Vacation rentals in Downtown Pittsburgh

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

Terry’s Place

~Newly updated duplex ~Fully equipped kitchen with all new appliances ~Spacious 4 bedroom 2 bathrooms ~Located the heart of Pittsburgh in the neighborhood of Mt Washington ~20 minute drive to the Pittsburgh International Airport ~6 minute drive to downtown ~10 minute drive to: PPG Paints Arena Acrisure Stadium PNC park David L. Lawrence Convention Center Duquesne University ~12 minutes drive to the University of Pittsburgh ~2 blocks away from the historic overlook of the city & Duquesne Incline

Rooftop Deck House, Skyline Views, Sleeps 8

Best Skyline Views in the City Nestled between Mt. Washington and South Side Slopes, this modern retreat sleeps 8 across 3 bedrooms with a private rooftop deck overlooking the skyline. Unwind in the open-concept living space or entertain on the back patio — ideal for families, groups, and business travelers who want comfort, design, and a view you won’t stop talking about. 4 Queen Beds, 3 Full Baths Fast WiFi & Dedicated Workspace Rooftop Deck & Back Patio Fully Stocked Coffee Bar Free Parking

Apartment in Mt. Washington|Patio|Office|PackNPlay

Experience Pittsburgh’s magic from our cozy apartment! Just 2 minutes from Grandview's stunning views, our retreat sleeps 5 and offers comfort and adventure. Relax on the patio deck, catch a game on the smart TV,or unwind in the yoga nook. Families love the pack ’n play for little ones. Located in the heart of Pittsburgh, you’re minutes from top dining, entertainment, and sports venues. Book now for a perfect blend of city excitement and cozy comfort—your unforgettable Pittsburgh getaway awaits!

Modern & Stylish 3BD/3.5BA-Garage Parking-Sleeps 6

Modern & spacious 3 bedroom, 3.5 bath home w/ private garage parking! Designed for comfort and style, this home accommodates up to 6 guests. Bright & cozy interiors, modern contemporary finishes, and plenty of room to spread out & relax. Perfect for families, business travelers, or small groups, with everything you'll need for a fun and relaxing stay. Ideally located in downtown Pittsburgh, close to local dining, cafes, and entertainment, making it easy to enjoy everything the city has to offer.

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Walk to Stadiums! Sleeps 6-KING bed*FREE parking!

Imagine experiencing the sun shining through two story stained glass windows in our newly restored 1800’s church turned luxury condo! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, fully stocked kitchen, organic coffee bar plus more located on a tree lined 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+all major stadiums. This stunning condo has it all!

Breathtaking views of PGH! Rooftop Deck + Parking

This immaculate 2 bedroom home with a large rooftop deck has great views overlooking Pittsburgh, Heinz Field, PNC park and the point! Plenty of space for a family, but also ideal for a couples or friends weekend! A short walk to the restaurants and bars of Shiloh Street and the fancy restaurants of Grandview! The overlook is right across the street. Also, walk across the street and ride the incline down to station square, where you will have access to shops, restaurants and many activities.

Luxury Pittsburgh Grandview Ave Apt

Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

HotTub/Firepit/Parking! Less than 1mi PNC Park

This hip, urban, north-side property is all about location and fun. Private Parking and so close to everything! Check out the outdoor Space! Sports, Museums, Casinos. From hipster to upscale, there's plenty to explore. Colleges? Premier medical facilities? Tech jobs? Yeah, we got those, too. Book this hip haven & immerse yourself in city life. Live like a local from a home that's as cool as the city itself. Private Parking!