
Holiday houses 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.

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!

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.

Huge Open Concept 2BR by Walnut
HUGE apartment In the heart of Shadyside w/ room for the whole family! 1 Block to Walnut St & FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 2 floor apt in a prime location, w/ all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, & fitness studios close by. The building was gutted & remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances is brand new!

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.

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet
Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

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.

Highland Park Heritage Studio
Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

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.

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, PPG Paints Arena & Carnegie Museums 8 mi. Kennywood Amusement Park, Monroeville Convention Center & Sri Venkateswara Temple 5 mi. I-76 PA Turnpike 8mi. International A/P 27 mi.

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!

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

Cozy 2 bedrooms unit - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨
Popular amenities for Penn Hills holiday rentals
Stay near Penn Hills's top sights
Other great holiday rentals in Penn Hills

Saylong Hills

Cottage on a hill

Stylish 1BR | Private Entrance Near Pittsburgh

HOT TUB KING bed Luxurious 2 bed in PRIME location

Cozy 3 bedrooms house near downtown

*Posh Pittsburgh* 2-story suite w/ pool & hot tub

Brand New! Cozy Apt in Shadyside w/ Parking

Sergio's Gallery
When is the best time to visit Penn Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 NZD | $162 NZD | $169 NZD | $170 NZD | $196 NZD | $216 NZD | $191 NZD | $175 NZD | $174 NZD | $182 NZD | $189 NZD | $186 NZD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
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 apartment rentals in Penn Hills Township?
Experience the best of Penn Hills Township with our apartment rentals, starting at about $30 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 apartment rentals in Penn Hills Township have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penn Hills Township have a kitchen?
Absolutely! We offer over 40 apartment rentals with a kitchen in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penn Hills Township have wifi?
Absolutely! We offer over 40 apartment rentals with wifi in Penn Hills Township. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penn Hills Township have free parking?
Absolutely! We offer over 30 apartment 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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of Penn Hills holiday rentals include Wi-Fi 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!
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- House rentals Penn Hills
- Rentals with a washing machine and dryer Penn Hills
- Rentals with a fireplace Penn Hills
- Pet-friendly rentals Penn Hills
- Fitness-friendly rentals Penn Hills
- Rentals with a patio Penn Hills
- Family-friendly rentals Penn Hills
- Apartment rentals Penn Hills
- Rentals with a fire pit Penn Hills
- Rentals with outdoor seating Penn Hills
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Point State Park
- Kennywood
- Sri Venkateswara Temple
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Carnegie Museum of Art
- Senator John Heinz History Center
- Randyland





