
Holiday rentals in Cheswick
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Top-rated holiday rentals in Cheswick
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The Sycamore BnB @ 10.7 Marina
Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Quiet 3 BR Suburban Home Close to Pittsburgh
If you are looking for a quiet community close to everything, this is your destination! Only minutes from the PA turnpike, seconds to Route 28 and a brief 20 minute drive to downtown Pittsburgh! 3 BR's (Two queens and one full), big back yard, full kitchen amenities, dining room, comfortable living area and more! This house is ideal for a professional or out of town visitor that needs to be close to the major highways around the greater Pittsburgh area while enjoying a "at home" experience!

Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Upstairs Flat in a Historic Craftsman Big Bungalow
Experience a comfortable stay in our charming bungalow on a peaceful corner lot along historic, tree-lined California Avenue in Oakmont, 20 minutes from downtown Pittsburgh. The private second-story apartment has its own entrance and overlooks a beautiful backyard, making it an ideal home base whether you're visiting family, exploring the area, attending an event, or simply relaxing. Ample free street parking is available right outside the entrance. Please observe posted street-sweeping hours.

Cabin in Pittsburgh. 20 minutes to Pittsburgh
Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost you see per night is for 2 guests. Added adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day. I will collect that later.

Oakmont Area - Carriage House
Carriage House apartment in East Oakmont is minutes away from Oakmont Country Club and is also close to Longwood at Oakmont and Presbyterian SeniorCare. Two parking spaces provided. Owners live on-site, but are very hands-off unless you need us! TONS of restaurants, shops, and breweries within minutes. The town of Oakmont is one mile away and the infamous Oakmont Bakery is just down the hill. Easily accessed from the PA Turnpike and from Route 28. 11 miles from downtown Pittsburgh.

Comfort Central
Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Stylish 1BR | Private Entrance Near Pittsburgh
Description Welcome to your private, peaceful stay in Penn Hills, just minutes from the city! This cozy 1-bedroom lower-level duplex unit offers a completely private entrance. The Space Comfortable king-size bed with clean, fresh linens Bright, modern bathroom Private entrance for contactless check-in Small outdoor patio area Quiet residential neighborhood Location Quick access to: Downtown Pittsburgh Local restaurants, shops, and essentials Major roadways for easy commuting

Newly Furnished Clean & Cozy
This listing is newly furnished, freshly painted and a cozy home. Whether your visiting for work, family time or a weekend getaway, our home offers the perfect balance of space, comfort & convenience. We offer 2 bedrooms, full bath, private laundry, fully equipped kitchen, electric fireplace & private parking . We are around 25 miles to downtown Pittsburgh. (30 minutes) Lots of restaurants to choose from in Oakmont & New Kensington. Coffee bar waiting on yinz!

Tiny House on a Homestead
This beautiful, hand-crafted tiny house was just completed Oct, 2025. It's located in a private corner on an 8-acre homestead overlooking Plum Borough's oldest barn. Across the street from Boyce Park, enjoy miles of hiking and biking trails, tennis and pickleball courts, and much more. Relax while watching the sheep, goats, chickens, ducks, and great pyrenees dogs from your deck. 6 miles from Monroeville and 18 miles from downtown Pittsburgh. Has wifi.

2br gem in cute small town.
The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

Quiet Cottage House Near Pittsburgh
Stay with us for Steelers games, Pirates games, concerts, conventions, or a relaxing Pittsburgh getaway. Conveniently located about 25–30 minutes from downtown Pittsburgh, Acrisure Stadium, PNC Park, and the David L. Lawrence Convention Center. The house is ideal for couples, families, friends attending events, reunions, and more. We off on and off-street parking in a quiet neighborhood close to restaurants, breweries, and local attractions.
Popular amenities for Cheswick holiday rentals
Other great holiday rentals in Cheswick

Charming Hillside Retreat

Comfortable & Charming Cottage

Cottage on a hill

Peaceful Plum PA Home

The Quiet Cozy Getaway! Located on a private road!

The Pitt Stop

Seasonal Pool Retreat | Fire Pit & Large Deck

Wizarding World Of Harry Potter
Destinations to explore
- Philadelphia Holiday rentals
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- Pittsburgh Holiday rentals
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- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- David Lawrence Convention Center
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Petersen Events Center
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- National Aviary
- Carnegie Science Center
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center





