Holiday rentals with outdoor seating near Strip District

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.

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

✨ Walk in and say “woah!” ✨ A restored 1900s farmhouse-style row home with original wood floors, high ceilings, & design that pops. Enjoy two outdoor spaces, including a private deck with outdoor dining + grill, then unwind in the open living room/kitchen with a well-stocked setup, quality beds, and thoughtful amenities. Fast Wi-Fi and workspaces make longer stays easy. Three bedrooms on the 2nd floor, plus a 3rd-floor projector-style theater room. Kid-friendly and great for families or friends.

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).

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.

Off-Street Parking, Steps to Butler St., Patio!

In the heart of lower Lawrenceville, our place exudes historic Pittsburgh charm while providing an incredibly cozy experience. Our spacious kitchen invites you to cook a great dinner. Our comfortable living room surrounded by historic brickwork + open staircase encourages you to relax and watch Netflix. The patio welcomes you with fresh air. With two full bathrooms, two couples or a family can get ready for the day (or night!) Within walking distance, bars, breweries, and restaurants abound!

THE STRIP DISTRICT ** NEWLY RENOVATED ROW-HOUSE**

Built in 1890 in the Historic Strip District this newly gut renovated townhouse is located in the best and most central area in Pittsburgh. Gorgeous modern appliances and furniture welcome guest in this 2 bedroom 1.5 bathroom, with a fully finished basement as well as a private and gated backyard. The renovations were done with exquisite attention to detail and furnished with a MODERN flair. We are located minutes from Downtown and Lawrenceville. Welcome to your home away from home.

Luxurious 2Bed by Whole Foods

Brand new construction, high end spacious 2 bedroom with designated off street parking! Double King Suites and Full Size pullout bed offer enough room for the whole family Enjoy the convenience of being across the street from WholeFoods & steps to dozens of restaurants & shops, short Walk to UPMC Shadyside, West Penn, & Children's hospitals, close CMU & Pitt! Enjoy dozens of restaurants shops and coffee shops just a walk away! Fully stocked for both long and short term stays!

The View*Sleeps 6* City Home

Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg

Stylish and family oriented modern 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.

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).

Retro Rowhouse, Corner Little House, Lawrenceville

Looking for a fun getaway weekend in Pittsburgh ? This unique triangular row house in Lawrenceville with mid century decor and cozy urban patio is an easy walk to to great restaurants and shops on Butler St. and Penn Ave. and to Children's Hospital . Also close to the Strip District and downtown Pittsburgh. The row house is a warm, intimate space for singles or couples . Also 10 minute drive to Point Park and 2026 NFL Draft April 23-26!

Cool, Vintage Design | Walk to AGH | Park Free

You’ll walk in and say wow! This bright 3-story row home combines soaring ceilings, an open floor plan, and a stunning spiral staircase for that Insta-worthy moment. Unwind in two comfy bedrooms, refresh in a large, uniquely styled bathroom, and enjoy a nicely stocked kitchen. Tucked on a quiet street near Allegheny General, it’s an easy walk to the North Shore’s bars, restaurants, and stadiums—perfect for work or play in Pittsburgh!