Vacation rentals in Cheswick

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Top-rated vacation rentals in Cheswick

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Top guest favorite
A modern kitchen showcases light wood cabinetry paired with dark lower cabinets. Stainless steel appliances, including a refrigerator and microwave, are prominently featured. A gas cooktop is positioned on a spacious island, which offers ample counter space and is well-lit by an overhead light fixture.
Home in Verona
4.97 out of 5 average rating, 29 reviews

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!

Top guest favorite
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
4.98 out of 5 average rating, 58 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!

Superhost
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, 169 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.

Superhost
The exterior of the historic log house is visible, showcasing its rustic charm with exposed logs. Vibrant foliage in shades of red and orange surrounds a furnished porch, while fallen leaves blanket the ground. The entrance is accessible via a small set of stairs.
Home in Verona
4.86 out of 5 average rating, 317 reviews

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

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
4.87 out of 5 average rating, 147 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 🔥 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 favorite
A modern kitchen features wooden cabinetry and sleek black countertops. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A mosaic tile backsplash adds a touch of design, and natural light fills the space, highlighting the warm tones of the cabinetry and flooring.
Home in New Kensington
4.94 out of 5 average rating, 16 reviews

Pet friendly/safe by Oakmont, Veltres + Pittsburgh

Relax with the whole family at this cozy pet-friendly home away from home that hosts 6 guests + pets. You will be renting a single-family raised ranch home, featuring 3 bdrms, 1 full bath, living rm, dining rm, fully stocked kitchen, sunroom & outdoor deck & yard. Just 4.3 mi to Oakmont center, 1 mi to Veltre's Wedding Centre, 3 miles to Oakmont Country Club, and 12 mi to Pittsburgh. Also close to breweries, wineries, shops @ Fox Chapel, Harmar, St. Margaret's and AHN Harmar hospitals.

Top guest favorite
Apartment in Verona
4.95 out of 5 average rating, 38 reviews

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.

Top guest favorite
The image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.
Apartment in Pittsburgh
4.98 out of 5 average rating, 167 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Guest favorite
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 Pittsburgh
4.91 out of 5 average rating, 491 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.

Superhost
A modern living area features a plush white sofa accompanied by a dark blue armchair. A round coffee table with light decor sits in front, while a full-length mirror reflects the space. Soft light is provided by a chic lamp beside the sofa.
Home in Verona
4.71 out of 5 average rating, 85 reviews

Elegant Escape Near Pittsburgh Pa - 13mi

Forget your worries in this modern, spacious and serene space. Guests have access to the entire home located in the quaint town of Verona, Pa. Relax and enjoy the FULLY remodeled home otherwise you will be in close proximity to several restaurants, bars & shops making it easy for a night out. A brisk 20 minute drive will land you Downtown Pittsburgh! Whether you are traveling for business or leisure this Elegant Escape will easily be your home away from home.

Top guest favorite
Apartment in Pittsburgh
4.99 out of 5 average rating, 128 reviews

Pittsburgh Area 2 Bedroom Apt.

Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

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
4.85 out of 5 average rating, 101 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

Popular amenities for Cheswick vacation rentals