
Holiday houses in Chester
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Top-rated holiday 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.

Rivers Edge
Beautiful, quiet, downtown living with lots of windows. Full kitchen fully stocked for easy cooking and clean up with the dishwasher. All new fully renovated, everything is upscale, quartz countertops and custom easy close cabinets. Bathroom is spotless. Cable and WiFi for guests. A short two block walk to the river access, and 4 blocks to the boat dock access and pavillion. As close as you can get to the Shell Cracker Plant. This is a space that feels like home and is easy to relax.

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!

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.

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.

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.

“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.

Michelle’s Log Cabin @ Horse Farm
Secluded and peaceful, with all the amenities of home. Enjoy a relaxing getaway in a log cabin Treats provided for horses . 1/2 mile walking trail loop Comcast WIFI, fire ring, gas grill, 3 TV’s . Super clean! Incinerator toilet Enjoy the sunrise over the pasture. *Please book for number of people on property *Must check/pay for pet at booking *Must keep off furniture/bedding! I look forward to making your visit, pleasant and memorable 🌸

Historic District Comfort
Keep it simple, go back in time, at this peaceful and centrally-located private residence. An Old Economy Gem overlooking the courtyard, on a one-way street in the heart of the Historic Old Economy in Ambridge, Pa. Quiet and quaint, this home has been redone back to its original finishes with upgrades on all new infrastructure and appliances. Conveniently located just off Route 65 North, 16 miles from downtown Pittsburgh, direct and easy commute.

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.

Oak Dale | 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 holiday rentals
Other great holiday rentals in Chester

Glamping with Mini Highlander Cows!

Gwen's Cottage at Water's Edge

The Potting Shed

Private Mt Lebanon Retreat Near Airport/Downtown

Cheerful, 2 Bedroom home, free private parking

Star lake concerts 3 bedroom home 30 min to Pitts

Historic Farmhouse Renewal

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




