Mansion holiday rentals in Pittsburgh

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

Location · Family · Kitchen

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

Value · Family · Heating

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

Value · Location · Cleanliness

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Family · Value · Accuracy

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.

Family · Location · Cleanliness

Avant-Garde Escape by Walnut

Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!

Family · Location · Bathroom

Upscale 2 Story Apartment w/ 8 beds| Free Parking

Discover this lovely two-story apartment in the heart of Shadyside. It's tucked away on a quiet street, yet it's so close to numerous restaurants, coffee shops and more. 🌟8 beds w/ memory foam mattresses (2 King, 3 Queen, 1 Full, 2 Twin Rollaway beds) 🌟King bed w/ Full bathroom on First Floor 🌟3 full bathrooms 🌟3 desks 🌟Off-street parking 🌟Walkable to S Highland Ave! 🌟Pet Friendly 🌟Fully stocked kitchen My team and I are here for you 24/7 before, during and after your stay with us!

Value · Location · Getting around

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.

Family · Location · Layout

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.

Location · Value · Amenities

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!

Value · Location · Pets

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.

Location · Family · Long stay

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.

Value · Location · Check-in