Mansion holiday rentals in Pittsburgh

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.

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.

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!

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

Sensational and brand spanking new! 4Bedrooms/3.5 bathrooms, GARAGE PARKING , and a wonderful roof deck to unwind and enjoy! Bedrooms consist of 2x queen beds, 1x full bed, 2x queen futons, capable of sleeping 10 comfortably. Garage parking for 1 vehicle! Grill included. Amazing South Side location just a short distance to all attractions Pittsburgh has to offer. It's a wonderful property for traveling business partners who want space, family getaways, and group travelers

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.

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.