Family-friendly vacation 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.

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Superhost

Home in Monroeville

4.85 out of 5 average rating, 165 reviews

Mayberry Escape

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

Top guest favorite

Apartment in Coraopolis

4.97 out of 5 average rating, 196 reviews

Moon Professional Living Suite B

Recently updated 1 bedroom 2nd floor efficiency apt. w/ everything you will need for a comfortable stay. We do have 2 Airbnb Apartments available. We follow all Airbnb standards to provide a safe, quiet, sparkling clean, comfortable experience for all & ask you do the same. Minutes from the airport & short drive to downtown Pittsburgh. Shopping & dining nearby. Perfect for out of town guests & business travelers. Live far from the airport & have an early flight? Come stay at Cozy in Coraopolis.

Top guest favorite

Cabin in Pittsburgh

4.93 out of 5 average rating, 153 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 favorite

Home in Bloomfield

4.98 out of 5 average rating, 196 reviews

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Guest favorite

Home in Mexican War Streets

4.85 out of 5 average rating, 168 reviews

Walk to downtown, stadiums

Cozy and comfortable row house in the beautiful, historic Mexican War Streets. All the amenities of home—including linens, toiletries, kitchen supplies, tankless hot water heater (unlimited hot water)—and within walking distance to downtown, both stadiums, the Riverwalk, Children's museum, National Aviary, Mattress Factory museum, Andy Warhol Museum, and Rivers Casino. Backyard perfect for entertaining with grill and fire pit. Across the street from Randyland Pittsburgh, a must see for all!

Top guest favorite

Home in South Side Flats

5 out of 5 average rating, 221 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Top guest favorite

Home in Butler

4.99 out of 5 average rating, 205 reviews

Meadow Rock Farm-6BR/4Bath, Sleeps 20

Meadow Rock Farm, sleeping 20, with a spacious, 3,500+ square foot open floor plan. Located on over 30 acres, it is a great place for family and friends to gather! We specialize in wedding accommodations, family reunions, and retreats. * 4 mi-Succup Conservancy * 8 mi-Armstrong Farms * 9 mi-Avenue in Sarver * 15 mi-Pinehall at Eisler Farm * 25 mi-Pittsburgh, a 45-minute drive This is for the house rental only, event information is below.

Top guest favorite

Guest suite in Bloomfield

4.98 out of 5 average rating, 251 reviews

Large victorian 3rd flr apt in walkable eastend

An entire third floor apartment of a historic Colonial Revival house in the Friendship neighborhood. Two bedrooms, each with a firm queen memory foam bed, one bathroom with claw foot tub/shower, huge living room with seating area and desk, and a fully equipped kitchen with washer and dryer. Walk up to third floor. A queen air mattress bed or pack n' play can be added to any one of the bedrooms or the living room, just let us know.

Superhost

Home in Squirrel Hill South

4.81 out of 5 average rating, 238 reviews

Sq. Hill 🏡 Frick Park 🚵‍♀️ Parking 👑 King Bed

Newly remodeled house in the Squirrel Hill neighborhood of Pittsburgh! Includes everything you need for a comfortable stay with friends & family. 🔑 4 BR/2.5 BA - Comfortably Sleeps 8 🔑 Self Check-in 🔑 Private Parking for 2 + Free Street Parking 🔑 Fully Equipped Kitchen w Brand New Appliances 🔑 Quiet Residential Street in the Quaint Neighborhood of Squirrel Hill 🍁 FRICK Park within Steps of your front door

Superhost

Apartment in Bloomfield

4.78 out of 5 average rating, 580 reviews

Apt 1 Lawrenceville private 1br

Our place is close to nightlife, public transport, the city center, and parks. Kick back and relax in this fully furnished apartment, smart HDTV, fully-equipped kitchent, free wifi, cable, bike rental right across the street. You would love the location, the coziness. place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

Home in Leechburg

4.9 out of 5 average rating, 155 reviews

Getaway On the River and Bike Adventure

Clean and comfortable home on the Kiskiminetas River. Walk, bike or drive to restaurants and shops in Leechburg. Bike on the Leechburg Tow Path Trail which connects to downtown Leechburg and hundreds of miles of rails to trails in Armstrong County. Float, kayak and fish on the river all within a 40 minute drive to downtown Pittsburgh.

