Holiday houses in Chester

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Top-rated holiday rentals in Chester

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Guest favourite
The interior of the travel trailer features a dining area with a white table and chairs, complemented by light-colored walls. A spacious bed is visible in the background, surrounded by windows that allow natural light. The kitchen area includes a refrigerator, microwave, and cooktop.
Campervan/RV in York
4.9 out of 5 average rating, 125 reviews

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.

Top Guest favourite
Two blue Adirondack chairs are positioned on a stone patio, facing a serene lake surrounded by trees. A small circular table sits between the chairs. The scene is bathed in soft light from a sunset, highlighting the calmness of the water.
Home in Rock Hill
4.98 out of 5 average rating, 107 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 favourite
A charming farmhouse stands in the background, featuring a green metal roof and a wide porch. In the foreground, various ducks and chickens are seen grazing on lush grass, while structures for the animals are visible nearby, creating a serene farm atmosphere.
Guest suite in Pomaria
4.94 out of 5 average rating, 109 reviews

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.

Top Guest favourite
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, 235 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 favourite
The tiny house is showcased with a private entrance and a wooden deck leading to the front door. Two turquoise chairs are positioned on the lawn beside a hammock, offering a relaxing outdoor space. The surrounding greenery and nearby buildings are visible in the background.
Tiny home in Commonwealth
4.98 out of 5 average rating, 652 reviews

Retro Tiny House ★Plaza Midwood★

Experience tiny house living in luxury! The 320 sq. ft. tiny house is a super cute, retro destination with everything you need to be comfy! It's a quick bike ride, less than 10 min walk (1/2 mile) to Plaza Midwood neighborhood restaurants, bars, coffee shops, and hangouts. It's 1.3 mi. from Bojangles Coliseum & Park Expo Center. It's 10 mi. from airport & 2 mi. from uptown Charlotte. 30% discount for weekly stays & 40% discount for monthly stays. There is construction activity nextdoor.

Top Guest favourite
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, 124 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 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, 157 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 favourite
A cozy living area features yellow sofas, designed for comfort, paired with a modern side table. Decorative artwork adorns the wall, and a stylish light fixture adds ambiance. A textured area rug lies underfoot, contributing to the inviting atmosphere.
Apartment in Rock Hill
4.98 out of 5 average rating, 107 reviews

Beautiful guest suite/apartment for rent

Kick back and relax in this calm, stylish space. This is a gorgeous and quiet neighborhood, minutes away from downtown Rock Hill. 30 mins away from Charlotte and Lake Wylie. Bars and restaurants are close. The unit is located on the 2nd floor. It has a private entrance, big parking that can accommodate a few cars and a boat if necessary. There are everything in the suite for you to stay comfortable for long or short stay. Fully loaded kitchen, bathroom with towels etc...and laundry room.

Top 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
4.91 out of 5 average rating, 175 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
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, 136 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 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, 735 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.

Guest favourite
A light-filled living area features a comfortable sofa adorned with pillows, positioned beside a decorative coffee table. A small plant adds greenery to the space, while a framed artwork hangs above the white-bricked fireplace, contrasting with the warm-toned walls.
Apartment in Rock Hill
4.94 out of 5 average rating, 131 reviews

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

Popular amenities for Chester holiday rentals

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