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

Red Roof Loft @ FireFly Farm

Come enjoy wide open quiet spaces on our almost 30-acre farm. If you need time and space to unwind, you will find that here. Our farm includes 2 farm cats, Marshmallow (the cream one) and Leo (the black one) , a rescue dog (Linguine) and a few horses. If you are NOT an animal lover, Firefly Farm might not be a good fit. Marshmallow will sometimes make the top of your vehicle his little resting place. And if you leave your door open, he might just sneak right in. Just shoo him & he’ll listen.

Hillside Haven on Lake Wateree- Entire House

Lake Wateree rental with 3 bedrooms, 2 bathrooms that will comfortably sleep 8 guests. It also has 2 sleeper sofas. It is located in Ridgeway, SC and less than 5 minutes to Buck Hill Landing. Upstairs, you will find a fully stocked kitchen, living\dining room and master bedroom. Downstairs, there is a second living area with second kitchen, bathroom and 2 bedrooms. Home includes private deep water dock. Perfect location for swimming, kayaking and fishing. Fire pit is perfect for cool nights.

Tiny Guest House By Fishing Pond

Enjoy the sounds of nature when you stay in this unique place. Country setting, but close enough to a lot of activities. Close to Charlotte and Charlotte motor Speedway. Wineries, PNC pavilion. Great Wolf Lodge and Concord mills. Enjoy visiting the goats and chickens. They love animal crackers and you’ll find some by the gate to give them. We are earth friendly using plant based cleaning products. We have waterless dry toilet. We are a working farm and offer farm fresh eggs when available.

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.

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.

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.

Jud's place

Waxhaw is a small town rich in Heritage and bustling with activity, parks, unique shops, fine dining, breweries and local food in a relaxing atmosphere. Our town offers a sense of well being for all who work, live and visit here! Jud's Place is just 10 min from downtown and is a peaceful and quiet location to getaway from the busyness of life. Enjoy a cozy apartment and spacious porch surrounded by trees with a winding drive where you can take long walks. Come Stay awhile!

3 Bedroom Cottage with feel of being in nature.

Newly constructed unique cottage includes three bedrooms, two full bathrooms, covered porch with dining table, grill and a firepit. Very secluded property with lots of mature trees but still close to shopping and attractions. The Cottage is located behind the main house on the right side but is completely separate from the main house. It has dedicated parking and space to relax and enjoy nature. The driveway for the cottage is shared with the main house.

Fox Farms Little House

Fox Farms Little House is the perfect place to unplug from your busy life...located on a horse farm in Waxhaw, it is a peaceful retreat for a couple looking for relaxation and a beautiful setting. Whether you are walking the 155 acres of trails, relaxing with a good book on the porch, or enjoying the many animals on the property, you will leave here recharged. 5 minutes from downtown Waxhaw, 20 to Monroe, and 20 minutes to Ballantyne and Waverly.

Tiny Blue

An update on this listing. The county is currently working on installing a new waterline on a neighboring road and storing their heavy equipment on the same road as this Airbnb so occasionally throughout the day, especially the morning and evening there are beeping noises from the workers setting up and Ending their day. No complaints so far, but I want everyone to be aware. It hasn’t scared the deer off.