Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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

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Guest favorite
The Oculus, a tinyhouse retreat, features natural wooden siding and large windows. An umbrella shades a small seating area equipped with two Adirondack chairs and a fire pit, all set against a backdrop of vibrant autumn foliage and a clear blue sky.
Farm stay in Triadelphia
4.94 out of 5 average rating, 444 reviews

The Oculus Tinyhouse at Innisfree Farms

Innisfree Farms is a rural retreat in northern West Virginia with five dwellings on a 70-plus acre farm. The Oculus is the perfect country getaway for solos or couples. Everything you'll need and nothing you won't, including a comfy bed, a beautiful view, full facilities, and the great outdoors. Near Oglebay Park and Wheeling - but private, pet-friendly, and welcoming to all. One cozy bed - a perfect spot to read, hike, think, or just enjoy a campfire and the natural setting. Check our reviews!

Top guest favorite
A spacious bed dressed in soft linens is positioned against a neutral wall. A bedside lamp provides gentle illumination, while a small nightstand holds decorative items. A cozy armchair is situated nearby, enhancing the comfort of the private living space.
Apartment in Coraopolis
4.97 out of 5 average rating, 221 reviews

Moon Professional Living Suite B

Recently updated 1 bedroom 2nd floor efficiency apt. w/ everything you will need for a comfortable stay. We do have 2 Airbnb Apartments available. We follow all Airbnb standards to provide a safe, quiet, sparkling clean, comfortable experience for all & ask you do the same. Minutes from the airport & short drive to downtown Pittsburgh. Shopping & dining nearby. Perfect for out of town guests & business travelers. Live far from the airport & have an early flight? Come stay at Cozy in Coraopolis.

Guest favorite
An open kitchen and dining area features wooden cabinets and appliances, including a refrigerator and stove. A round wooden table is surrounded by four chairs, and a ceiling fan provides light overhead. A doorway to the left leads to another space, enhancing the room's accessibility.
Apartment in Chester
4.93 out of 5 average rating, 161 reviews

Lovely 1 bedroom duplex with free hi speed wifi

This 1 bedroom apt is centrally located between Pittsburgh PA and Youngstown OH just off Route 30 Lincoln Highway just 27 minutes from Pittsburgh Intl airport. A brand new Dollar General store within eyesight. Just 20 minutes to Monaca PA Cracker plant and just 15 minutes to Ergon or Shippingport PA Mountaineer is just 10-15 mins away. Easily sleeps up to 3-4 people. Both sides of duplex can be booked as long as not previously booked for your travel dates. 3 bar $ grills close by.

Guest favorite
A bright seating area features a vibrant yellow couch adorned with teal and patterned pillows. A coffee table sits at the center, surrounded by a colorful area rug. Natural light filters through sheer curtains, illuminating a decorative plant and wall-mounted television.
Home in East Liverpool
4.97 out of 5 average rating, 29 reviews

The Corner Store Retreat

A charming farmhouse-modern getaway in East Liverpool, Ohio, the Corner Store Retreat is a revitalized 1920s general store blending historic charm with modern amenities. Features include cozy, creative furnishings, a 6-foot swing, a coffee corner, an office with a printer, and a patio with a grill. Perfect for relaxation or adventure, with off-street parking, Wi-Fi, and a pet-friendly environment. Explore East Liverpool’s history through board games and enjoy a clean, comfortable stay!

Top guest favorite
The cabin constructed from shipping containers is surrounded by greenery, featuring a covered patio with hanging planters. An outdoor seating area with Adirondack chairs and a fire pit is visible in the foreground, alongside a hot tub partially obscured by the building.
Shipping container in Lisbon
5 out of 5 average rating, 153 reviews

Shipping Container Cabin with hot tub!

Enjoy our secluded getaway, that's not too far away! This cabin is made from three combined shipping containers to create one memorable experience for our renters. Housed on ten acres on Beaver creek and surrounded by nature's beauty, this rental is sure to give you the adventure and relaxation you need. Enjoy your favorite drink on one of two beautiful patios, by the fire inside or out, and end your evening in the warmth of our hot tub. Only 6 minutes from Route 11 in Lisbon, OH!

Top guest favorite
A cozy living room features a dark sofa and an accent chair, arranged around a round coffee table. A flat-screen TV is mounted on a wooden shelving unit against the green wall, complemented by large windows allowing natural light to illuminate the space.
Home in Chester
4.93 out of 5 average rating, 58 reviews

The Auburn

Quiet, secluded home sitting on 3 acres. Observe the wildlife while sitting outside at this mountain retreat. Enjoy the large fenced in backyard with concrete fire pit area to roast those marshmallows or simply relaxing under the night sky with your friends or family. Inside, you will find a relaxing space to include 3 bedrooms, and 2 baths. Well equipped with necessary amenities and more, i.e flat screen tvs. Indoor and outdoor games also available during this peaceful retreat.

