
Family-friendly holiday rentals in Oakmont
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oakmont
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

King Bed On Butler Street, Middle of Everything!
If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

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.

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!

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 & 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.

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)
This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

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

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 Oakmont family-friendly rentals
Family-friendly home rentals with a hot tub

"The Spa Room" Renovated Flashlight Factory

420 friendly Luxury loft apt w jet tub & balcony

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

Mountain Retreat in the Heart of the City

HotTub/Firepit/Parking! Less than 1mi PNC Park

hot tub fire pit Art & Wellness Retreat

Boxwood House | Sewickley Retreat + Hot Tub

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
Family- and pet-friendly home rentals

Entire home near Kennywood without extra fees.

Large house to relax with friends and family

Uptown Apartment - right up from Pittsburgh!

504 Bascom Ave Serene Luxury

Spacious, warm, private apartment near CMU /Pitt

Hilltop Suite, Quiet Street

Cozy 2 bedrooms unit - 10 minutes to Downtown

Amazing views! Free Parking!
Family-friendly home rentals with a pool

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Cima Palazzo - Mansion on the Hill

Convenient townhome

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Monroeville Bella

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!
Quick stats about holiday rentals that are family-friendly in Oakmont

Total holiday rentals
Explore 50 holiday rentals in Oakmont

Nightly prices starting at
Oakmont holiday rentals start at $114 SGD per night before taxes and fees

Verified guest reviews
Over 780 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Oakmont holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakmont rentals

4.9 Average rating
Oakmont stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Ohiopyle State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- University Of Pittsburgh
- Senator John Heinz History Center
- Randyland
- David Lawrence Convention Center
- Cathedral of Learning
- Carnegie Science Center
- Stage AE




