NY & FL. Relax and unwind from a long roadtrip or take a weekend farm-stay getaway. All the amenities of a larger home with the convenience of a smaller space! Family Friendly; sleeps up to 4, newly renovated in 2020, petting zoo, outdoor fire pit, tree swing, picnic table!

Farm Cottage in Laurinburg

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.

“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.

Vick's Tiny House Unique Stay in Town

Enjoy historic Chesterfield in a unique and adventurous setting, Vick's Tiny House. The tiny house comes with all the amenities you will need for a quick trip or an extended stay. Close to Cheraw (10 mi), Rockingham NC (40mi), Florence SC (50 mi).