Top guest favorite
A charming cottage is situated by the serene Slippery Rock Creek, featuring a green roof and wooden deck. Surrounding vegetation includes tall trees, and reflections of the cottage are visible in the calm water. A spacious lawn offers a relaxed outdoor setting.
Cottage in Ellwood City
4.96 out of 5 average rating, 113 reviews

Cozy Cottage nestled on the Slippery Rock Creek

Secluded along the banks of the Slippery Rock Creek is the 4th generation family cottage, fully renovated in 2017, originally built in 1940. Descend the 45 steps to the cottage and find “there’s no place like (a 2nd) home”. From the wraparound deck you may see geese, deer, bald eagles, osprey, beaver, great blue heron and ducks. You will find yourself just 15 minutes from Moraine and McConnells Mill State Parks. 15 minutes from Mines and Meadows, 10 minutes from Sunset Ranch.

Top guest favorite
A private hot tub is illuminated, featuring bubbling water and an inviting blue hue. Warm lighting from string lights surrounds the area, creating a cozy outdoor ambiance. The scene suggests a relaxing evening, with a golf cart visible nearby, ready for outings.
Home in Columbiana
4.99 out of 5 average rating, 348 reviews

“The Henry” House with Private Hot Tub

A picturesque countryside getaway with the convenience of shopping and restaurants nearby. If you love breweries, hot tubbing, golfing, cruising the neighborhood in a Model T golf cart, or just relaxing in a really cool house, this place is for you! Antiquing and open summer concerts minutes away. Comfort awaits with beautiful cozy interiors and a vintage vibe. With a touch of history and a lot of charm, your stay at “The Henry” will be a fun and welcome retreat.

Guest favorite
A serene backyard scene is featured, showcasing a tranquil pond surrounded by stones and decorative plants. A rustic pergola with swings stands nearby, offering a peaceful retreat. Lush greenery and a wooden fence frame the space, providing a sense of privacy.
Home in Monaca
4.95 out of 5 average rating, 311 reviews

Key + Kin - The Oasis

Welcome to your oasis! This newly renovated home features light and bright rooms, outfitted with cozy touches sure to help you relax as soon as you enter. The private, fenced backyard hosts with a covered patio, pergola, pristine pond and swing. Inside the home, you will find sweet pockets of peace in the private living room, and second floor office and bedrooms. Tucked on a quiet street, the location can't be beat! Come discover the hidden gem of Monaca, PA

Guest favorite
A dining area features a wooden table with a dark top and light base, complemented by round placemats. A clock adorns the wall, and a door with a glass panel opens to the exterior. A floral arrangement adds a touch of color.
Apartment in Beaver
4.94 out of 5 average rating, 222 reviews

Magnolia Cozy Cottage

A discount price for weekly & monthly bookings. If you plan to stay longer than a month a special rate can be given. Enjoy the entire apartment with all the amenities of home. The place is very clean . Enjoy your own private entrance and parking. The living room is equipped with leather couch, large screen screen TV and fireplace. There is a full bathroom with a full tub and shower. The bedroom has a queen size bed

Top guest favorite
A tiny house made of natural wood blends harmoniously with the surrounding forest. A metal roof caps the structure, while large windows invite natural light inside. A wooden deck extends from the front, providing a welcoming entrance into the tranquil wooded setting.
Cabin in Wellsburg
4.99 out of 5 average rating, 224 reviews

Secluded Tiny “Ginseng House” Artist Retreat

"Ginseng House" - Our premiere off-grid tiny house! A hand-crafted work of art using our own sawmill lumber. Beautiful wooded setting surrounded by 180 acres of private land and two miles of beautiful Buffalo Creek frontage to enjoy. One very comfortable queen bed in the loft and a fold out double bed love seat on the main floor. Extra guests may pitch tents for $10/night/person. Pets welcome - $35/pet - see pet policy.

Top guest favorite
The living area features green walls and large windows allowing natural light to fill the space. A brown leather sofa is paired with a wooden coffee table. A dark blue armchair provides additional seating, while a smart TV is mounted for entertainment. Stairs lead to the upper level.
Home in Baden
4.95 out of 5 average rating, 59 reviews

Hemlock House, Modern 2BR near Pittsburgh

Escape to Hemlock House — a historic farmhouse in the serene countryside of Baden, PA — just 30 minutes from Pittsburgh and 15 minutes from Cranberry Township. Two bedrooms, three beds, one bathroom, full kitchen. Ideal for writers, artists, couples, families, or solo travelers seeking a peaceful getaway. Enjoy nearby attractions like Moraine State Park and McConnells Mill, or explore local dining and breweries.

Popular amenities for Chester vacation rentals

  1. Airbnb
  2. United States
  3. West Virginia
  4. Hancock County
  5. Chester