Vacation rentals in Chesterfield

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

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.

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.

The Blessed Nest

The Blessed Nest is secluded and nestled in its own private meadow, with a small pond to overlook. It is surrounded by 125 acre working farm and petting farm During your stay, you can enjoy the private porch overlooking the pond and enjoy the sights and sounds of the animals including goats, horses, cows and so much more. offer horseback riding around the property for an additional fee. We have kayaks available to those 14 and up and a small hut by the big pond containing life jackets.

Historic one bedroom apartment in Chesterfield

Just one block from the Chesterfield County Courthouse and Main St., walking distance to several bars and restaurants. This unit has a colonial Charleston vibe with a queen size rice bed set. The living room is furnished Victorian with smart tv (wi-fi), and the full bath and kitchen are black and white reminiscent of 1920. Both kitchen and bath have new fixtures and appliances. Totally refurbished in 2022, with tall ceilings and hardwood floors. Washer and Dryer access available.

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.

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.

Jud's place

Waxhaw is a small town rich in Heritage and bustling with activity, parks, unique shops, fine dining, breweries and local food in a relaxing atmosphere. Our town offers a sense of well being for all who work, live and visit here! Jud's Place is just 10 min from downtown and is a peaceful and quiet location to getaway from the busyness of life. Enjoy a cozy apartment and spacious porch surrounded by trees with a winding drive where you can take long walks. Come Stay awhile!

Southern Charm

…SMOKE FREE PROPERTY … not suitable for children …Safe, peaceful …Discount over 28 days …For business travelers, couples, single, folk relocating …Private Porch …Queen Bed ..Queen sleeper Sofa ..Living/Kitchen area …(Lift top coffee table) .. Full Bath w/large shower ..ceiling fans ..Fireplace granite top ..Directv ..Wifi ..Includes all utilities. ..Full kitchen granite bar ..Cozy atmosphere ..Great for business tri …work desk in BR .Immaculate! Quiet time: after

Lloyd’s Country Cottage - Cheraw

Looking for a country retreat? THIS IS IT! Conveniently located between Cheraw and Chesterfield. Ample yard for recreational vehicles/trailers. Fiber optic high speed internet, perfect for remote workers. Close to many area attractions! Cheraw State Park, H. Cooper Black, Great PeeDee River, Moree’s Hunting Preserve, Darlington Speedway, Club MX, Hartsville Water Park, Camp Coker and Lake Robinson. We are thrilled to share our home with you!

Private, Lakefront Condo

Enjoy a quiet lakefront getaway at our cozy lakefront condo! Boasts the best views on Prestwood lake and less than a mile from the shopping and restaurants of lovely downtown Hartsville. Guests enjoy an AMAZING private outdoor living space. Docks available for use at your own risk. Full kitchen including dishes and cookware, vaulted ceilings with skylight. Outdoor area features seating for two, with unobstructed views of Prestwood lake.

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.