Mansion holiday rentals in Pittsburgh

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

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

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.

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!

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

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 preserving 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 private English courtyard. ☕ A coffee shop and 🛒mini-mart are conveniently located right next door. Just minutes from Downtown, PPG Paints Arena, and the Strip District!✨ Book now! ⭐⭐⭐⭐⭐

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.

Super updated 4BR w/ large deck

Experience easy living in this spacious and fully updated home just steps away from views on Grandview Avenue. This property is conveniently located near Shiloh Street, allowing you to reach downtown or Southside quickly. The home has been renovated and features modern appliances and a large back porch. From Grandview Avenue, you can take in the breathtaking views of the city. No chore list checkout. Must do steps! All the bedrooms and the bathroom are located upstairs.

Pittsburgh Gem | 5BR | Downtown Deck View

This place is a real gem, and you're gonna love it! When you walk in, you'll enjoy the cool blue design that gives the whole place a unique vibe. We have plenty of room with 5 bedrooms, so bring your friends, family, kiddos, or whoever you wanna have a blast with! Enjoy fun and games indoors, check out Pittsburgh's best night-life just steps away, go visit Pittsburg attractions nearby, and let us know how we can make your stay the best it can be!