Holiday houses in Cheswick

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Top-rated holiday rentals in Cheswick

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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.

Top Guest favourite
A bright living room features a spacious light-colored sectional sofa, a round coffee table, and an armchair by the window. Decorative plates are displayed on the wall, and natural light floods the space, highlighting a soft area rug and houseplants.
Home in Saxonburg
5 out of 5 average rating, 103 reviews

Delightfully Cozy & Well Provisioned Home

✨ Enjoy your stay in this clean, newly remodeled home! Take in charming Saxonburg; you'll be only moments away from historic downtown! This home is centrally located with a straight shot to Butler and a short drive to Pittsburgh—close to everything but far enough away to enjoy a relaxing trip. You'll appreciate this little retreat's highlights, including a well-provisioned chef's kitchen, an adorable sunroom and patio area, a cozy living room, restful bedrooms, and all the amenities of home. ✨

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, 174 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
Apartment in Verona
4.94 out of 5 average rating, 47 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 favourite
The Victorian house is illuminated at night, highlighting its charming architectural features. Warm light spills from the windows and soft white lights adorn the porch. A staircase leads from the porch to the upper level, surrounded by greenery and a serene nighttime sky.
Guest suite in Kittanning
4.97 out of 5 average rating, 132 reviews

River House

Welcome to the River House! A unique rental located in a quiet town along the Allegheny River 35 miles north of Pittsburgh. This second story unit has modern amenities nestled in a Victorian House built in 1862. Located directly across from Kittanning Riverfront Park & Amphitheater. Close proximity to Rails to Trails, Buttermilk Falls, boat launch, trout streams, and many other outdoor activities. Come relax on your private balcony, on the deck over-looking the river, or on the dock.

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, 506 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.

Guest favourite
Guest suite in Highland Park
4.85 out of 5 average rating, 236 reviews

Private Luxury Suite • Spa Bathroom • Parking x2

Private suite with its own entrance and laundry — perfect for short stays in Pittsburgh. The highlight is a new spa-inspired bathroom featuring a walk-in shower with oversized rain head, handheld, and dual body jets—finished with elegant brushed gold fixtures for a true luxury feel. Enjoy a quiet and safe neighborhood just 15 minutes from downtown. Includes private parking for 2 vehicles, plus essentials for light meals (mini fridge, microwave, and coffee station).

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, 381 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, 310 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

Top Guest favourite
Apartment in Ben Avon
4.93 out of 5 average rating, 455 reviews

Historic Charmer | Spacious | Off Street Parking

Charming 2-Bedroom Apartment in Historic Victorian Home Bright and inviting second-floor unit in an 1887 Queen Anne Victorian. Features a private entrance, staircase, and deck with stunning views of the Ohio River and Emsworth Lock and Dam. Just 6 miles from Heinz Field, PNC Park, and 15 miles from Pittsburgh International Airport. One block from public transportation. Set on a spacious lot with gardens, fruit trees, and a magnificent oak tree.

Top Guest favourite
A cozy living area is showcased with a patterned area rug. A lamp provides soft lighting beside a comfortable armchair. A dining table with four chairs is visible in the background, featuring a vibrant piece of wall art. A modern refrigerator stands in the corner.
Guesthouse in Oakmont
4.98 out of 5 average rating, 123 reviews

Cozy Carriage House in Oakmont, PA

Freshly updated detached Carriage House with off-street parking. Sleeps 4 adults comfortably. Minutes from Oakmont Country Club. Walkable to Allegheny River Boulevard shops and Oakmont Bakery. Living room and Main Bedroom equipped with Smart TVs. Standard cable + HBO. Private patio area with seating. 20 minutes from Downtown Pittsburgh, Acrisure Stadium, Rivers Casino, and PNC Park. 5 minutes from PA Turnpike. Must be able to climb steps.

Popular amenities for Cheswick holiday rentals