We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Monroeville

4.85 out of 5 average rating, 142 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***

Nov 9 – 16

G$71,059 GYD per night

Home in Pittsburgh

4.92 out of 5 average rating, 264 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.

Sep 18 – 25

G$26,995 GYD per night

Apartment in Pittsburgh

4.95 out of 5 average rating, 243 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.

May 24 – 31

G$20,975 GYD per night

Apartment in Pittsburgh

4.95 out of 5 average rating, 393 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!

Sep 30 – Oct 7

G$17,491 GYD per night

Apartment in Pittsburgh

4.97 out of 5 average rating, 311 reviews

Apartment: Home Sweet Home

Enjoy yourself in a bright, one floor living space, with a separate bedroom, (Queen Size bed), bathroom (shower) and living room. Sleeps 4 comfortably. Queen size sofa bed in living room sleeps 2. Private entrance with lock box and private off street parking. 6 miles from Downtown Pittsburgh sports and activities. Close to shopping, pizza and restaurants. Uber available. Enjoy sweet bread or muffins with coffee or tea to begin your stay! We are happy to meet your needs!

Oct 16 – 23

G$28,480 GYD per night

Guest suite in Pittsburgh

4.84 out of 5 average rating, 206 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!

Jul 27 – Aug 3

G$23,194 GYD per night

Apartment in Pittsburgh

4.92 out of 5 average rating, 410 reviews

Historic Charmer | Spacious | Off Street Parking

2200 sf, beautiful two-bedroom apartment located on the second floor of an 1887 Queen Anne Victorian Home. Private staircase, entrance, and deck with amazing views of the Ohio River and Emsworth Lock and Dam. Only 6 miles from Heinz Field and PNC Park and 15 miles from Pittsburgh International Airport. One block from public transportation. The house is on a large lot with flower and vegetable gardens, fruit trees, and an oak tree that is one of the largest in the area.

Sep 12 – 19

G$23,744 GYD per night

Cabin in Pittsburgh

4.92 out of 5 average rating, 127 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.

Mar 16 – 23

G$32,227 GYD per night

Apartment in Pittsburgh

4.97 out of 5 average rating, 378 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.

Dec 25 – Jan 1

G$24,903 GYD per night

Home in Pittsburgh

4.88 out of 5 average rating, 422 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).

Dec 11 – 18

G$19,507 GYD per night

Cottage in Glenshaw

4.93 out of 5 average rating, 389 reviews

Glenshaw Guesthouse

A one bedroom cottage, on the historic grounds of Glenshaw's "Shaw House". The guesthouse was built on the foundation of a 200-year-old farm shed, nestled against a wooded hillside. Convenient free parking with lots of foliage and privacy. The space feels like it is in the country, but is a short 8 miles from downtown Pittsburgh.

Oct 3 – 10

G$29,171 GYD per night

Home in Leechburg

4.88 out of 5 average rating, 131 reviews

Getaway On the River

Clean and comfortable home on the Kiskiminetas River. Walk or drive to restaurants and shops in Leechburg. Float, kayak and fish on the river all within a 40 minute drive to downtown Pittsburgh and 15 minutes from Lingrow Farm.

Oct 13 – 20

G$24,762 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Oakmont family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Pittsburgh

4.91 out of 5 average rating, 143 reviews

My Favorite Sunny Bunny Eco Luxe Stay (Blue)

Jun 30 – Jul 7

G$108,025 GYD per night

Bungalow in Oakmont

4.98 out of 5 average rating, 64 reviews

Oakmont Home with Hot Tub

Oct 23 – 30

G$41,982 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 11 reviews

Luxe Shadyside Spa + Parking + 5 Beds + Zen Garden

Aug 21 – 28

G$75,641 GYD per night

Home in Pittsburgh

4.87 out of 5 average rating, 75 reviews

Sunny Bunny Eco Luxe Art & Wellness House (Green)

Jan 29 – Feb 5

G$121,205 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 18 reviews

Luxe Shadyside Victorian★Central★ Park free★8 beds

Jun 28 – Jul 5

G$136,674 GYD per night

Bungalow in Oakmont

4.96 out of 5 average rating, 53 reviews

Oakmont home with private hot tub

Oct 22 – 29

G$56,267 GYD per night

Family- and pet-friendly home rentals

Apartment in Pittsburgh

4.87 out of 5 average rating, 281 reviews

Cozy + Modern apartment near the city!

May 28 – Jun 4

G$21,654 GYD per night

Tiny home in Mount Pleasant

4.97 out of 5 average rating, 259 reviews

Tiny House - Big Farm Adventure near Pittsburgh

Oct 22 – 29

G$25,897 GYD per night

Home in Butler

4.98 out of 5 average rating, 178 reviews

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

Nov 14 – 21

G$174,487 GYD per night

Home in Pittsburgh

4.97 out of 5 average rating, 313 reviews

Spacious Modern Home • Rooftop Deck

Jul 24 – 31

G$88,681 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 210 reviews

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

May 27 – Jun 3

G$125,268 GYD per night

Home in Sarver

4.93 out of 5 average rating, 60 reviews

Stoney Creek

Aug 22 – 29

G$54,959 GYD per night

Home in Pittsburgh

4.92 out of 5 average rating, 12 reviews

House 3bed Free Parking Walk to Bars & Shops

Jul 8 – 15

G$54,782 GYD per night

Home in PITTSBURGH

4.94 out of 5 average rating, 35 reviews

Large Home Close to Everything in Pittsburgh

Jan 25 – Feb 1

G$47,871 GYD per night

Family-friendly home rentals with Wifi

Home in Pittsburgh

4.92 out of 5 average rating, 229 reviews

Cozy home in "Little Italy"

Jun 10 – 17

G$33,184 GYD per night

Apartment in Pittsburgh

4.86 out of 5 average rating, 267 reviews

Apt 11 Bloomfield/ Lawrenceville private mini 1 br

Jun 17 – 24

G$22,077 GYD per night

Home in Munhall

4.8 out of 5 average rating, 219 reviews

Beautiful 3 Bedroom Home Cozy Front and Back Porch

Dec 30 – Jan 6

G$19,108 GYD per night

Home in Pittsburgh

4.97 out of 5 average rating, 154 reviews

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Jun 16 – 23

G$162,772 GYD per night

Home in Pittsburgh

4.98 out of 5 average rating, 156 reviews

Spacious, attractive apartment in residential home

Aug 26 – Sep 2

G$21,698 GYD per night

Guest suite in Pittsburgh

4.98 out of 5 average rating, 233 reviews

Large victorian 3rd flr apt in walkable eastend

Apr 1 – 8

G$31,163 GYD per night

Apartment in Coraopolis

4.97 out of 5 average rating, 180 reviews

Moon Professional Living Suite B

Jul 17 – 24

G$15,352 GYD per night

Home in Pittsburgh

4.98 out of 5 average rating, 180 reviews

PBR - Pittsburgh Bloomfield Rowhouse

Jan 2 – 9

G$35,574 GYD per night

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

Total rentals
20 properties
Local attractions
Oakmont Bakery, The Lot at Edgewater, and Carnivores
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
280 reviews
Nightly prices starting at
G$14,605 GYD before taxes and fees

Destinations to explore