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Vacation rentals in Cheswick

Vacation rentals in Cheswick

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cheswick

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • 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!”

  • 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!”

  • Wooded Escape, Near center of Pitts.  w/parking
    SUPERHOSTPrivate room · 4 guests · 2 beds · 1 shared bath
    Wooded Escape, Near center of Pitts. w/parking

    Taking a trip to Pittsburgh but don't want to pay high hotel or parking rates when it's time to sleep? Free parking and a comfy room(s)! Note, you'll only have the additional bed/bedroom when booking 3+ guests. When you have a 4th guest you'll receive $20/night off (manual discount after booking due to Airbnb limitations). My home which is about 10-25 mins from Regent Square, Downtown, Oakland, the Waterfront, Southside, Shadyside, etc! Town Plaza 5 mins away for misc. needs, quick food, etc.

    What guests are saying:

    “Raymond was a very responsive and professional person. All interactions were timely and complete. The house is at the end of a dead end street and very quiet and cozy. The room was very clean and comfortable. It’s close to the city, but it feels far away because of the woods behind it. Pittsburgh is a fun and beautiful city. I highly recommend Raymond’s place”

Vacation rentals for every style

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Popular amenities for Cheswick vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cheswick

A private & spacious room in Northeast Pittsburgh
SUPERHOSTPrivate room
A private & spacious room in Northeast Pittsburgh
Price:$53 CAD/night
Glenshaw Guesthouse
SUPERHOSTEntire guesthouse
Glenshaw Guesthouse
Price:$91 CAD/night
Cozy private room in log cabin home
SUPERHOSTPrivate room
Cozy private room in log cabin home
Price:$54 CAD/night
Cuddys Place
Entire apartment
Cuddys Place
Price:$61 CAD/night
Cozy Room in Welcoming Home
SUPERHOSTPrivate room
Cozy Room in Welcoming Home
Price:$48 CAD/night
Delightful Artsy & Private Apartment, East End PGH
SUPERHOSTEntire apartment
Delightful Artsy & Private Apartment, East End PGH
Price:$80 CAD/night
The Weekender of Pittsburgh
SUPERHOSTPrivate room
The Weekender of Pittsburgh
Price:$79 CAD/night
Long Term Rental Available
Private room
Long Term Rental Available
Price:$38 CAD/night
Pittsburgh Deutschtown City House
SUPERHOSTPrivate room
Pittsburgh Deutschtown City House
Price:$48 CAD/night
Perfect Murrysville Aptmt, near Monroeville & PGH
SUPERHOSTEntire guest suite
Perfect Murrysville Aptmt, near Monroeville & PGH
Price:$75 CAD/night
Georgia O’keeffe artist Room w/ river access
SUPERHOSTPrivate room
Georgia O’keeffe artist Room w/ river access
Price:$46 CAD/night
2 blocks from CENTER OF UNIVERSE, luxury BR & bath
SUPERHOSTPrivate room
2 blocks from CENTER OF UNIVERSE, luxury BR & bath
Price:$67 CAD/night
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