Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite
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.

Top guest favorite
Home in Weirton
4.98 out of 5 average rating, 102 reviews

The Retreat at Ralston

The Retreat at Ralston -- Nestled on a hillside down a private winding driveway, you'll find this peaceful country retreat. Located on 3.76 acres, the home offers an open floor plan with 2 bedrooms and 2 bathrooms. Double decks provide panoramic views. This home boasts high ceilings and skylights that allow natural light to reflect throughout each room. Features include a new hickory kitchen with quartz counter tops, updated bathrooms, and a bonus room downstairs featuring a pool table.

Guest favorite
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
A private hot tub is situated on a patio, with bubbling water and soft lighting surrounding it. A stone pathway leads to a grassy area, framed by trees, creating a serene outdoor setting perfect for relaxation.
Home in Chester
4.98 out of 5 average rating, 110 reviews

Hillcrest Manor Cottage | Hot Tub | Near PGH

Hillcrest Manor Cottage sits on the edge of 2,212 acres of Hillcrest Wildlife Management Area — private, secluded, and surrounded by untouched West Virginia wilderness. Step outside to hiking trails, wildlife watching, and complete seclusion, then return to your private hot tub under the stars. 30 min to Pittsburgh Airport, 25 min to Star Lake Pavilion, 8 miles to Mountaineer Casino, 5 min to Tomlinson Run, 20 min to Beaver Creek State Park. Near bars, restaurants, and the Ohio River.

Top guest favorite
Shipping container in Lisbon
5 out of 5 average rating, 151 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!

Guest favorite
Home in Midland
4.91 out of 5 average rating, 103 reviews

Lovely 1/2 duplex

Enjoy our beautiful, quiet neighborhood. Within walking distance to PA Cyber and Lincoln Park Schools and a short drive across the bridge (no lights) to Bruce Mansfield or Shell cracker plant. 25 min to PGH Airport. 20 min to Geneva College. 40 min to downtown Pittsburgh. Newly renovated bathroom with comfortable furnishings. One block from Midland's walking track, the park, Midland pool, The Dollar General, Subway, Dairy Queen and laundrymat. Welcome to our convenient, cozy home.

Guest favorite
The exterior displays a modern cabin structure nestled among trees, featuring a layered design with large windows and a balcony. The interior highlights an inviting living space with a rich green sofa and a unique wooden coffee table, all complemented by natural light and lush greenery outside.
Cabin in Lisbon
4.94 out of 5 average rating, 90 reviews

The Rain House ~ Lisbon, OH

Slow down and recharge in this peaceful Japandi-style cabin tucked away in the rolling hills of Lisbon, Ohio. Designed with natural textures, clean lines, and calming tones, this 1 bed, 1.5 bath retreat invites deep rest. Enjoy the outdoor shower, private hot tub and scenic views. With high-speed WiFi, two TVs, a full kitchen, and laundry, it blends modern comfort with timeless serenity. Just minutes from Beaver Creek trails and cozy local eats. Ideal for couples or solo travelers.

Top guest favorite
The exterior of the home displays a classic two-story design with a welcoming porch adorned with blooming hydrangeas. A warm sunset bathes the house in soft light, highlighting the white facade and contrasting green shutters. Pathways lead to the entrance, enhancing accessibility.
Home in Toronto
5 out of 5 average rating, 50 reviews

130 Yr Old Whimsical Gem On 1.3 River Front Acres

Welcome to this thoughtfully remodeled 130 year old gem on 1.3 acres of river front seclusion. While this classic home is the perfect private get-a-way for you and your family, it’s location makes it easy for you to get around. You are only: 15 mins to Franciscan University 20 mins to Austin Lake 21 mins to William’s Country Club 28 mins to Star Lake Pavilion 29 mins to Mountaineer Racetrack & Casino 32 mins to Pittsburgh Airport 90 mins to the heart of Amish Country

Top guest favorite
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 482 reviews

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

Top guest favorite
Home in Chester
4.97 out of 5 average rating, 34 reviews

Piedmont

Welcome to Piedmont! An almost new 2 bedroom, 1.5 bath cabin sitting on 2 acres far away from it all, but still driving distance to anything you may need. So come observe the wildlife and relax at the Piedmont! Inside, you will find a relaxing space to include 2 bedrooms, and 1.5 baths. Well equipped with necessary amenities and more, i.e flat screen tvs. Indoor and outdoor games also available during this peaceful retreat.

Guest favorite
Apartment in Chester
4.94 out of 5 average rating, 36 reviews

The Quail House Main Level

Very quiet retreat atop a hill with amazing sunrises and sunsets. The home is just 6 miles from Mountaineer Casino and an hour from the Rivers Casino in Pittsburgh and Wheeling Island Casino. 30 minutes from Pittsburgh Intl Airport. Ideal for traveling workers. Non smoking indoors and pet free location. We do our best to offer broadband wifi for video streaming (Roku) or to run a laptop but it will not support gaming.

Top guest favorite
A spacious studio featuring original brick walls and exposed wooden beams. Large windows are framed with soft curtains, allowing natural light to fill the area. A cozy seating arrangement includes an oversized couch and a small dining space with high stools, creating a welcoming atmosphere.
Loft in Minerva
4.99 out of 5 average rating, 484 reviews

Luxury Brewery Loft | Steps to Taproom | King Bed

Nestled in downtown Minerva just two doors from Sandy Springs Brewing Co., The BQ is a luxury historic 1800s second-floor studio. Original brick walls, exposed beams, warm finishes, a copper kitchen sink, and a digital rain shower with body jets create a cozy yet elevated stay. Enjoy a king bed, leather chesterfield chair, and sleeper sofa. Walk to the brewery. Check-in beers included.

Popular amenities for Chester vacation rentals

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