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

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

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!

Steel City Retro - Walk to 50+ Restaurants & Pubs

New listing of a totally renovated house, 1 block off historic East Carson Street in Pittsburgh's SouthSide, the entertainment capital of the city. Walking distance to PPG ARENA, many restaurants, shopping and more. 2.2 miles from HEINZ FIELD and the Convention Center. This is a 4 bedroom (4 twin, 2 full, 1 queen bed + sleeper sofa)/ 3 bath home. 1st floor is disability friendly and has an integral 1 car garage. NEED MORE BEDS? Try SOUTH SIDE SPACIOUS - 7 beds + 1 queen sofa + 1 futon.

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.

4BR Walk to Downtown, Free Parking

✨ Experience Pittsburgh in this stunning 4-level historic row home, newly remodeled for modern comfort while keeping its classic charm. Sleeps up to 12 with 2 king beds and 4 double beds, perfect for families, groups, or business stays. Enjoy a fully equipped kitchen, dedicated workspace, and a private English courtyard for relaxing. Just minutes from Downtown, PPG Paints Arena, and the Strip District—offering the perfect blend of luxury, space, and city convenience. ✨ BOOK NOW! ⭐⭐⭐⭐⭐

Lawrenceville charmer · sleeps 8, 2 full baths!

Step into our industrial-vibe row house and feel right at home! High ceilings, thoughtful decor, and more make this Lawrenceville charmer a great place for you and your friends or family. Decorated by a local designer, each room has a playful, tasteful "theme" - Art Deco, Pittsburgh, Tiki, and Warhol. Our well-stocked kitchen invites you to stay in and cook a meal, but our location encourages you to head "aht" on the "tahn" for food & drinks. We look forward to hosting you!

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!

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.