Holiday houses in Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
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 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
4.95 out of 5 average rating, 113 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
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
4.94 out of 5 average rating, 394 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 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, 244 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
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, 134 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, 187 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 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, 613 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, 194 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
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
4.96 out of 5 average rating, 104 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!

Superhost
A rustic kitchen space features a double sink with a sleek faucet, surrounded by white cabinetry and wooden countertops. Open shelves display neatly arranged dishes and glassware. A drying rack sits beside the sink, contributing to the functional atmosphere of the area.
Condo in Rock Hill
4.81 out of 5 average rating, 203 reviews

Cedar Cabin Retreat Cozy Condo Close to I-77

Escape to the Cedar Cabin Condo, a cozy mountain-inspired retreat just half a mile from I-77. Minutes from the Catawba River, where kayaking and floating downstream are local favorites, this rustic yet comfortable condo blends nature with convenience. Only 25 minutes from Charlotte and 20 minutes from the airport, you’re close to Lake Wylie, BMX track, Velodrome, Riverwalk, Manchester Soccer Fields, Winthrop College, and Carowinds Amusement Park. Perfect for outdoor lovers!

Top Guest favourite
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, 298 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 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, 143 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.

Popular amenities for Chester holiday rentals

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