Holiday rentals in Penn Hills

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Top-rated holiday rentals in Penn Hills

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

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Top guest favourite
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, 33 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 favourite
A light-filled living area features a grey sofa, accented by decorative pillows. A wooden coffee table is positioned in front, displaying a book. The wall showcases a world map, while a blue door and kitchenette are visible in the background.
Guest suite in Stanton Heights
4.96 out of 5 average rating, 145 reviews

Newly renovated 1brm studio. Close to everything!

Welcome to Casa Gringa! We are a stone's throw away from everything exciting Pittsburgh has to offer. We are literally a 10 minute walk to the zoo! Newly remodeled 1 bedroom basement studio. Guests will have their own private entrance with a smart lock, access to the yard, and on-site parking. The neighborhood is very safe, quiet, and family oriented Upon booking, we will send you a welcome message with a link to our digital Casa Gringa Guide. PLEASE READ THE HOUSE RULES IN THE APP B4 BOOKING

Guest favourite
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, 320 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.

Guest favourite
Flat in Pittsburgh
5 out of 5 average rating, 6 reviews

The Bungalow - Cozy, Chic & Commutable

Like an almond milk latte, this flat is warm, creamy and sweet. Moments from highway 376, in Swissvale, this newly renovated 1 bedroom has all you need for an extended stay in Pittsburgh-- including a SEPARATE office. Second floor walk up. Shared coin laundry room. Parking is free on our street. A 5 min drive from Edgewood Town Center home to a grocery/liquor store and gym. *Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.

Top guest favourite
A comfortable living room is shown with a blue sofa and a wooden coffee table. An armchair is positioned nearby, complemented by a colorful throw. Soft lighting from a standing lamp and two floor lamps enhances the space, while a large window allows natural light to fill the room.
Home in Squirrel Hill South
4.98 out of 5 average rating, 57 reviews

Mid-century modern Lustron & Japanese garden

Stay in beautiful Squirrel Hill in a unique mid-century modern Lustron steel house. Enjoy a five minute walk to Frick Park, or a twenty minute walk to all of the cafés, restaurants, yoga studios, shops, and grocery stores on offer in the neighborhood. This home has been lovingly decorated with vintage and contemporary editions of classic designer furniture and international art. Cook your own meals in a recently remodeled kitchen and enjoy your food indoors, in the sunroom or outside.

Guest favourite
Home in Verona
4.94 out of 5 average rating, 35 reviews

The Pitt Stop

Relax and enjoy in this comfortable peaceful place. It is situated in a convenient location close to the City of Pittsburgh, approximately 20 minutes from downtown and the statiums as well as many city attractions such as the Pittsburgh Zoo! If you are in town for other reasons we have great restraunts, bars and brewerys and the famous oakmont bakery all within 5-7 minutes away. We have added 2 complementary guest passes to Anytime Fitness only a 5 minute drive from the Pitt stop.

Top guest favourite
Flat in East Liberty
4.96 out of 5 average rating, 168 reviews

Spacious 2BR Steps to WholeFoods

Brand new construction, high end spacious 2 bedroom with designated off street parking! Double King Suites and Full Size pullout bed offer enough room for the whole family Enjoy the convenience of being across the street from WholeFoods & steps to dozens of restaurants & shops, short Walk to UPMC Shadyside, West Penn, & Children's hospitals, close CMU & Pitt! Enjoy dozens of restaurants shops and coffee shops just a walk away! Fully stocked for both long and short term stays!

Top 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.
Flat in Pittsburgh
4.91 out of 5 average rating, 502 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
Loft in Point Breeze
4.83 out of 5 average rating, 75 reviews

Frick'n cute loft with urban garden

This spacious loft with tons of outdoor space and adorable urban garden is the perfect place to stay in Pittsburgh for those wanting a memorable time. The apartment is located on the 3rd floor. Very central. By car less than 10 minutes to downtown, or to Heinz (Acrisure) stadium. 10 minutes on foot to Frick Park, East End Food co-op, Nancy's Diner, Walgreens, GetGo gas station. Great outdoor space to relax and barbecue Not close to noisy night life, or loud highways.

Top guest favourite
Flat in Pittsburgh
4.99 out of 5 average rating, 139 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.

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.
Flat in Glenshaw
4.93 out of 5 average rating, 309 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

Guest favourite
A spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.
Guest suite in Friendship
4.89 out of 5 average rating, 439 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

Popular amenities for Penn Hills holiday rentals

When is the best time to visit Penn Hills?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Penn Hills Township?

    Penn Hills Township has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in bed and breakfast rentals in Penn Hills Township?

    Experience the best of Penn Hills Township with our bed and breakfast rentals, starting at about $400 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Penn Hills Township?

    Four-legged friends are welcome in Penn Hills Township. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Penn Hills Township?

    Yes! Work meets play with ease at over 100 vacation rentals in Penn Hills Township featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Penn Hills Township have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Hills Township have a kitchen?

    Absolutely! We offer over 100 house rentals with a kitchen in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Hills Township have wifi?

    Absolutely! We offer over 100 house rentals with wifi in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Hills Township have free parking?

    Absolutely! We offer over 80 house rentals with free parking in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Penn Hills

  • Total holiday rentals

    Explore 170 holiday rentals in Penn Hills

  • Nightly prices starting at

    Penn Hills holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    170 of Penn Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penn Hills rentals

  • 4.8 Average rating

    Penn Hills stays are highly rated by guests – averaging 4.8 out of 5!