Holiday rentals in Chester

Bright Side Inn

Welcome to The Bright Side Inn — A Peaceful Ranch Getaway Near Charlotte Escape to a quiet corner of the Carolinas at The Bright Side Inn, located on the scenic 15 acres of Bright Side Youth Ranch. Just 30 minutes from Charlotte, this beautifully renovated travel trailer gives you the perfect blend of country living with quick access to city attractions. Whether you’re looking for a unique getaway or a family-friendly adventure, this space offers something special you won’t find anywhere else.

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 fenced-in back yard with Pickleball, Basketball, and Turf Cornhole/Bocce Ball courts amidst the Rock Hill action? Yep! Minutes from Winthrop University, Piedmont Medical Center, Rock Hill Sports Center and Downtown. Numerous nearby shopping and dining options! Come and experience the many interior & outdoor amenities this home has to offer!

Farm Getaway

Come and experience the beauty of life on a farm! This newly renovated 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.

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

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.

Into the woods rustic guesthouse

Into the woods...cabin like feel, renovated guesthouse facing a 1 acre wooded lot. Essentials provided for a comfortable longer stay as well as weekly. There's wildlife to see passing through and a deck with a screened gazebo to enjoy peace and quiet and privacy. Parking is only a few steps from the private entrance .Well established neighborhood minutes to downtown Rock Hill, Winthrop University, Event Center and short commute to Charlotte. Message us for flexible weekly bookings.

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.

Private & Peaceful location - 2 level Guest House

Guest house with private entrance in a very quiet, private and secure friendly neighborhood. Bigger than it looks in pictures. Great place to work from Home - great wifi. No pets. 2 floors (with stairs) includes a Kitchenette/dining/sitting area with TV on first and second floors. Approximately 1400 square feet of living space! 30 miles to downtown Charlotte. 10 minutes to downtown Rock Hill. No smoking permitted. We do not allow pets.

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.

One bedroom apt 1/2 block from Winthrop campus

This apartment is conveniently located 1/2 block from the Winthrop University campus and in easy walking distance to the Rock Hill Sports & Events Center, District 3 Stadium, and Rock Hill downtown to restaurants, breweries, and coffee shops. It's a 5-minute drive to Piedmont Medical Center, and a 10-minute drive to Manchester Meadows, the Rock Hill Velodrome, Riverwalk, and local shopping. City of Rock Hill Short Term Rental Permit #202404601