
Holiday rentals in Cheswick
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Top-rated holiday rentals in Cheswick
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

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.

McClure Manor - 3 King Bedrooms
Step into the warmth of McClure Manor! Just 14 miles from the heart of downtown Pittsburgh and nestled near the trendiest neighborhoods, this inviting haven offers not only proximity to Route 30 and the turnpike but also unparalleled convenience to explore all that Pittsburgh has to offer. Make this your ideal home base, effortlessly connecting you to the vibrant pulse of the city. *If you enjoy this home, the owners are amenable to selling! Please contact us for more information

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.

Upstairs Flat in a Historic Craftsman Big Bungalow
Experience a comfortable stay in our charming bungalow, nestled on a peaceful corner lot less than a mile from Oakmont Country Club and about 20 minutes from downtown Pittsburgh. Whether you’re a golf enthusiast or simply exploring the area, this is the perfect home base. The private second-story apartment offers its own entrance and overlooks a beautiful backyard—ideal for solo travelers or small families alike. Free street parking. Please observe street sweeping hours.

Apartment In Point Breeze
This cozy unit is newly renovated and is a spacious upper unit in a duplex located in the Point Breeze section in the city of Pittsburgh, PA. The unit has 3 spacious bedrooms, 1 bathroom, an office, and a sunroom, board games, in-unit laundry, and keyless entry. This apartment is conveniently located less than a mile from grocery, shopping, restaurants, parks, and entertainment. It is also just a short distance to multiple universities, and many popular destinations.

Wizarding World Of Harry Potter
We have meticulously created a world inspired by the Harry Potter series and are excited to start hosting on our brand new listing! This will be one of the more unique stays you've ever had on Airbnb. We promise this will not disappoint for your family getaway or gathering of friends who want to get together in this magical world we brought to life! The entire second and third floors of this 1920s Mansion have been given a new lease on life and are all yours!

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

Peaceful Plum PA Home

Cozy Corner

A Home like yours in Verona, PA.

The Lee Reynolds House

Welcoming home in a small town

Happy Tails Cozy Dog-Friendly Cottage

Steel Beam Stay!

Cheerful 2 bedroom home with hot tub
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Rappahannock River Holiday rentals
- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Fallingwater
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Petersen Events Center
- Stage AE
- Sri Venkateswara Temple




