
Holiday rentals in Cheswick
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cheswick
Guests agree: these stays are highly rated for location, cleanliness and more.

Ranch Home: Cozy & Modern!
Kick back and relax in this modern ranch style home! Enjoy a soothing bath with the warmth & ambiance of the fireplace. There is a back porch that has seating coupled with a fire pit. You could park 2-3 vehicles in the driveway. There is also plenty of parking available on the street. LOCATION: You are roughly 2.8 miles from Oakmont, which offers many entertainment options! Oakmont Country Club is only 3.9 miles away. The home is 12.8 mi from downtown Pittsburgh, where the stadiums are!

Comfortable & Charming Cottage
Welcome to The Henhouse Cottage, a blend of modern comforts and farmhouse charm. Our open floor plan offers a living/dining area with cozy electric fireplace and fully equipped kitchen with coffee bar. The second-floor primary suite has a king bed, ensuite bath with soaking tub and shower, and office nook. The second bedroom with queen bed is located on main floor, along with second full bath. 1.5 mile from scenic Northmoreland Park and just 25 miles from Pittsburgh. No pets & no smoking/vaping

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!

Aspinwall 1 bedroom Apartment
Newly updated 1 bedroom 1 bathroom apartment in the heart of the charming town of Aspinwall. Private exterior entrance with porch and patio, new kitchen, refinished original hardwood flooring, updated bathroom, living/dining room with decorative fireplace and 50” smart TV, spacious bedroom with queen, large closets and pocket doors all warmly decorated. 2 blocks from primary business streets for dining and shopping, under 10 minute walk to both UPMC St Margaret hospital and riverfront park!

Gorgeous Modernized Cabin + Hot Tub + Pool Table
Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

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.

The Pitt Stop
Relax and enjoy in this comfortable peaceful place. It is situated in a convenient location close to the City of Pittsburgh, approximately 20 minutes from downtown and the statiums as well as many city attractions such as the Pittsburgh Zoo! If you are in town for other reasons we have great restraunts, bars and brewerys and the famous oakmont bakery all within 5-7 minutes away. We have added 2 complementary guest passes to Anytime Fitness only a 5 minute drive from the Pitt stop.

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.

Aluminum city getaway
Stay with us for a Steelers game, Pirates game, convention or concert. Acrisure Stadium , PNC Park , David L. Lawrence center 27 minutes via RT. 28 South normal traffic. Monroeville Convention Center 28 minutes. Only 2.5 miles from the new Pittsburgh brewery and event center and right down the street from Preserving Underground . Interior is completely remodeled with new bedroom and living room furniture. New beds and bedding. New TVs and many other new items.

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

The Camera Stop
Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING
Popular amenities for Cheswick holiday rentals
Other great holiday rentals in Cheswick

Cottage on a hill

Stylish 1BR | Private Entrance Near Pittsburgh

Peaceful Plum PA Home

Yew Arbor Cottage

Cheerful Home on an Acre of Land | Fire Pit

Newly Furnished Clean & Cozy

Vibrant Walkable Aspinwall Home

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





