Holiday rentals in Chesterfield

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chesterfield

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

%{current} / %{total}1 / 1
Top guest favourite
A charming home is featured with a welcoming front porch, flanked by rockers and adorned with American flags. Lush green lawns surround the house, and well-maintained hedges provide a clear view of the inviting entrance. Tall trees create a serene atmosphere in the yard.
Home in Cheraw
5 out of 5 average rating, 23 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

Guest favourite
A cozy living area is presented, featuring a comfortable brown sofa adorned with soft blue cushions. A glass tabletop rests on a light area rug, accompanied by a decorative lamp and nautical-themed art. A TV is mounted on the wall opposite a small cabinet.
Guest suite in Monroe
4.93 out of 5 average rating, 174 reviews

1 Bd/1Ba Travel Nurses/Corp travel, Private, Safe

Great for a 1st responder, Corp traveler or University athlete parents. Situated in a quiet, safe neighborhood, this newly renovated suite includes 1 bd (Queen)/ 1 ba with private keyless entry. 1/2 mi from dozens of restaurants and stores (Target, Walmart, Chick-fil-A, etc) Kitchen includes Keurig coffee/tea station & washer-dryer. LR include ROKU TV & cable, Free WIFI. Easy access to 74 bypass, just 20 min from downtown Charlotte and 25 to CLT airport. Truly your home away from home!

Top guest favourite
The cottage is softly illuminated by string lights, creating a serene atmosphere in the yard. A charming fountain adds a soothing element to the outdoor space, complemented by a patio area featuring a red umbrella and a table among well-maintained greenery.
Guest house in Hartsville
4.87 out of 5 average rating, 55 reviews

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.

Guest favourite
A rustic cabin is showcased with a welcoming front porch featuring steps leading up to it. The structure is enhanced by a red metal roof and is surrounded by greenery, with various plants and a hose visible in the foreground.
Farm stay in Monroe
4.97 out of 5 average rating, 183 reviews

The Blessed Nest

The Blessed Nest is secluded and nestled in its own private meadow, with a small pond to overlook. It is surrounded by 125 acre working farm and petting farm During your stay, you can enjoy the private porch overlooking the pond and enjoy the sights and sounds of the animals including goats, horses, cows and so much more. offer horseback riding around the property for an additional fee. We have kayaks available to those 14 and up and a small hut by the big pond containing life jackets.

Superhost
A black and white checkered floor complements the classic cabinetry in the kitchen. White upper cabinets feature colorful glass panels, while a sleek, dark countertop integrates modern appliances, including a microwave and a black refrigerator. A double sink is positioned next to a window, illuminating the space.
Flat in Chesterfield
4.96 out of 5 average rating, 56 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.

Top guest favourite
A well-appointed sleeping area contains two beds, each dressed in light-colored bedding with decorative throws. A bedside lamp is positioned between the beds on a dark nightstand. Natural light enters through partially covered windows, highlighting the room's neutral tones and horse-themed wall art.
Barn in Society Hill
4.94 out of 5 average rating, 392 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
Home in Society Hill
4.92 out of 5 average rating, 52 reviews

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.

Top guest favourite
The exterior of the property features a charming house with a light-colored façade and a green metal roof. A gravel driveway leads to the entrance, illuminated by soft outdoor lighting. Lush greenery surrounds the home, creating a serene and welcoming environment.
Flat in Camden
4.96 out of 5 average rating, 333 reviews

Camden Carriage House on the Polo Field

This quaint and private one bedroom apartment is uniquely situated on a beautiful property surrounded by gardens, ponds and history. Camden is known for its Antebellum homes and from this location you can walk to some of its finest examples. The apartment is cozy with a comfortable queen size bed, a bathroom which features natural hardwoods and a claw-foot tub/shower and a modern Mitsubishi ductless heating and cooling system. Private deck overlooks historic polo field.

Guest favourite
A comfortable living area features a spacious gray sofa and a cozy accent chair beside a decorative stone fireplace. Natural light enters through the window shades, while a patterned area rug adds warmth beneath a coffee table. A wall-mounted TV is positioned for easy viewing.
Home in Cheraw
4.79 out of 5 average rating, 19 reviews

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!

Top guest favourite
A charming poolside cottage is surrounded by lush palm trees and vibrant plants. The outdoor space features a dining set on a paved patio, providing a tranquil area for relaxation. The entrance to the cottage is easily accessible, enhancing the inviting ambiance.
Guest house in Florence
4.94 out of 5 average rating, 957 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.

Top guest favourite
A charming tree house is surrounded by snow-covered trees, showcasing a wraparound deck with wooden stairs leading to the entrance. Large windows allow views into the inviting interior, while snow blankets the ground, highlighting the natural setting.
Treehouse in Marion
5 out of 5 average rating, 319 reviews

Enchanting Treehouse with Modern Amenities

Perched on 20 acres along Catfish Creek, this enchanting tree house allows you to appreciate nature from a birds eye view. Whether it’s kayaking, canoeing, or exploring along the creek; relaxing in the hammocks and swings; engaging in a board game; or roasting marshmallows at the fire pit, Amenities include a full kitchen with full bath, outdoor shower, booth seating in dining table for up to 8, 2 bunk beds and loft style sleeping.

Top guest favourite
A lofted bedroom features a spacious bed adorned with dark bedding and decorative pillows. Large windows provide natural light, showcasing the wooden walls and floor. A telescope is positioned nearby, and a cozy armchair is set against the wall, complemented by a wooden dresser.
Holiday home in Lancaster
4.98 out of 5 average rating, 135 reviews

Red Fox Farms Guest House with high speed w-fi

All new state of the art construction, this modern barn-style house is both luxurious and rustic. Located on 54 acres of beautiful farm country with creek and private trails. Enjoy the scenic views and wild life! Hammock, grill and fire pit. The spiral staircase elevates to a lofted bedroom with new zero-gravity massage bed. Washer, dryer, full kitchen with dish washer. High speed w-fi. Snacks available.

Popular amenities for Chesterfield holiday rentals