Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favourite
A serene outdoor space features a well-kept lawn leading toward a fishing pond. In the foreground, a fire pit is surrounded by seating. Trees frame the pond, reflecting the clear blue sky, creating a peaceful atmosphere in a natural setting.
Guest suite in Rock Hill
5 out of 5 average rating, 204 reviews

The Loblolly Pine Room

A private spacious one bedroom suite with a King Bed and one bath space. A separate game/entertainment room with a pool table and a single pull out. Has a small coffee/snack bar area. This space is connected to the owner’s home with a separate outside entrance. Access to a fishing pond and fire pit. Located down the street from The Catawba Bend Park and close to other attractions. Close to restaurants and shopping. This is a very quiet and cozy space in a country setting. No smoking facility.

Top guest favourite
Home in Rock Hill
4.98 out of 5 average rating, 118 reviews

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!

Top guest favourite
Home in Rock Hill
4.91 out of 5 average rating, 99 reviews

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.

Top guest favourite
Farm stay in Rock Hill
5 out of 5 average rating, 143 reviews

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.

Top guest favourite
A charming treehouse nestled among tall trees showcases a deep blue exterior. A staircase leads up to a spacious deck, surrounded by nature. Sunlight filters through the branches, illuminating the structure in a serene forest setting.
Treehouse in Fort Mill
4.97 out of 5 average rating, 645 reviews

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.

Guest favourite
A modern white building is framed by lush greenery, featuring large windows that invite natural light. A spacious porch is highlighted by wooden support beams and a rustic sliding door, with seating arranged for outdoor relaxation.
Apartment in Waxhaw
4.92 out of 5 average rating, 207 reviews

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!

Top guest favourite
The exterior of a yellow cottage is visible, surrounded by trees. A wooden railing leads to the entrance. A gravel pathway meanders through the yard, bordered by landscaping stones. Outdoor seating is arranged to the side, blending with the peaceful, natural surroundings.
Home in Union
4.9 out of 5 average rating, 61 reviews

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.

Guest favourite
An inviting pool area is surrounded by a spacious deck, featuring lounge chairs and vibrant pool floats. Modern buildings flank the pool, with large windows providing views into the interiors. Lush trees offer shade in the background, enhancing the serene setting.
Home in Chester
4.88 out of 5 average rating, 52 reviews

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.

Top guest favourite
Barn in Chester
5 out of 5 average rating, 18 reviews

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.

Top guest favourite
An open layout showcases natural wood finishes throughout, with a kitchen area featuring dark appliances and granite countertops. Bar stools are positioned at the counter. A dining table is set nearby, while a staircase leads to the loft area above.
Home in Ridgeway
4.96 out of 5 average rating, 166 reviews

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.

Top guest favourite
A quaint guest house is framed by vibrant autumn foliage, showcasing golden leaves. The covered porch, adorned with a bench, provides a welcoming entrance. The cottage features a large window and a symmetrical design, enhancing its rustic charm amidst the natural surroundings.
Home in Waxhaw
4.98 out of 5 average rating, 783 reviews

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.

Top guest favourite
Home in Fort Lawn
5 out of 5 average rating, 25 reviews

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.

Popular amenities for Chester vacation rentals

  1. Airbnb
  2. United States
  3. South Carolina
  4. Chester County
  5. Chester