Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
Home in Rock Hill
4.98 out of 5 average rating, 111 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 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!

Top guest favorite
A spacious outdoor area features a saltwater pool accompanied by a hot tub, both surrounded by stylish loungers and seating arrangements. Lush foliage provides a natural backdrop, enhancing the serene atmosphere.
Farm stay in Rock Hill
5 out of 5 average rating, 129 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 favorite
A lakeside view features a wooden deck with a kayak and paddleboard resting beside it. A private dock extends into the water under a clear blue sky, framed by lush greenery and trees that enhance the serene setting.
Home in Fort Lawn
5 out of 5 average rating, 13 reviews

Lakefront retreat with kayaks & amazing views

Located less than 5 miles from Catawba Falls Event Center and 45 minutes south of Charlotte, you and your family can plan your escape to this 3-bed, 3-bath lakefront home on Fishing Creek Reservoir, SC, a 3400 acre fishing paradise located 45 minutes south of Charlotte. Enjoy stunning views, private dock, a fire pit, kayaks, paddle boards, and great fishing. Sleeps 8. Offers a fully equipped kitchen, indoor/outdoor dining. Perfect for relaxing or adventure. Book your lakeside getaway today!

Top guest favorite
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
4.99 out of 5 average rating, 175 reviews

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.

Top guest favorite
The exterior of the Farmhouse is showcased, featuring a spacious covered porch with comfortable seating and a welcoming entrance. Large windows allow natural light to fill the interior, and the surrounding landscape offers a glimpse of the tranquil rural setting.
Tiny home in Elgin
5 out of 5 average rating, 166 reviews

The Farmhouse @ Goat Daddy's

Nestled on 66 acres with a gorgeous pond/farm view, you will find Goat Daddy's Farm and Animal Sanctuary. Our luxurious tiny house has everything you need to make your farm stay comfortable and relaxing. Guests will have access to the farm during specific hours, as well as over 2.5 miles of paths and two ponds to explore. With your feet in the sand, by a fire, in the hot tub, on the trails, or getting some goat/animal therapy, The Farmhouse and Sanctuary has something to offer for all.

Top guest favorite
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, 597 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.

Top guest favorite
The modern farmhouse is framed by a large tree, showcasing a front porch with rocking chairs and decorative wreaths on the door. Lush greenery and manicured landscaping surround the home, enhancing the inviting demeanor of this charming retreat.
Home in York County
5 out of 5 average rating, 62 reviews

Magnolia Manor

Welcome to our charming modern farmhouse in York, SC. With 3 bedrooms, 2.5 baths, this spacious home features a large southern front porch, and multiple cozy gathering areas, offering the perfect blend of charm and comfort. Located less than 20 min from the Rock Hill Sport Complex, and just 30 miles from uptown Charlotte. Book your stay, which allows you to easily explore the vibrant city life, and entertainment options while still enjoying the tranquility of our farmhouse retreat.

Top guest favorite
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, 185 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 favorite
A tranquil outdoor space features a circular stone patio surrounded by several wooden chairs, perfect for gatherings. The gently sloping yard leads to a calm lake, where a wooden fishing pier extends into the water. A soft sunset casts a warm glow over the scene.
Cottage in Rock Hill
4.99 out of 5 average rating, 139 reviews

Updated Lakefront @ The Fox Cottage

Recently renovated! Enjoy a sprawling lake view at our family cottage. Perfectly nestled on the edge of Lake Wylie with panoramic sunsets, a fishing pier*, a gentle-sloping yard, and plenty of outdoor space! Cozy up to our floor-to-ceiling stone fireplace. Come unplug, relax, and reconnect with your favorite people. See you at the lake! *Note: we are having our fishing pier upgraded during the Winter 2026 season and plan for it to be ready for use by the Spring!

Top guest favorite
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, 142 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 favorite
An airy attic bedroom features a spacious wooden bed adorned with colorful bedding. Light beams through two windows, illuminating the polished wooden floor. A large dresser stands against one wall, while a contemporary shelf displays plants and decorative items.
Home in Rock Hill
4.98 out of 5 average rating, 139 reviews

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.

Top guest favorite
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, 750 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.

Popular amenities for Chester vacation rentals

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  3. South Carolina
  4. Chester County
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