Family-friendly vacation rentals in Wilkinsburg

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Top-rated family-friendly rentals in Wilkinsburg

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Apartment in Regent Square
4.99 out of 5 average rating, 120 reviews

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Top guest favorite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 295 reviews

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.

Top guest favorite
A living room features a comfortable sofa with blue cushions and a coffee table at its center. A dark wall displays 'Bloomfield' in white lettering. Light streams through window coverings, while a chair adds additional seating, creating a cozy space.
Home in Bloomfield
4.93 out of 5 average rating, 100 reviews

Near Hospitals + Great Food, w/ Off-Street Parking

Simple, comfortable, and steps from some of Pittsburgh’s best food—this 1BR/1BA Bloomfield apartment puts you in the heart of it all. A short walk to Apteka, Tessaro’s, Fet Fisk, West Penn Hospital, and more. Enjoy free off-street parking (hard to find here!), fast Wi-Fi, a well stocked kitchen, and a remote work setup. Whether you're grabbing dinner down the block or catching up on a show with local coffee in hand, this space offers unbeatable value in one of the city’s most walkable spots.

Superhost
A modern living area features a sectional gray sofa positioned beside a light wood coffee table. A flat-screen TV is mounted on the wall, and a decorative plant adds greenery. Large windows with blinds provide natural light, illuminating the light wood flooring.
Apartment in Shadyside
4.9 out of 5 average rating, 140 reviews

Shadyside/Pittsburgh, Modern & Quiet 1BD w/Prkng

Modern, quiet and family oriented 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 Bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Guest favorite
A spacious living area features a plush, dark gray sofa set against a dark accent wall. A modern round mirror hangs above a light-colored coffee table, with a soft area rug beneath. The open kitchen is visible in the background, showcasing stainless steel appliances and bright cabinetry.
Apartment in Friendship
4.96 out of 5 average rating, 188 reviews

Cozy King Bed Suite ~ Free Parking & Ground Floor!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

Guest favorite
A serene bedroom features a cozy bed with a bright yellow and blue blanket, accented by decorative pillows. A pair of bedside tables with lamps flank the bed, while a framed fox artwork hangs above, contributing to the room's inviting ambiance.
Condo in Pittsburgh
4.92 out of 5 average rating, 164 reviews

A Fresh Mid Century 2- bedroom East End Area

A fresh Mid Century Condo that pays tribute to the 1950's in Pittsburgh. A fully remodeled first floor 2-bedroom unit in a 6 unit Condo. Large windows and shaded back porch overlooking courtyard. Close to many local restaurants, bars, cafes, and the bus line. Near Frick Park! Free parking space. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. Minutes away from Parkway (376).

Top guest favorite
Apartment in Forest Hills
4.99 out of 5 average rating, 140 reviews

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.

Guest favorite
A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.
Apartment in Edgewood
4.96 out of 5 average rating, 132 reviews

Cozy 2 bedrooms unit - 10 minutes to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

Guest favorite
A fenced-in yard features a fire pit surrounded by mulch, creating a cozy outdoor space. A covered patio with a dining set is visible, illuminated by string lights overhead, adding to the inviting atmosphere for gatherings.
Townhouse in Upper Lawrenceville
4.87 out of 5 average rating, 104 reviews

Cozy Rowhouse in Vibrant Lawrenceville-Sleeps 5

Welcome to Lawrenceville and its fun, funky vibe. Stay at trendy Lawrenceville Pittsburgh House w/Yard & Patio. Quick walk to Butler St with Cafes, Shops, Bars. Close to Strip District, Museums, Heinz Field and PNC Park. Free street parking. This charming traditional rowhouse sleeps 5 with 1,100 sq ft of living space, with a lovely outdoor area and a cozy interior. Be only minutes away from everything the city has to offer.

Top guest favorite
A spacious living area features a large sectional couch facing a wall-mounted TV. The room is brightened by natural light coming through multiple windows. A modern kitchen is visible, equipped with stainless steel appliances. Decorative artwork adds character to the room.
Guesthouse in Mt. Lebanon
4.97 out of 5 average rating, 260 reviews

Cozy Mt Leb Carriage Hse | Kitchen | T to Stadium

Cozy 1 bedroom carriage house apt in Mt. Lebanon, fully-equipped kitchen, living room/dining room, separate bedroom and bathroom. Bedroom has a king size bed and couch is a large CB2 sectional. Keurig Coffee Maker with k cups. 1 car off street parking. Smart TV with Netflix and Amazon, also basic cable channels. Our guests love it! Please note there are 13 steps to the apartment - 8 concrete steps and 5 Wooden steps.

Guest favorite
The bedroom features a spacious bed with patterned bedding, complemented by a decorative pillow. A bedside table with a lamp and a small desk with a coffee station are present. Natural light filters in through the window, highlighting the warm wood flooring.
Guest suite in Squirrel Hill South
4.79 out of 5 average rating, 154 reviews

Lovely, cozy Murray guest suite in Squirrel Hill

This lovely and cozy one-bedroom guest suite is located in a safe and convenient neighborhood in the heart of squirrel hill. The suite is fully renovated with welcome color and modern furniture. The suite has a private entrance. There are shared laundry facilities for our guests. Our high quality bedding ensures you have a nice rest after a busy day. It is only minutes from nearby restaurants. Very close to Pitt and CMU.

Guest favorite
The living room features a plush, deep green sofa facing a decorative coffee table. An ornate lamp and a large piece of artwork are positioned nearby. A soft, patterned area rug lays beneath the furniture, while a stylish sideboard adds charm to the space.
Apartment in Bloomfield
4.93 out of 5 average rating, 335 reviews

Cozy Entire Apt 4-Friendship Park *free parking*

Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. The apartment was recently updated and feels fresh, spacious and blue flair. This 3rd floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower.

Popular amenities for Wilkinsburg family-friendly rentals

When is the best time to visit Wilkinsburg?

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Avg. priceG$26,142 GYDG$26,560 GYDG$23,005 GYDG$26,142 GYDG$34,926 GYDG$30,952 GYDG$30,115 GYDG$26,142 GYDG$26,142 GYDG$33,252 GYDG$35,344 GYDG$29,697 GYD
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Quick stats about vacation rentals that are family-friendly in Wilkinsburg

  • Total vacation rentals

    Explore 30 vacation rentals in Wilkinsburg

  • Nightly prices starting at

    Wilkinsburg vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,040 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Wilkinsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wilkinsburg rentals

  • 4.7 Average rating

    Wilkinsburg stays receive an average rating of 4.7 out of 5 from guests