
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.

*z 2231 1BR Southside *Sloped* Home Close to Pgh
Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

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.

Tiny House - Big Farm Adventure near Pittsburgh
Enjoy an Adventure in "Glamping" at Highland House on Pittsburgher Highland Farm. This custom built Tiny House is situated on over 100 acres of rolling farmland, hills and forests, with Scottish Highland cattle, chickens, sheep & lambs, pigs, fish in the pond, and 2 beehives. You have use of the entire farm during your stay. Located about 45 minutes south-east of Pittsburgh in Pennsylvania's beautiful Laurel Highlands, there is lots to see and do both on site and nearby. Photos current 2024.

Groovy Retro Get-Away
With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

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.

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.

Brand New! In the heart of Pgh!
Near all things downtown and north shore! Have a peaceful stay in the city, close to PNC Park, Acrisure Stadium, Stage AE, the David Lawrence Convention Center, as well as the Science Center, Aviary, Andy Warhol Museum, and so much more! Lots of restaurants, breweries, and bars to explore. This one bedroom is walkable to many local spots and a quick ride to even more Pittsburgh attractions. We have everything to make your stay comfortable and relaxing!

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

PRIVATE MINI STUDIO (D2)
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).

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.

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown
Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!
Popular amenities for Oakmont family-friendly rentals
Family-friendly home rentals with a hot tub

420 friendly Luxury loft apt w jet tub & balcony

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

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!

Entire private floor (giant Jacuzzi with shower!)

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
Family- and pet-friendly home rentals

Large house to relax with friends and family

Seneca Place: A historic home in Mount Lebanon.

Spacious, warm, private apartment near CMU /Pitt

Cozy 2 bedrooms unit - 10 minutes to Downtown

Pittsburgh Hideaway - Pets - Private

Urban converted gas station in heart of South Side

Mount Memento: City Escape w. Grand View/Game Room

Cozy! Micro Loft apartment! in N Oakland, sleeps 1
Family-friendly home rentals with a pool

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

Cima Palazzo - Mansion on the Hill

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Spacious House w/ Pool @Wexford

Monroeville Bella

20 mins to Downtown- pool table & fenced yard
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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 700 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!
Destinations to explore
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- Rentals with a patio Oakmont
- Fitness-friendly rentals Oakmont
- House rentals Oakmont
- Rentals with a washing machine and dryer Oakmont
- Pet-friendly rentals Oakmont
- Rentals with a firepit Oakmont
- Rentals with a fireplace Oakmont
- Rentals with outdoor seating Oakmont
- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- PNC Park
- Strip District
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Yellow Creek State Park
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Randyland




