Mansion vacation 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

Gorgeous Southside slopes house w/outdoor hot tub

This family owned and managed, immaculate one of kind custom home overlooks the entire city from Mt Washington, downtown to Oakland and beyond. Enjoy a coffee/cocktail on the master bedroom balcony! Our outdoor areas are perfect for entertaining and BBQ's. Year round outdoor hottub Private driveway with security camera to park your cars, no more driving around looking for parking on city streets! 4.8 miles to Arenas 2.8 miles to Oakland Check out our other high end house "Pittsburgh’s Tropicana"

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

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!

Skyline Views ★ Stunning Balconies ★ Luxe Home!

Jaw-dropping views are visible from balconies and bedrooms - wake up and fall asleep to the best skyline in the US! You have to see the view to believe it - walk out onto one of two balconies and say woah! Our ~4k sq ft home is perfect for groups, with loads of amenities - 120" theater screen, a huge, stocked kitchen, off-street parking, jacuzzi tub, game room, massive leather couch, EV charger, two full & two half baths, four bedrooms, and more! This place is one you shouldn't pass up.

Luxe 4BR Pittsburgh Stay | Near Downtown + Parking

Experience the best of Pittsburgh in this newly remodeled 4-bedroom, 2-bath luxury home, just 4 minutes from PPG Paints Arena and downtown attractions. Designed with comfort in mind, it features 10-foot ceilings, oak flooring, and sun-filled living spaces perfect for relaxing or entertaining. Cook in a modern kitchen with stainless steel appliances, then unwind in the private fenced English courtyard. Spacious, stylish, and walkable , your perfect city retreat awaits. ⭐⭐⭐⭐⭐

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!

3 Story home w/ 10 beds & Free off-street parking

Beautiful 3 story home in an unbeatable Shadyside location, right in the center of the action. Quiet street, but steps away from an abundance of shops, restaurants and more! 💫10 beds (all memory foam mattresses) 💫3.5 bathrooms (1 on each floor) 💫Fully furnished back patio with dining table/ comfortable sofas! 💫Free off-street garage parking 💫24/7 Guest support from my team and I 💫Very high end furnishings throughout the home 💫Fully stocked and equipped kitchen

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Pittsburgh's premier, top of the line Airbnb! No expense was spared outfitting our 4 bedroom, 2.5 bath home! Amenities galore both indoors & out with 3 large outdoor spaces, fire pit, and garage parking. Every high end detail has been meticulously selected and designed. Take advantage of all the city of Pittsburgh has to offer in the lap of luxury with your own centrally located private residence on the North Side, complete with a Peloton for the healthy-minded!

Completely Renovated 4-Bedroom with Parking

This stylish place to stay is perfect for group trips. close to Pitt, CMU, Shadyside, Squirrell Hill, Greenfield, and The Waterfront. Everything you could ever want is within a 10 minute drive but this peaceful neighborhood will make you feel like you are hours away from the hustle and bustle of the city. This home has been completely remodeled from top to bottom and is guaranteed to wow every guest who stays!

Charming 5 bed Rowhouse | Downtown,Stadiums,Strip

Stay in the heart of Pittsburgh! This renovated 1900s rowhouse blends vintage charm with modern comfort, just steps from Penn Brewery and minutes to stadiums, museums, and downtown. Perfect for work trips, family visits, or group getaways—sleeps up to 10 comfortably. As your host, I also offer event planning, décor setups, and personalized laser-engraved souvenirs to make your stay truly unforgettable.

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

Historic century old home fully renovated with modern amenities. Accommodates 10 guests comfortably with 5 bedrooms, there is ample space for privacy and the ultimate night's sleep. One block from Walnut street makes this property a perfect place for a Pittsburgh getaway.