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

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

Upscale Home • Close to Downtown + Stadiums + Yard

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.

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.

Art Deco House In Prime Location

Step back in time and experience the charm of old-world glamour in this stunning 4 bedroom, 2 bath art deco style apartment. This unique and spacious home boasts an abundance of natural light and charming details. Located in the heart of Bloomfield, putting you just steps away from some of the best restaurants, shops, and nightlife in the city. Whether you're here for a romantic getaway, a family vacation, or a fun-filled city break, this apartment provides the perfect base.

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

Mt Washington Best View! Pittsburgh Luxe Apartment

Modern charming apartment, completely renovated, finely designed in a historic building from the late 1800’s, with excellent location and an unbelievable view of the city. We are about 5-10 minutes driving distance from downtown, the stadiums, the vibrating Strip District, museums, universities, beautiful parks, and the best hospitals in Pittsburgh. And only a 5-minute walk from local stores, restaurants, and the famous Mount Washington Inclines.

Sauna | Family Friendly | Chef's Kitchen

Unwind in your own private sauna, soak in a deep soaker tub, or cook up a great meal in the high end chef’s kitchen—this home away from home is steps from Butler Street’s top dining & nightlife. Each bedroom has a smart TV, and the cozy living space is great for movie nights. Families welcome—crib, high chair & kid-friendly amenities included! Fast Wi-Fi, keyless entry, Chore-Free Checkout®—everything you need for a stress-free stay.

Mount Memento: City Escape w. Grand View/Game Room

Welcome to Mount Momento, a one-of-a-kind residence that weaves the tales of Pittsburgh's most remarkable legends. Nestled right next to Grandview Avenue on Mount Washington, you'll be greeted by an awe-inspiring panorama of the city skyline. Fully renovated, thoughtfully designed with modern decor, this space invites families, kids (and yes, it's baby-friendly) and friends to explore while feeling at home. Ideal city escapade.

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.

Hydrangea Cottage | Walk to Sewickley Village

Escape to Hydrangea Cottage, a restored 4-bedroom carriage house in the heart of Sewickley Village. Steps from cafés and boutiques, this charming home blends historic character with modern comfort - offering luxe linens, a full kitchen, fire pits, and fast Wi-Fi. Just 20 min to downtown Pittsburgh and the airport.