
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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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.

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

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 walking. Brand new mattress Jan ‘25 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 date

Hillcrest Manor Cottage And Historic Wildlife Area
Welcome to Hillcrest Manor Cottage. A secluded hideaway tucked away on a hill above scenic woodlands. Soak in a private hot tub surrounded by 2,000 acres of forest & hills for hiking, hunting and fishing. Unite with nature and rejuvenate your spirit. * 8 Miles to Mountaineer Casino * 25 Minutes to The Pavilion at Star Lake * 30 Min. to Pittsburgh Airport (50 to City) * 5 Min. to Tomlinson Run State Park * 20 Min. to Beaver Creek State Park * Near Bars, Restaurants, Stores & Ohio River

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!

Quiet Retreat in Friendly Village near Franciscan
Classic private loft suite with modern bathroom and parlor on the upper level of a beautiful Cape Cod house. Includes mini fridge, coffee maker, microwave, AC units and fireplace. In the Friendly Village of Wintersville, close to Franciscan University and highway 22. Short walk to shopping, restaurants and bus stop. Use of washer, dryer, and are kitchen available downstairs by appointment for additional fees. Games, books, baby gate, extra beds, bedding etc, are available on request.

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.

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.

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

Key + Kin - Downtown Dwelling
ENTIRE Apartment, modern 1 Bedroom, 1 Bath apartment centrally located in the small downtown Monaca area. Our warm, modern decor will be the perfect home away from home for you after a long day of work or play. We offer the privacy of an entire apartment, with little touches to make you feel at home. Come enjoy your own personal retreat in the heart of a quaint Pittsburgh river town.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

Basement apartment with private entrance and bath

Bedroom 2 in Quaint Rustic Home (Red Key)

The Warhol Room | Private Room on Arch Street

Single Room Rental -C

Private Room 2A with Queen bed | Close to Pitt&CMU

4- Close to hospitals/Private bath/ best quality

Cozy Private Room

Inviting Guest Room.
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
- National Aviary
- Kennywood
- Raccoon Creek State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Carnegie Museum of Art
- Schenley Park
- Gervasi Vineyard
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- University Of Pittsburgh
- Carnegie Science Center
- David Lawrence Convention Center
- Petersen Events Center
- Sri Venkateswara Temple
- PPG Paints Arena




