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Vacation rentals in Cheswick

Vacation 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.

  • Glenshaw Guesthouse
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    Glenshaw Guesthouse

    A one bedroom guesthouse, on the historic grounds of Glenshaw's "Shaw House". The guesthouse was built on the foundation of a nearly 200 year old farm shed, and backs up against the property's hillside. Convenient parking on ground level, with lots of foliage and privacy. The house feels like it is in the country, but is a short 9 miles from downtown Pittsburgh, with easy access to both the PA turnpike and route 28.

    What guests are saying:

    “This place is very private and cute, secluded in the back area of the property right up against some woods on a large hill. It has a nice porch where you can sit out and enjoy your morning coffee or just to relax. It's perfect for 1-2 people to have a small private getaway. The fridge is a little small but we didn't have any issues keeping our food and beverages cold. The location is very close to a grocery store and gas station. Also about a 15 minute drive from downtown Pittsburgh and the attractions there. Mary Katherine was very attentive and was quick to respond to any questions we had. The best part of it was the privacy that we were able to have, while still being very close to the city and attractions. The road that it's located on isn't great for walking since there are no sidewalks, but everything about the property itself and host was really good.”

  • Chic Contemporary Regent Square Apartment
    SUPERHOSTEntire apartment · 4 guests · 1 bed · 1 bath
    Chic Contemporary Regent Square Apartment

    Fully renovated first floor apartment in a two unit duplex in Regent Square, Pittsburgh, PA. Lots of windows and sunshine! There is one bedroom with a queen sized bed. There is also a queen sized air mattress. Close to many local restaurants, bars, cafes, and the bus line. Next to the best park in town! Free street parking. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. No cleaning fees.

    What guests are saying:

    “Such a cute apartment and so clean! The kitchen was stocked which was great so I was able to cook some meals. There were so many cute coffee shops within walking distance and Giant Eagle, Trader Joe’s, and Whole Foods within 15 minute drives. I would stay again!”

  • Spacious, warm, private apartment near CMU /Pitt
    SUPERHOSTEntire apartment · 4 guests · 1 bed · 1 bath
    Spacious, warm, private apartment near CMU /Pitt

    Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh.

    What guests are saying:

    “We LOVED our stay at John’s! Sadly we were only there for a short time, but instantly we felt right at home. Perfect space for two people who need a place to relax, sleep, and feel at peace during a crazy time. The home is SPARKLING clean and we felt immediately comfortable even while traveling during challenging (ie COVID) times. Coffee machine and water are ready to go upon arrival! This multi-purpose stay made us feel safe as soon as we walked through the door. Instructions were very well explained. We met John briefly as we worked from the back yard area, and he couldn’t have been friendlier. We loved our stay, and know you will too!”

Holiday rentals for every style

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Popular amenities for Cheswick holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cheswick

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Cuddys Place
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★ Beautifully modern & cozy★ Private Room in Etna
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Contemporary Suite at the Historic Bloser Mansion
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Wooded Escape, Near center of Pitts.  w/parking
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The Historic Castle Estate
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Georgia O’keeffe artist Room w/ river access
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Delightful Artsy & Private Apartment, East End PGH
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Perfect Murrysville Aptmt, near Monroeville & PGH
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Pittsburgh Deutschtown City House
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