
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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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 hunting, fishing, 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.

Charming, Modern & Cozy Home
✭ "...The most peaceful & relaxing stay we've had in a long time..." Our beautiful home is newly furnished & renovated. It provides a quiet & relaxing retreat that is nestled away from the noise. Wake up surrounded by trees while you sip your morning coffee! ☞ Newly renovated & decorated ☞ Fully-equipped kitchen including coffee/tea station ☞ Organic cotton bedsheets ☞ 2 private decks ☞ 12 min drive to airport ☞ Cozy couch, 75 inch TV & more ☞ Speedy wifi connection ☞ Serene woodland location

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.

Cozy Cabin Nestled In The Hills
Escape to a cozy cabin with breath taking river views. This cabin features seclusion but still close to many amenities. Located minutes from a beautiful 18 hole golf course for the avid golfer. During the warmer months, enjoy the close proximity to the Ohio River. Spend your days boating, kayaking, or fishing. Feeling lucky? Take a ten minute drive to Mountaineer Racetrack and Casino to enjoy great food and games. Make a short drive to The Pavilion at Star Lake to see some big name concerts.

The Quail House Main Level
Very private and quiet retreat atop a hill with amazing sunrises and sunsets. You’ll have the large backyard and deck all to yourself. This is an ideal space for three out of town workers and their mates to relax and grill at the end of a long day. The home is just 6 miles from Ergon and Mountaineer Casino and an hour from the Rivers Casino in Pittsburgh and Wheeling Island Casino and just 30 minutes from Pittsburgh International Airport. Non indoor smoking and pet free location please.

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!

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!

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.

Lanterns End ~ Lisbon, OH
Lantern's End | Sleeps 4 • Hot Tub • Sauna • Outdoor Shower Tucked among the trees in Lisbon, Ohio, Lantern's End is a peaceful 2-bedroom, 2-bath cabin designed for rest and relaxation. Enjoy a private hot tub, sauna, outdoor shower, balcony, and porch surrounded by nature. Inside, warm wood interiors blend rustic charm with modern comfort, including WiFi, smart TVs, a fully equipped kitchen, and laundry. Just minutes from Beaver Creek State Park, wineries, and local favorites.

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

“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.

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
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Highland Hideaway

The Grant Unit 2

Shirley's Place, Tiny Home on 40 Acre Farm

Backyard Oasis + Basement Hangout | Sleeps 8

Star lake concerts 3 bedroom home 30 min to Pitts

Historic Farmhouse Renewal

Little Cabin On The Lake

Wellsville Farmhouse
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- PNC Park
- Carnegie Mellon University
- Acrisure Stadium
- Pro Football Hall of Fame
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- David Lawrence Convention Center
- Gervasi Vineyard
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Stage AE
- Petersen Events Center
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- National Aviary
- Moraine State Park
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- PPG Paints Arena
- Carnegie Museum of Art
- Cathedral of Learning





