Mansion holiday rentals in 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

Luxury Home With Incredible View

Enjoy the best view in Pittsburgh while staying at this rare house on Grandview Ave! Look over the city from the front deck and sunroom or smoke a brisket and enjoy the shade on the back porch. 1-minute walk to the incline provides easy downtown access. Two king bedrooms on the first floor with a bunk room attached to the master suite that sleeps 5. Spacious living areas plus an additional queen bedroom on the second floor. The 3-car garage and oversized driveway give ample room for parking.

Stunning 4-story Home | Sauna | Parking | Walkable

Welcome to our stunning & secluded 4-story home! This home is huge w/ 4 BRs and 2.5 baths, perfectly located in the heart of Shadyside. Short walk of plenty of restaurants, coffee shops, bars, shops, and steps away from Giant Eagle Market District! ⭐4 beds with memory foam mattresses (2 King / 2 Queen) ⭐Sauna ⭐2 private decks ⭐Futon + air mattress + 1 rollaway bed + 1 crib ⭐Washer/ dryer ⭐Off-street parking(3 cars) My team and I are here for you 24/7 before, during and after your stay with us!

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

4BR Group Stay • Yard • Near Stadiums + Downtown

Welcome to your home away from home in the heart of the North Side/Historic Deutschtown the ideal Pittsburgh location! Convenient to downtown, the Strip District, the North Shore (both stadiums) and so much more! Our recently renovated house features a private 2 car garage and a spacious, private back yard. Cook from home in our fully stocked kitchen, work from home, relax near the fireplace, enjoy the skyline views from the balcony or watch the game from the beautifully finished basement area.

Modern & Spacious 4BD House in Pittsburgh w/Prkg

Family Oriented and Spacious house with a convenient location and minutes to Pittsburgh. Enjoy the beautiful mornings with incredible sunrises and tranquille dawns with the proximity to shopping, bars & restaurants. This house features 4 bedrooms, 3 baths, Large Dining and living areas, cozy Backyard. Stylishly setup, the house features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families only and this is NOT a party place.

City Skyline | Outside decks | Contemporary

Introducing your urban sanctuary where you can savor the mesmerizing Pittsburgh skyline! Our property has a contemporary interior, housing 4 bedrooms and 3.5 bathrooms. The open concept design connects the living room, kitchen, and dining area, creating an ideal setting for unwinding. Step outdoors to discover three levels of decks, complete with a dining area, inviting hammocks, a cozy fire table, and comfortable lounge seating, all against the backdrop of a breathtaking city skyline.

Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12

Spacious 4BR pet-friendly home in Upper Lawrenceville, Pittsburgh. Minutes from Pittsburgh Zoo, Strip District, Children's Hospital, and Butler Street dining. Easy access to PNC Park, Acrisure Stadium, PPG Paints Arena, and Pitt/CMU. Open layout with chef's kitchen, luxurious master suite, and modern finishes. Ideal for families, medical stays at UPMC, game-day trips, graduations, and group travel. Free parking and walkable to Lawrenceville's best restaurants and shops.

King Bed | Free Parking | BBQ | Fire pit | Arcade

✓ King Suite w/ Private Bath on ground floor ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines Rank One Stays presents Carson Street Manor, an elegantly designed home located in the heart of South Side on Carson Street. You’ll be within walking distance to some of the best restaurants, nightlife, & entertainment that Pittsburgh has to offer.

Stylish Historic Rowhouse for 10 + Parking

Discover Pittsburgh from our beautifully renovated 1900s North Side rowhouse! Blending vintage charm with eclectic style, this spacious home is perfect for groups and families, comfortably sleeping 10. Features an open-plan living area, a fully equipped kitchen, and a relaxing backyard with a hammock. You're just minutes from downtown, stadiums, and top city attractions. Your ideal urban retreat awaits!

Dual Rooftop Decks with Skyline Views & Firepit

This modern 4-bedroom downtown Pittsburgh home features two private rooftop decks with skyline views and a fire pit, plus a fully automated smart home system with whole-home Bluetooth sound. Walk to cultural attractions and restaurants, or work remotely with dedicated ergonomic workspaces and fast wifi. Ideal for groups, families, or remote workers seeking space and downtown access.

Luxe 5B/2.5B: Family-Friendly + Off St. Parking

Experience Pittsburgh from our beautifully renovated 5BR/2.5BA historic home, just one block from Shadyside's vibrant Walnut Street. Perfect for 10 guests, this 2800 sq ft space features a chef's kitchen, dedicated workspace, and private parking. Enjoy modern luxury with family-friendly amenities in a prime, walkable location. Ideal for families, groups, and remote work getaways.