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.

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.

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!

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.

Canoe Blue Retreat - Unit 2 - Cerulean

Welcome to Cerulean, our stylish retreat perfect for families and outdoor enthusiasts! You'll love to spread out in our bright comfy 2 br apartment with fully stocked kitchen, flexible sleeping areas, and stunning outdoor living areas including huge porches & outdoor dining with BBQ grill on the back patio. Our location is perfect for outdoor adventures. We’re minutes from Lake Wateree, Carolina Adventure World, Carowinds, SkyDive Carolina, Rocky Creek Sporting Clays and so much more!

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!

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.

Updated Lake Wylie Home @ The Fox Cottage

Unwind at our updated and inviting lakeside cottage, perfectly nestled along the shores of Lake Wylie. Wake up to sweeping water views and end your day with breathtaking, panoramic sunsets right from the backyard. We are pleased to share our newly renovated fishing pier! Whether you're fishing, gathering around the fire, or just unplugging from the everyday, this is your place to slow down and reconnect. We can’t wait to host you at the lake.