Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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Top guest favourite

Cabin in Chesterfield

5 out of 5 average rating, 39 reviews

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.

Guest favourite

Home in Cheraw

5 out of 5 average rating, 6 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 favourite

Farm stay in Monroe

4.94 out of 5 average rating, 197 reviews

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.

Top guest favourite

Home in Hartsville

4.99 out of 5 average rating, 136 reviews

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.

Top guest favourite

Flat in Laurinburg

4.98 out of 5 average rating, 500 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 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.

Guest favourite

Flat in Chesterfield

5 out of 5 average rating, 26 reviews

Vintage Villa

…All Inclusive! …SMOKE-FREE PROPERTY … not suitable for children …Guesthouse on backside of property …Discount 28 days …business /or leisure …Private Porch ..Quiet time:10pm-8am ..1 Queen Bed ..Queen Sofa Bed …Fireplace ..Wifi ..Direct TV ..Washer/Dryer ..35 min Robinson Plant ..3.8 mi Club MX motocross …Cheraw State Park ..35 mi Darlington Speedway ..18 mi H Cooper Black ..10mi McLeod Hospital ..25 mi McLeod Farms McBee ..25 min Nestles Plant ..midway mountains/beach ..Immaculate

Top guest favourite

Barn in Chesterfield

5 out of 5 average rating, 39 reviews

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.

Guest favourite

Barn in Society Hill

4.94 out of 5 average rating, 358 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 favourite

Farm stay in Timmonsville

4.95 out of 5 average rating, 678 reviews

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!

Guest favourite

Home in Charlotte

4.98 out of 5 average rating, 279 reviews

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.

Top guest favourite

Guest house in Florence

4.93 out of 5 average rating, 871 reviews

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.

Superhost

Guest suite in Florence

4.77 out of 5 average rating, 455 reviews

Cozy One-Bedroom Suite with Private Entrance

Come relax and unwind in this inviting one-bedroom suite with a queen sized bed. Enjoy the dining area with complimentary coffee bar or kickback with a good book on the new couch. It also includes a spacious closet, TV with streaming services, and private bathroom with walk-in shower.