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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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Home in Monroeville

4.84 out of 5 average rating, 161 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***

Rental unit in Coraopolis

4.97 out of 5 average rating, 191 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.

Home in Squirrel Hill South

4.93 out of 5 average rating, 299 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Rental unit in Pittsburgh

4.95 out of 5 average rating, 268 reviews

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 2nd floor unit in my 100+ year old four-square home. It has a private entrance with a keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Rental unit in Point Breeze

4.96 out of 5 average rating, 458 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Guest suite in Highland Park

4.85 out of 5 average rating, 218 reviews

Entire private floor (giant Jacuzzi with shower!)

Welcome! In addition to having numerous "sparkling clean" reviews, I am committed to helping Airbnb guests stay safe by cleaning and disinfecting frequently touched surfaces. This is a finished basement in my house with its own entry way. Being below ground helps keep things cool in the summer. Off-street parking pad available in back of house (look for small Amish shed). Safe, quiet, and family-oriented neighborhood minutes from the Zoo, Highland Park, and downtown!

Cabin in Pittsburgh

4.93 out of 5 average rating, 144 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/night is $135.00 for 2 adults. Extra 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.

Home in Pittsburgh

4.98 out of 5 average rating, 169 reviews

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Pittsburgh's premier, top of the line Airbnb! No expense was spared outfitting our 4 bedroom, 2.5 bath home! Amenities galore both indoors & out with 3 large outdoor spaces, fire pit, and garage parking. Every high end detail has been meticulously selected and designed. Take advantage of all the city of Pittsburgh has to offer in the lap of luxury with your own centrally located private residence on the North Side, complete with a Peloton for the healthy-minded!

Rental unit in Pittsburgh

4.97 out of 5 average rating, 402 reviews

Modern Love Apartment - Heart of Lawrenceville!

This private apartment (with it's own entrance) is on the lowest level of our house. It is walking distance to the best of lively Lawrenceville. It is centrally located in Pittsburgh and close to downtown, the universities and the stadiums. We are right off of Butler Street which is where the shops and restaurants are located. There is free street parking directly in front of the house. Dozens of restaurants and shops are just a short walk away.

Home in Bloomfield

4.87 out of 5 average rating, 474 reviews

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).

Home in Butler

4.98 out of 5 average rating, 197 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.

Rental unit in Bloomfield

4.75 out of 5 average rating, 290 reviews

Apt 9 Bloomfield / Lawrenceville small private 1br

This small 1 bedroom is a clean, cool place to stay. Located in one of the best spots for work or play. Freshly remodeled & Fully furnished with queen bed, full bathroom, smart HDTV, free wifi, cable. Place is close to the city center, art and culture, nightlife, public transport and parks. You would love the location, the coziness. The apartment has a full kitchen with all needed essentials.

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Popular amenities for Oakmont family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Squirrel Hill North

4.89 out of 5 average rating, 94 reviews

Green Sunny Bunny Eco Luxe Art & Wellness House

Home in Shadyside

5 out of 5 average rating, 17 reviews

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Home in Shadyside

5 out of 5 average rating, 23 reviews

Luxe Shadyside Victorian★Central★ Park free★8 beds

Bungalow in Oakmont

4.96 out of 5 average rating, 57 reviews

Oakmont home with private hot tub

Bungalow in Oakmont

4.99 out of 5 average rating, 71 reviews

Oakmont Home with Hot Tub

Home in Squirrel Hill North

4.92 out of 5 average rating, 161 reviews

Blue Sunny Bunny Eco-Luxe Art & Wellness House

Family- and pet-friendly home rentals

Home in South Side Flats

4.89 out of 5 average rating, 35 reviews

House 3bed Free Parking Walk to Bars & Shops

Rental unit in Pittsburgh

4.87 out of 5 average rating, 293 reviews

Cozy + Modern apartment near the city!

Home in Cranberry Township

4.78 out of 5 average rating, 124 reviews

Wonderful home in quiet neighbourhood

Home in South Side Flats

4.97 out of 5 average rating, 330 reviews

Spacious Modern Home • Rooftop Deck

Home in PITTSBURGH

4.93 out of 5 average rating, 43 reviews

Large Home Close to Everything in Pittsburgh

Tiny home in Mount Pleasant

4.97 out of 5 average rating, 288 reviews

Tiny House - Big Farm Adventure near Pittsburgh

Home in Bloomfield

4.65 out of 5 average rating, 240 reviews

👑King Bed⚡ Quiet ‧ West Penn🏥 Parking 🐶Pets

Home in Belle Vernon

4.97 out of 5 average rating, 107 reviews

Relax & Revisit Yesterday with a Retro Staycation!

Family-friendly home rentals with Wifi

Home in Pittsburgh

5 out of 5 average rating, 12 reviews

Lawrenceville modern 1 story

Guesthouse in Mexican War Streets

4.99 out of 5 average rating, 95 reviews

Urban Eclectic II, Private Room/Entrance/Bath

Home in Bellevue

4.99 out of 5 average rating, 75 reviews

Grand on Grant

Rental unit in Squirrel Hill South

5 out of 5 average rating, 55 reviews

Thoughtful, Furnished, Convenient in Squirrel Hill

Rental unit in Pittsburgh

4.95 out of 5 average rating, 92 reviews

Cozy 1 bedroom in Regent Square

Home in Mount Washington

4.86 out of 5 average rating, 214 reviews

The best place to stay in Pittsburgh by Downtown!

Home in Natrona Heights

4.98 out of 5 average rating, 81 reviews

Historic Farmhouse north of Pittsburgh

Rental unit in Mount Washington

4.87 out of 5 average rating, 444 reviews

View, Off Grandview Drivewy Parking! Mt Washington

Quick stats about vacation rentals that are family-friendly in Oakmont

Total rentals
20 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
430 reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Oakmont Bakery, The Lot at Edgewater, and The Pub at 333

Destinations to explore