Guest favorite

Home in Greensburg

4.93 out of 5 average rating, 207 reviews

Darling Cozy Upscale Cottage, Greensburg 15601

Nestled on a quiet street offers solitude & serenity. Completely updated in 2014. Comfort & Creativity are the backdrop of our Cozy Cottage. Just moments to Seton Hill, Pitt of Gbg, & airport. Ideal for a LECOM student. This home is only for guest. Also now required by State of PA 6% sales tax that will paid at time of check in.

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What guests are saying

Lawrenceville modern 1 story

5 out of 5 average rating, 18 reviews3 months ago

Christopher’s home in Lawrenceville was thoughtfully designed/furnished, and in such an ideal location. It’s only 20-ish minutes to the airport, super close to the Strip District, and right near the main drag of attractions on Butler Street in Lawrenceville. I was a little concerned about street parking, but it honestly never took more than 5-10 minutes at most to find a nearby spot, usually found one right away. Christopher was also very responsive, and was even kind enough to allow me a bit of a later checkout, which was much appreciated. This was a fantastic and comfortable visit - would be thrilled to book again next time I’m in Pittsburgh. Thank you, again, Christopher!

Home in Pittsburgh

What guests are saying

Bright & sunny apt in Shadyside with free parking

4.98 out of 5 average rating, 41 reviews5 months ago

My daughter had to be in the Pittsburgh area for two weeks due to a school requirement. Michael met her there at check in, and made sure she had everything she needed. And, he graciously gave her a late check out since her flight didn’t leave until later in the evening. Everything went smoothly, and this mom was happy she was safe, and grateful for Michael and Michelle’s help.

Condo in Shadyside

What guests are saying

Sunny Spacious Shadyside 1 bedroom

4.78 out of 5 average rating, 649 reviews4 weeks ago

The place was a great value. it was neat and very clean. Check-in was easy though we didn't realize at first that we needed to go around to the front of the building at first (no big deal, we figured it out quickly). The furniture seemed new and was comfortable. We didn't use the kitchen but it seemed fine. it was AMAZING to be in such a central location and to have off street parking on top of that. There was more light and noise from the street than I expected. I wasn't bothered but a light sleeper could be. I recommend the place, I would definitely stay there again.

Apartment in Shadyside

What guests are saying

Historic Farmhouse north of Pittsburgh

4.98 out of 5 average rating, 83 reviews4 months ago

We've stayed at the farmhouse several times and each visit is better than the last. The home is always cozy and welcoming, and Christy is very responsive and accommodating. Recent upgrades to the property such as a turnaround in the driveway and a firepit make the experience even better. Can't wait to stay again!

Home in Natrona Heights

What guests are saying

Delightful Artsy & Private Apartment, East End PGH

4.93 out of 5 average rating, 360 reviews2 weeks ago

Very cozy, bedroom, kitchen and dining area. I was very impressed with their responsiveness to any of our questions. Public transportation was minimal, but downtown was only about 10 minutes drive. We drove and took Ubers which were easy. Took our own iPad to watch movies at night. Thank you for your hospitality!!

Apartment in Bloomfield

What guests are saying

Luxury Pittsburgh Grandview Ave Apt

4.93 out of 5 average rating, 491 reviews1 week ago

This place was awesome and beautiful. It is so cute and the location is incredible. My husband and I sat on our patio every morning and night to enjoy the view of the city and did not want to leave! The double security also made us feel so safe. I cannot recommend this place enough if you need a little getaway. Milo went above and beyond with helping me prior to us staying there and staying connected during our stay in case we had question. Thanks Milo!!!

Condo in Mount Washington

What guests are saying

Renovated top floor unit! Close to downtown!

4.84 out of 5 average rating, 546 reviews4 weeks ago

Kathleen’s place was great! It was easily accessible and has a lot of great nearby spots. She really went above and beyond to ensure I had a great stay; she dropped off a blender I needed for my smoothies! The area is also very quiet and safe. The apartment itself was very large and comfortable. Overall, it was a great experience and I’d definitely stay here again if i’m in pittsburgh!

Apartment in Pittsburgh

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