Holiday rentals in Chester

Sporty Lakeview Ranch Backyard Haven

Welcome to the Sporty Lakeview Ranch-Backyard Haven! Perfect for professionals and families of up to six (6). A cozy home in a safe neighborhood with a completely fenced-in back yard with Pickleball, Basketball, and Turf Cornhole/Bocce Ball courts amidst the Rock Hill action? Yep! Minutes from Winthrop University, Rock Hill Sports Center, Piedmont Medical, & Downtown. Many nearby shopping and dining options! Come and experience the many interior & outdoor amenities this home has to offer!

Rock Hill Stay, Play, and Stroll

Prime location! Walk to Rock Hill Sports Center, The Thread, and downtown Rock Hill. Spacious 2 bed/1.5 bath home with a fenced back yard all to yourself. Primary bedroom has a king memory foam bed and half bath. Bedroom two has a queen memory foam bed. Kitchen and bathrooms fully equipped with everything you'll need to feel at home. Whether you’re visiting Rock Hill for business, sporting events, or fun, our home will provide a comfortable, convenient stay, with room for the whole family.

The Pines II-Cozy Tiny Home Retreat | Stargazing

Unplug and unwind at The Pines II — a cozy and pet friendly single-occupancy tiny home retreat set on 20 private acres of quiet Carolina pines. Designed for solo travelers seeking peace, privacy, and star-filled skies, this thoughtfully appointed space offers a restorative escape from the noise of everyday life while still being an easy drive from Charlotte. Perfect for quiet reflection, remote work, or simply slowing down. Evenings bring beautiful sunsets and dark skies ideal for stargazing!

Spacious Cottage with Salt water pool and Hot tub

🌿 Escape to Tranquility – A Charming Farm Cottage Retreat Unwind in this spacious and thoughtfully designed cottage, complete with a fully equipped kitchen, washer/dryer, and a modern bathroom for your convenience. Nestled in a peaceful, country setting, this retreat offers the perfect blend of relaxation and farm charm. 🌊 Relax by the saltwater pool or soak in the hot tub, letting your worries drift away. 🐐 Experience farm life on our charming hobby farm, home to friendly goats and a cow.

The Loblolly Pine Room

This is a one bedroom (King Bed and a single pull out) one bath space with a separate game/entertainment room with a pool table. It has a small coffee/snack bar area. This space is connected to the owner’s home and has a separate outside entrance. You have access to a fishing pond, fire pit and the future Catawba Bend Nature Preserve, walking trails/mountain bike trails nearby. This is a very quiet and cozy space in a country setting. No smoking facility. Close to shopping and restaurants.

ROYAL GOOSE 1- bedroom treehouse.

Reconnect with nature at this unforgettable escape. The threehouse is very close to the town of Charlotte North Carolina. It is 20 minutes drive to Charlotte. My goal is to have travelers leave our treehouse with a feeling of total satisfaction. The treehouse is a little bit more than 200 ft.² and is located at the end of our property so any needs from our guest will be met in the promptly manner. It is located at the outskirts of our property , it’s private but it is not secluded.

Magnolia Manor

Welcome to our charming modern farmhouse in York, SC. With 3 bedrooms, 2.5 baths, this spacious home features a large southern front porch, and multiple cozy gathering areas, offering the perfect blend of charm and comfort. Located less than 20 min from the Rock Hill Sport Complex, and just 30 miles from uptown Charlotte. Book your stay, which allows you to easily explore the vibrant city life, and entertainment options while still enjoying the tranquility of our farmhouse retreat.

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!

Cozy Cottage in Union, SC

Our cozy cottage is half a mile from Foster Mill Park and only minutes from budding downtown Union. Sitting at the end of a cul-de-sac surrounded by trees for privacy, natural light shines through the whole home while offering a place to sit and relax inside or outside. Sofa and smart tv in the den, full kitchen (minus dishwasher) and laundry. The bedroom offers a full bed with storage for clothing & blackout curtains. The bathroom offers a shower with vanity storage.

Lowrys Place

Welcome to Lowrys Place! Nestled in the heart of Lowrys, South Carolina, this one of a kind home is waiting for you to enjoy a country getaway! You will enjoy the sunset view from the front porch rocking chairs or a stroll around the Lowrys Community Park which borders the property. Many adventures await nearby with Skydive Carolina, Cotton Hills Farm, Brattonsville, and nearby Lake Oliphant that will leave you wanting to come back time and time again.

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.

Lakefront Escape with Dock, Kayaks & Paddle Boards

Wake up to panoramic lake views, spend your day on the water from your private dock, and end the night around the fire pit under the stars. This peaceful lakefront retreat on Fishing Creek Reservoir is designed for both relaxation and adventure, just a short drive from Charlotte. Whether you are planning a family getaway, a girls weekend, a couples getaway, or a fishing trip, this home offers the space, comfort, and setting to make it memorable.