Vacation rentals 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.

Sunset Cove @ Wateree

Welcome to Sunset Cove! Enjoy beautiful Lake Wateree views from this waterfront retreat. This home is conveniently located on Shangri-La Drive less than 0.5 mile from the public boat ramp access, Wateree Creek Landing. Spend your days boating, fishing, kayaking, swimming, or unwinding by the water. Whether you're grilling out or roasting marshmallows at the firepit, Sunset Cove is the perfect getaway for families, couples, & friends seeking comfort, relaxation, and unforgettable lake memories.

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.

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.

Farm Getaway

Come and experience the beauty of life on a farm! This beautiful space has its own private exterior entrance off of the picturesque wrap around farmhouse porch and is complete with all the classic and simple farmhouse touches. We are a working livestock farm raising cows, sheep, chicken, ducks, pigs & more. This space is perfect for some outdoor adventure time while still being close to historic downtown Newberry, home of the Newberry Opera House, & not far from Greenville and Columbia.

Your Lake House Awaits!

Forget your worries in this spacious and serene space. Lakefront Retreat: 3BR Home w/ Hot Tub, Dock, BBQ & Stunning Views Escape to your dream getaway at this 3-bedroom, 2-bathroom lakefront home, designed for relaxation and adventure. Nestled right on the water, this property offers breathtaking lake views, making it perfect for families, friends, or couples seeking a serene escape. 1 King 1 Queen 2 Bunk Beds (4 Twins) 2 Full Bathrooms Lake Front! Propane Grill 1 Amazing Stay!

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!

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.

Ultimate Playhouse Pool & Loaded Amenities

Make some memories at this unique and family-friendly space. This home is loaded with outdoor amenities all ages can enjoy. Outdoor amenities include large pool with pool slide, hot tub, 2 bars, mini golf, full court basketball court, large picnic shed with picnic tables, charcoal grill, kids playground, lounge chairs, fire pit, outdoor stone seating, and Backyard human Foosball court. The site is luxuryacres for larger gatherings, events , or hourly bookings

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.

Charming Modern Farm House-5 min from Sport Center

Welcome to our charming 3-bedroom modern farmhouse, conveniently located just a stone’s throw away from downtown Rock Hill. Voted as one of the “top 50 cities to live in the United States”, this city has many exciting year-round events, festivals, and attractions to keep you entertained! Best of all, our property is placed within walking distance to some of the best restaurants, bars, historical landmarks, and local produce that Rock Hill has to offer.

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.