Family-friendly holiday rentals in Downtown Pittsburgh

Luxury Mountainside with Spectacular Views

Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

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.

Walk to Stadiums! Free Off-Street Parking!

Watch the sun shine through two story stained glass windows in our recently restored 1800’s church turned luxury apartment! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, a fully stocked kitchen and organic coffee bar plus more located on a quiet, residential street in one of Pittsburgh’s most up and coming neighborhoods. Walk a few blocks to Allegheny General hospital as well as neighborhood bars plus all major stadiums. This spacious condo has it all!

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Spectacular Skyline Views - Luxury 2 Bedroom

Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

Pet Friendly + Great Location + Steps to AGH

Welcoming style meets modern conveniences in this great apartment on the North Side. You're close to stadiums and the bars, restaurants, and breweries of the North Shore, with way more amenities than a hotel. Create a meal in the well appointed kitchen, relax and watch a movie on the smart HDTVs, make a drink with the cocktail setup, or get your road warrior on at the desk, complete with ergo office chair and 400mpbs internet. Free street parking is included with your stay as well!

Stylish 1BR Near the NFL Draft

Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural District—all within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

Cozy King suite! $0 cleaning fee

Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

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).

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

Free Parking | 2 Full Bathrooms | Very Walkable!

Welcome to our North Side property, located just off of East Ohio St! Two huge bathrooms, spacious bedrooms, high speed WiFi, desk space, and more. Whip up a meal in the fully equipped kitchen, lounge on the couch and watch Netflix, or browse the web (400mbps). 1 block away from Allegheny City Brewery, two blocks from two of the best restaurants in Pittsburgh, and minutes from the stadiums of the North Shore - you can't beat this location!

NFL Draft Perfect Locale | 10 min Walk to Acrisure

This Three Rivers Suites home in Pittsburgh's Allegheny West neighborhood sits above Refucilo Winery on Western Ave—a quick 10-minute walk to Acrisure Stadium. Free private lot parking included for 1 car (or 2 small cars in tandem). Sleeps 6 with a king bedroom, queen bedroom, and a second living area that converts to a private queen bedroom. Walk to PNC Park (~20 min), Stage AE (~17 min), and downtown (~30 min). Host available 24/7.