
Holiday houses in Chesterfield County
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Top-rated holiday rentals in Chesterfield County
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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

Private Cottage, Guesthouse, Queen Bed & Kitchen
Charming, peaceful cottage just a short walk from downtown Hartsville. Ideal for work, visits to local schools, or a relaxing getaway. • Private driveway • Fast WiFi & workspace • Smart TVs & games • Fully equipped kitchen • Snacks, tea & coffee • In-house laundry • Outdoor seating • Dog-friendly We kindly ask that any pets are disclosed in your reservation. The pet fee helps cover additional time & care needed to clean so we may continue offering a pet-friendly space for all guests.

3BR Hartsville house – convenience & free parking!
Just right for your Hartsville area stay. Older style home that is a good fit for contract professionals and other travelers looking for a short term place. NOT able to walk to lake. One accessible lake IS located 6 miles away. One unaccessible lake is located 2 miles away. Hardwood floors, large capacity refrigerator, dedicated office, and den area make this place nice. A comfortable, economical home to accommodate you when you come to town for work, family visits, temporary assignments, etc.

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.

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.

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.

Cheerful 2 Bedroom Suite in the Stokes Guest House
You will be close to everything when you stay in the centrally-located Betty Mae Suite of the Stokes Guest House. This charming home is close to H. Cooper Black, Moree Sportsman Preserve, Darlington Raceway, and Cheraw State Park. Only a short drive to Hartsville, Darlington, Florence, Cheraw, or Bennettsville. Features a claw foot tub w/shower, kitchen, outdoor fire pit and gas grill. Sleeps 4-6. Book the William B Efficiency Suite also to secure the whole home; sleeps 4 more.

Quaint 2BR home w access to Black Creek & downtown
Our freshly renovated home sits in a family-oriented neighborhood only a mile from downtown Hartsville and Kalmia Gardens and includes access to Black Creek. This 600 sf home features 2 bedrooms, 1 bath, a full kitchen, washer and dryer and an open living area. Digital antenna reception for smart-tv and high speed wi-fi internet. Small dogs will be considered for stays on a case-by-case basis. Pet stays require prior approval from the hosts and will involve additional fees.

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!

Cozy Blue Cottage 2BR/1BA
This charming house is the perfect home away from home, and is conveniently located blocks away from downtown. Recently remodeled, everything has been upgraded. It offers two bedrooms, one bathroom, a fully stocked kitchen and a laundry area. The living room features comfortable seating, wireless internet for all your devices and a flat screen smart TV. One bedroom has a desk for home office professionals or students.

Downtown Hartsville Condo 202
This special place is close to everything, making it easy to plan your visit. Upstairs loft apartment is walking distance to bars, restaurants, shops, Coker University, Governor's School for Science and Math and more. Perfect for visiting parents or for Duke Energy, Carolina Pines and Sonoco short term rentals.
Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Bright Converted Schoolhouse in Chesterfield!

Cozy little apartment for your trip to Hartsville.

Lake Front Fun

The Pelican House

Creekview Cottage

Spacious Cozy 4 BR Home w/ Wi-Fi & Free Parking

Cozy 3-Bedroom Cabin

Historic Lakeside Retreat




