Family-friendly vacation rentals in Pittsburgh

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.

Private unit close to Stage AE, Roxian, stadiums.

Our comfortable unit is walking distance to North Shore destinations--Acrisure, PNC, Stage AE, Science Center, Aviary. The Roxian a short drive. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

Walkable Lawrenceville, Designer “Tiny Living”

The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts for experiencing "tiny living". Our shipping container addition led us to have 2 front 🚪. We welcome guests to our on-street private guest suite. Urban family homestead with 1 🐈‍⬛, 2 🐕, and 3 🐓 that resided with us for 5 years (recently rehomed to farm).

Artsy Apt in Lawrenceville with deck & parking

One bedroom, one bathroom 2nd floor apartment located in Lower Lawrenceville with easy access to downtown, the Strip District, Shadyside, and our own very walkable neighborhood. You'll be able to park right behind the property and walk to a ton of coffee shops, yoga, art galleries, shops, and restaurants. There is a washer/dryer in the bathroom. The kitchen has a dishwasher. The second bed is a pullout couch in the living room. Every window has a shade you can pull down to keep out the light.

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

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

Modern 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.

Deutschtown Carriage House

Newly renovated carriage house in the heart of the historic Deutschtown district. This special place is close to everything: PNC Park, Acrisure Stadium, Allegheny General Hospital (AGH), National Aviary, Children’s Museum, the Warhol, Mattress Factory, Allegheny Commons Park, Stage AE, Downtown, and many restaurants. Whether you're a sports fan, a traveling nurse, a concert-goer, or just coming to Pittsburgh for a little of everything, this is the place for you.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

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).

Off Street Parking, King Bed, on Butler Street!

Free off-street parking right on Butler Street? Check! Welcome to your home away from home, located on arguably the hippest street in Pittsburgh. 20+ bars & restaurants, 3 breweries, and more within three blocks - an active traveler's dream! If you would rather stay in, we have a great work from home space with two desks in separate rooms (perfect for traveling couples), a well stocked kitchen, two smart 4K TVs, comfy couch, and more!