Vacation rentals in Cheswick

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Top-rated vacation rentals in Cheswick

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

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Guest favourite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in North Side
4.94 out of 5 average rating, 239 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Top guest favourite
A scenic view of the marina shows several boats docked at floating piers, with lush green hills framing the background. The tranquil waters reflect the soft clouds above, creating a peaceful river setting ideal for relaxation and recreation.
Apartment in Verona
4.95 out of 5 average rating, 131 reviews

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.

Superhost
A two-story white house features distinct green shutters and a welcoming front porch. The entrance is framed by steps leading to the doorway, surrounded by well-manicured landscaping. A detached garage is visible in the background, with a clear blue sky providing a bright backdrop.
Home in Harwick
4.73 out of 5 average rating, 15 reviews

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!

Top guest favourite
The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.
Houseboat in Blawnox
4.99 out of 5 average rating, 69 reviews

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!

Guest favourite
The cabin exterior is seen surrounded by lush greenery. A small outdoor dining area features a table and four chairs under a yellow umbrella. A portion of the cabin façade is visible with wooden logs, while a stone fire pit can be seen in the foreground.
Cabin in Pittsburgh
4.9 out of 5 average rating, 175 reviews

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.

Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 299 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Superhost
The exterior of a spacious log home is framed by lush greenery, showcasing dark siding and a welcoming front porch. A gravel driveway leads to a two-car garage, with a well-maintained lawn extending beyond the structure.
Home in Murrysville
4.84 out of 5 average rating, 158 reviews

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 đŸ”„ 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! 🚘

Guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Apartment in Blawnox
4.91 out of 5 average rating, 507 reviews

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.

Top guest favourite
An inviting living space features a brown leather sofa and a window adorned with dark curtains. Natural wood paneling enhances the cozy atmosphere, while a small Christmas tree adds a festive touch. The open layout connects to a dining area with wooden chairs and table.
Cabin in South Park Township
4.99 out of 5 average rating, 102 reviews

The Lily Pad Cabin

Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Superhost
A cozy living area features two comfortable sofas, one adorned with blue cushions and a throw blanket. A dark coffee table is centered on a textured rug, surrounded by natural light from large windows dressed with gray curtains. A flat-screen TV is mounted on the wall.
Apartment in Springdale
4.86 out of 5 average rating, 105 reviews

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

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.92 out of 5 average rating, 388 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Guest favourite
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Apartment in Glenshaw
4.93 out of 5 average rating, 312 reviews

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 vacation rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Cheswick