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

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"

Walk to PPG 10 min | Free Parking | 4 BD House

✨4 minute drive or 10 minute walk to PPG Arena✨ Imagine yourself relaxing in this luxe, beautifully designed 4 Bed / 2 Full Bath home with 10-foot ceilings close to everything! Our house has been remodeled from top to bottom. Spacious living room, dining, and large, comfortable bedrooms. Nice size kitchen with stainless steel appliances. The first floor has a beautiful oak flooring, plenty of natural light throughout, and adorable privacy fenced English Courtyard. You will feel so at home here!

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

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.

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!

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.

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!

7 min walk to stadium/casino! ~PGH Artist Gallery~

2 private parking spots in the BEST walking location to stay in PGH. No need for car. 5-7 min walk-Heinz Field, casino, park, museums, hospital, free subway to downtown. As featured on KDKA radio, Pittsburgh Today Live, etc. Premier local artists showcase their work in the home as a gallery tour for guests to enjoy, making an intimate experience.

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.