Holiday 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.

Gorgeous Southern Home in Cheraw

Planning your next family reunion or friendly getaway? This beautiful and historic 5,354 sq. ft. 5-bedroom, 3.5-bath Cheraw vacation rental is the one for you. Featuring 5 living areas, a fully equipped kitchen, and a private fenced in yard, this lovely abode offers plenty of space for your group to spread out and feel at home. Be sure to pack your hiking boots or golf shoes and explore Cheraw State Park. Spend your evenings playing board games in front of any fireplace or enjoy the fire pit.

Pageland's charming home/sleeps 8/fenced yard

Welcome home to Pageland's tranquil country setting! This charming ranch-style home is the epitome of modern comfort and convenience with an open floor plan. The moment you step in inside you'll be greeted by a warm and inviting ambiance, perfect for creating lasting memories with loved ones. The family room, complete with a cozy fireplace, serves as a focal point for relaxation and entertainment. Picture yourself unwinding by the fireside on chilly evenings gathering with friends and family.

Wicker Branch Farm | Pond Gazebo | 2 King Masters

Located just 9 miles from Monroe with easy access right off 601, this is the farm stay that you won’t soon forget. This 4 bedroom, 4 bathroom stay will have you waking up to cows in the morning and winding down to unforgettable sunsets in our over the pond gazebo in the evening. Curated furnishings include two King suites, bunk room, lush couch and huge TVs. You’ll find a dock lined with string lights, swinging egg chairs and your personal hammock to take in the view and cool evening breeze.

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.

Tranquil Dirt Road Living

Take it easy at this unique and tranquil getaway. We are located in a country setting away from the hustle and bustle of busy life. It is located near the headquarters of H Cooper Black Preseve where dogs and horses abound; Near Moree Sportsman Preserve,Camp Coker and Cheraw State Park where you can enjoy watersports, golf, and other outdoor fun. Whether you come for the sporting or relaxation you can rest your head here at our tranquil and comfortable retreat amongst the pines.

Pond House

Come lose yourself at this peaceful cottage on a 12 acre pond! It’s like enjoying your own lake! 🎣 🐢 🦆 🌅 It is ideal for bass fishing, paddle boarding, or simply soaking up the quiet. Take in wildlife and pretty sunrises and sunsets. Here you’ll find: • True privacy • Big-water pond views • Space to roam • Great bass fishing • Peaceful mornings and evenings with nature If you’re looking to unplug and experience the outdoors without leaving comfort behind, this is it.

Nordic cozy Farm House near Pageland

The perfect refuge on the outskirts of the city! This charming home offers you a unique experience. Located near a beautiful lake and surrounded by a large green area, you will enjoy the peace and tranquility that you long for. Without noise, here you will find the perfect space to relax and disconnect from the daily hustle and bustle. With all the amenities you need for a comfortable stay, this house invites you to enjoy nature and recharge your batteries!

The Little Downtown Hideaway

Welcome to The Little Downtown Hideaway — your cozy retreat in the heart of Chesterfield, SC. This fully furnished 4-bedroom, 2-bath home offers comfort and convenience for families, friends, or business travelers. Enjoy spacious living areas, a well-equipped kitchen, and all the comforts of home. Located just steps from downtown shops and dining, with a covered carport for easy parking, it’s the perfect spot to relax and unwind.

Shady Oak Cottage

We built our cabin in 2017 to accommodate family and friends when they came to visit. We now are welcoming others to enjoy it! The cabin is behind our house. Our house/ cabin area, is surrounded by woods on three sides, which gives our property a touch of privacy.

Harveys Huts

Harvey’s Huts is your peaceful getaway in Chesterfield, SC. Sleeps up to 6 with a full kitchen, bathroom with tub, loft, and washer/dryer. Enjoy the pond view, optional concierge services, and meal options made to order. Check-in 3:00 PM | Check-out 11:00 AM.