
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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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.

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.

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!

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.

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.

“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

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.

Rivers Edge Retreat
Modern, spacious home on the best street in town. Quiet, safe, and perfectly walkable to restaurants, cafés, shops, parks, and river access. Fully remodeled with granite counters, custom cabinets, large windows, fast WiFi, smart TV, full laundry, and a private driveway. Enjoy two private bedroom suites with comfortable beds, ideal for families, couples, work trips, or weekend getaways seeking convenience and style.

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.

Cherry Ridge | Breezewood Cabins
This cabin is located in a 15-acre woods that is full of birds, deer, wild turkeys, and squirrels. This cabin is designed to be a perfect place to get away and find the rest and quietness we all need. It is intended to help you make memories, and reconnect with the person you love. We enjoy hosting and look forward to serving our guests in the best way possible!
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Highland Hideaway

Apartment at Morning Star Stables

Off-grid cabin in the woods in Columbiana.

The Potting Shed

Cheerful, 2 Bedroom home, free private parking

Historic Farmhouse Renewal

FLOATING Cottage on the Beaver River / Pittsburgh

Little Cabin On The Lake
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
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- Mississauga Vacation rentals
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- Pocono Mountains Vacation rentals
- Northeast Ohio Vacation rentals
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- Rappahannock River Vacation rentals
- PNC Park
- Carnegie Mellon University
- Pro Football Hall of Fame
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Raccoon Creek State Park
- Gervasi Vineyard
- Point State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Sri Venkateswara Temple
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- Cathedral of Learning
- Randyland
- PPG Paints Arena
- Carnegie Science Center





