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 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 favorite
The living room features a spacious layout adorned with large windows that allow natural light to brighten the space. A comfortable sofa is positioned beside a glass coffee table, while additional seating options and decorative elements enhance the welcoming ambiance.
Apartment in Stanley
4.95 out of 5 average rating, 402 reviews

Carolina Blue Oasis

Enter 6 acre property through gated entrance, across creek bridge, to guest house, enjoy amenities from internet with wifi, Tesla EV charger, front patio area with seating & grill, covered gazebo area with seating, fire pit & tv over looking small creek, pet friendly fenced in area, the inside of guest house is warm and inviting with 12' tall living room area ceiling with lots of windows for that open feeling, full kitchen area, stackable washer and dryer, 2 individual bedrooms and 1 full bath.

Top guest favorite
A serene view of Lake Wylie is captured, showcasing calm blue waters under a clear sky. Gentle ripples are seen across the water, with hints of kayaks in the distance. Lush trees line the shore, creating a peaceful natural backdrop.
Guesthouse in Fort Mill
4.95 out of 5 average rating, 247 reviews

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.

Top guest favorite
An expansive outdoor area features a saltwater pool alongside a hot tub. Lounge chairs and shaded umbrellas are arranged around, while trees provide a natural backdrop. Soft lighting enhances the ambiance as evening approaches, creating a serene setting for relaxation.
Farm stay in Rock Hill
5 out of 5 average rating, 136 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 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, 192 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
A spacious deck is furnished with comfortable seating and a shaded umbrella, offering views of Lake Greenwood. The serene water is framed by trees, with a dock visible in the distance, enhancing the outdoor relaxation space.
Home in Ninety Six
4.9 out of 5 average rating, 104 reviews

Beautiful Lake Front Cottage on Lake Greenwood

Come enjoy the beauty of Lake Greenwood from this custom fully renovated gem. Whether you prefer to float in the cove or boat the lake this place is a perfect, family friendly get away. 3 bedrooms, 2 bathrooms, open floor plan with family room leading to a custom kitchen and adorable sitting nook. Massive deck offers outdoor dining and plenty of space to relax. An easy walk to the brand new dock that is big enough for your boat and plenty of water fun. Come stay and enjoy our lake getaway!

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, 181 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, 622 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 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, 198 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 lakeside scene features a circular stone fire pit surrounded by black Adirondack chairs. The vibrant sunset reflects on the calm water, with lush green trees framing the view, creating a serene outdoor space for relaxation.
Home in Camden
4.95 out of 5 average rating, 109 reviews

Big Water Sunset at Lake it Easy

Escape to Beautiful Lake Wateree for a relaxing weekend away with friends or family. This updated house features 2 bedrooms & 2 bathrooms. Enjoy the cozy vibes of a tastefully decorated space, perfect for unwinding after a day on the lake. Step outside to a serene screened in porch, a fire pit, and stunning big water sunsets that will take your breath away. Whether you're into fishing, kayaking, or simply relaxing by the water, this lakefront house has something for everyone!

Guest favorite
A wooden treehouse is elevated among lush trees, surrounded by a natural landscape. A staircase leads up to a deck that wraps around the structure, providing a view of the ground below where a small creek flows gently.
Treehouse in Shelby
4.97 out of 5 average rating, 302 reviews

Secluded creekside treehouse with hot tub

Leave the stress of the world behind and come stay in a luxurious, private, creekside treehouse with a hot tub! A rustic setting complimented with all the modern amenities insures your getaway will be perfect. Located in Shelby, NC; situated halfway between Charlotte and Asheville. You'll have convenient access to many local attractions: Shelby Municipal Airport, Gardner Webb University and Tryon International Equestrian Center. Shelby is also home of the ALWS.

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, 155 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.

Popular amenities for Chester vacation rentals

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