Vacation rentals in Chesterfield County

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Top-rated vacation rentals in Chesterfield County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Cheraw

4.9 out of 5 average rating, 50 reviews

Brown’s Guest House

Located in the historic district of beautiful Cheraw, this home pays tribute to the its history as the living quarters to the owner of a once-beloved gift shop attached to the home. The gift shop area now belongs to Hairitage, a classic men's barber shop. This building has been remodeled so guests can relax in peace and quiet, due to thick sound-proof walls. Guests enjoy private driveway and entrance. Within easy walking distance are many beautiful historic homes, and local shop and restaurants.

Aug 28 – Sep 4

$128 per night

Superhost

Home in Hartsville

4.82 out of 5 average rating, 101 reviews

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. As of 2-16-21, 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.

Jul 27 – Aug 3

$81 per night

Guest favorite

Apartment in Hartsville

4.94 out of 5 average rating, 69 reviews

‘Hart’ of Downtown Hartsville Apartment

We are thrilled you are looking to stay in our hometown of Hartsville, South Carolina. Make yourself at home in our beautifully decorated downtown apartment. We are centrally located in the downtown area within walking distance to restaurants, shopping, nightlife, Coker University, and Center Theater. You can even walk out of our apartment, grab a Bird scooter and cruise to many of Hartsville's amazing attractions! Our apartment also offers free parking and a free electric charging station.

Feb 27 – Mar 6

$110 per night

Guest favorite

Home in Hartsville

5.0 out of 5 average rating, 40 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.

Oct 23 – 30

$188 per night

Guest favorite

Bungalow in Hartsville

4.92 out of 5 average rating, 52 reviews

The Pelican House | 2-bdrm in H-ville w/King Bed!

The Pelican House is in downtown Hartsville, walking distance to Sonoco & Coker University. The main bedroom features a comfy king bed, 2nd bedroom has 2-twin beds, & additional sleeping is available on the flip out queen sofa bed in the living room. Sit & rock on the front porch, grill out on the propane grill, make meals in the stocked kitchen, or walk downtown to restaurants, bars, & shops. Kitchen table has seating for up to six. Covered parking is offered in the connected carport.

Sep 15 – 22

$136 per night

Guest favorite

Apartment in Chesterfield

5.0 out of 5 average rating, 29 reviews

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.

Aug 2 – 9

$90 per night

Guest favorite

Barn in Society Hill

4.96 out of 5 average rating, 286 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.

Jul 20 – 27

$73 per night

Guest favorite

Home in Society Hill

4.85 out of 5 average rating, 34 reviews

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.

Jan 3 – 10

$113 per night

Superhost

Apartment in Hartsville

5.0 out of 5 average rating, 8 reviews

Rustic Southern Comfort Getaway

This is a very inviting apartment that is newly renovated. Safe and peaceful neighborhood. Includes refrigerator, air fryer, toaster oven, stove top burner, keurig coffee pot, microwave, all linens, close to a lot of amenities. Not a full kitchen. Delivery service available through WeGo Delivery. *2 miles from Robinson Nuclear Plant *2 miles from Carolina Pines/MUSC *37 miles from Walmart Distribution Pageland *6 miles from Coker College *6 miles from Sonoco NO SMOKING/NO PETS

Jul 2 – 9

$81 per night

Guest favorite

Cottage in Chesterfield

5.0 out of 5 average rating, 64 reviews

Kindred Shanty ~ Rural House In Chesterfield

Located in rural Chesterfield SC on 1.5 acres, you will enjoy the entire house, surrounded by farmland, and quiet countryside. We call it the Kindred Shanty. Newly renovated, 1030 square foot house comes with all amenities for a quick trip or extended stay. Enjoy taking walks along the country roads or just relaxing. We live across the street and can accommodate special requests with enough notice. NOTE: SHOWER IS VERY NARROW, LARGER PEOPLE CAN SHOWER BUT SIDEWAYS.

Mar 26 – Apr 2

$94 per night

Guest favorite

Farm stay in McBee

5.0 out of 5 average rating, 57 reviews

Farmhouse Stay; 20 mins Hartsville; 1 Hr Charlotte

This immaculately kept & beautifully decorated Southern home is nestled on 100 acres of farm land and rotates between crops such as soybeans & wheat. A small but lovely pecan grove and nearby peach orchard contribute to the picturesque setting. The property is convenient to McLeods Farm; Sandhills National Wildlife Refuge; the charming town of Hartsville; and is 1 hour from Charlotte.

Jul 21 – 28

$150 per night

Superhost

Home in Pageland

4.8 out of 5 average rating, 35 reviews

THE RHETT HOUSE Cozy Renovated historic house-WIFI

Relax with the whole family at this peaceful place to stay. Very cozy, comfortable,tranquil house for your trip. Includes full kitchen and bath for your convenient stay! You will be able to recline wine dine and best of all a great time!

Jan 22 – 29

$94 per night