Vacation rentals in Chesterfield

The Retreat at McMichael Farms

Connect with the outdoors and unwind in the rustic charm and modern comfort of this tranquil 13-acre haven. Enjoy abundant wildlife, trails, a serene creek, and small waterfall. Start the morning with sunrise over the pond; enjoy al fresco dining at the outdoor grill and picnic area; fish from the dock; or savor the sights and sounds of nature. Take advantage of unparalleled stargazing in skies free of light pollution. A covered shelter can also be rented for weddings, receptions, or gatherings.

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

Tackle Box

Welcome to The Tacklebox. This cabin has all you need for a perfect getaway on a relaxed working farm. Perfect for a party of three or a nice romantic stay. The cabin is rustic with all the amenities you’ll need! The farm is a 125 acres with 3 stocked ponds. Bring a fishing rod and try your luck at catch and release fishing. You will have the opportunity to see many animals on the farm including dogs. Your dogs are welcome too for an additional fee. We also have horseback riding for a fee.

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.

Cozy hunt box on 220 acre farm.

Cozy 2 b 1 b apartment. Split floor plan w/ familyroom/kitchen combo. Kitchen has small fridge, microwave, Keurig, dishes & utensils. Bathroom has a custom vessel sink & tile shower w/ rain water head. Everyone raves about the shower! Pets are welcome. Dog training space w/ a pond and 1 pasture maybe available for horses at an additional cost. (all animals must be UTD on shots & horses must have neg Coggins). We are located close to H Copper Black, Chesterfield, Cheraw & Hartsville.

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.

Skipper 1

Be one of the first to stay in our newly renovated apartments designed for comfort and style! Whether you’re here for business, a temporary stay, or visiting family, you’ll feel right at home. Centrally located near Rockingham Motor Speedway, Hwy 74, Route 1, dining, shopping, hospitals, and more. Plus, we’ve got your peace of mind covered with on-site video surveillance and private parking. Up to 4 units are available to rent simultaneously for larger group or room needs.

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.

Country/City Vibe Crash Pad

The studio space is attached to the main residence and is completely self-contained and private. It is a quiet place at the end of the day to relax and unwind at this peaceful oasis after a day of work or enjoying the city vibe of the Charlotte scene with its fine restaurants, galleries, shopping or a night out on the town. Private Entrance Private Bathroom Open Bedroom/Living Area Off-Street Parking Full Kitchen Pantry On site laundry Furnished Cable TV WiFi

The Cottage

…All Inclusive! …Smoke free Property … not suitable for children …business or leisure … 1 Queen Bed ..SMOKE FREE PROPERTY …please enjoy walking around our property ..Wifi ..Direct TV, Washer/D. NEAR: ..Club MX motocross ..Cheraw State Park ..midway between mountains/coast ..midway between Charlotte & Darlington Speedway. ..10mi McLeod Hospital ..30 min Robinson Plant Hartsville ..25 McLeod Farms McBee ..25 min Nestles Plant ..Immaculate Quiet

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!