
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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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.

*Old Soul Treehouse* Lake front/hot tub/ king bed
The Old Soul Treehouse is a fabulous destination for couples looking to have a unique getaway! This is a waterfront treehouse on Lake Greenwood with a private dock, heat/AC, hot tub, king size bed, & a fully equipped kitchen & bathroom. Take a dip in the lake during the day or at night enjoy a soak in the hot tub on the peaceful porch under the stars. Book with us and you will soon be enjoying luxury by the water during this intimate experience with the one you love. We would love to have you!

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.

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.

Belmont Riverside Cabin
Our secluded, lake front retreat has a variety of waterfowl, forest animals and stunning mile-long views of Lake Wylie. Your 450 Sq. Ft private cabin was built in 2023 and is nestled in the woods overlooking the river. Just minutes from the trendy small town of Belmont, w/ popular restaurants, pubs and boutiques. 5 min to Daniel Stowe Botanical Gardens, 15 min to the National Whitewater Center, 30 min to uptown Charlotte. A 2nd cabin is at airbnb.com/h/charlotte-area-lakeview-cabin.

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.

A-Frame of Mind & 30 min from city
Unplug and unwind at our beautifully renovated A-frame cabin, tucked away in the peaceful Mint Hill area—just 30 minutes from the city. Surrounded by nature, this one-of-a-kind getaway offers the perfect blend of rustic charm and modern comfort. Enjoy fresh air, cozy fires, and starry nights in a peaceful, nature-filled setting. Whether you're looking for a romantic weekend, a quiet family escape, or just a break from the everyday, this tranquil retreat is ready to welcome you.

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!

EXTRA COMFY and CLEAN country near I26 & Newberry
If you’re looking for a relaxing stay to visit Newberry ( we are about 7 mile from downtown ) about 5 mile off I26. Our home is extremely clean. We take pride in giving our guests a comfortable stay. Comfortable furniture and beds. Nothing fancy, but good quality sheets and towels. Plenty of nice pots and pans , fully furnished kitchen. We are on a quiet dead end road. Extremely safe. We offer plenty of options in our tv package. Excellent WiFi , high speed internet.

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 holiday rentals
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Clover
Destinations to explore
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- Spectrum Center
- Carowinds
- Bank of America Stadium
- Riverbanks Zoo and Garden
- NASCAR Hall of Fame
- Crowders Mountain State Park
- Daniel Stowe Botanical Garden
- Discovery Place Science
- Romare Bearden Park
- Charlotte Convention Center
- South Carolina State House
- Columbia Museum of Art
- Ovens Auditorium
- Bechtler Museum of Modern Art
- University of North Carolina at Charlotte
- Billy Graham Library
- Uptown Charlotte Smiles
- Catawba Two Kings Casino
- South Carolina State Museum
- Frankie's Fun Park
- Queen City Quarter
- Dreher Island State Park
- Bojangles Coliseum
- West Columbia Riverwalk Park and Amphitheater




