Holiday houses in Chester

6+ Family-Friendly 3BR | Sports, Fire Pit & Porch

A peaceful, pet-friendly 3-bedroom retreat in Rock Hill, SC, designed for families, business travelers, and extended stays. Comfortably sleeping up to 8 guests, this home features a dedicated office, fully stocked kitchen, screened porch, spacious deck, large yard, and outdoor fire pit. Conveniently located just minutes from Downtown Rock Hill, Winthrop University, Cherry Park, and I-77, Taylor Oaks is the perfect home base for work trips, family visits, sports tournaments, and weekend getaways.

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.

Carriage House Suite on Lake Wylie

Experience comfort, convenience, and natural beauty all in one getaway. Nestled along the tranquil shores of a pristine lake, our peaceful suite is designed as your home away from home—a sanctuary that combines modern comfort with the allure of nature. Whether you’re seeking a romantic escape, a solo adventure, or a memorable family holiday, this inviting space promises relaxation, recreation, and rejuvenation in equal measure. It has a full kitchen, TINY bathroom, laundry & 2 queen sized beds.

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

No surprise Airbnb service fees at checkout—what you see is what you pay! A private space! Spacious one bedroom/one bath suite with a King sized bed. A separate game/entertainment room with a pool table and a single pull out bed. Small coffee/snack bar (kitchenette) area with a microwave, mini fridge and Keurig. Connected to the owner’s home with a separate outside entrance. Access to a fishing pond and fire pit. This is a very quiet and cozy space in a country setting. No smoking facility.

Sporty Lakeview Ranch Backyard Haven

Welcome to the Sporty Lakeview Ranch! What a fun place for families and groups of up to six (6). This cozy home is in a safe neighborhood with a fenced-in backyard including Pickleball, Basketball, and Turf Cornhole/Bocce Ball courts, right next to the Rock Hill action! Just minutes from Winthrop University, Rock Hill Sports Center, Downtown, & Piedmont Medical. Numerous nearby shopping and dining options! Come and experience the many indoor & outdoor amenities this home has to offer!

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.

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!

Big Water Sunset at Lake it Easy

Escape to Beautiful Lake Wateree for a relaxing weekend away with friends or family. This updated house features 2 bedrooms & 2 bathrooms. Enjoy the cozy vibes of a tastefully decorated space, perfect for unwinding after a day on the lake. Step outside to a serene screened in porch, a fire pit, and stunning big water sunsets that will take your breath away. Whether you're into fishing, kayaking, or simply relaxing by the water, this lakefront house has something for everyone!

modern farm house with pool

Welcome to your modern farmhouse retreat, a haven where luxury and nature converge. This property offers an enchanting escape from the hustle and bustle of city life.The pool's modern design invite you to bask in the sun or take refreshing dips. Cooking enthusiasts will delight in the outdoor kitchen, including a premium grill, refrigerator, and ample prep space. It's a place where you can create cherished memories and enjoy the serenity of your private oasis.

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.

Marcy's Place

Take it easy at this unique and tranquil getaway surrounded by acres of wooded land and privacy. This Tiny House with porch was constructed of Logs in 2022. The outside logs are painted gray to blend in with nature. The inside is beautiful natural pine, with 3 bedrooms/1 bath/2 queen and 2 bunk beds with a loft, washer/dryer. It's conveniently located 4 miles off Interstate I 77 and 2 miles from the 1770 Historical town of Ridgeway, SC off Hwy 21 north.