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Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

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

Upscale 2 Story Apartment w/ 8 beds| Free Parking

Discover this lovely two-story apartment in the heart of Shadyside. It's tucked away on a quiet street, yet it's so close to numerous restaurants, coffee shops and more. 🌟8 beds w/ memory foam mattresses (2 King, 3 Queen, 1 Full, 2 Twin Rollaway beds) 🌟King bed w/ Full bathroom on First Floor 🌟3 full bathrooms 🌟3 desks 🌟Off-street parking 🌟Walkable to S Highland Ave! 🌟Pet Friendly 🌟Fully stocked kitchen My team and I are here for you 24/7 before, during and after your stay with us!

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Our home is over 3500 square feet located on a 21 acre parcel. If you are looking for a quiet, private location, this is it! The home is nestled in the back of a pasture flanked by wooded areas on both sides and a barn located near the front entrance. The property includes plenty of outdoor parking. Hard to justify with any one photo however it is very spacious and includes an attached indoor heated pool and a new Pickle Ball/Sport court. A charming, picturesque place for all to enjoy.

👑2 King Beds🛌Sleeps 16! 🎨Vibrant🍿Parking💛

Rivers and Steel City Homes presents this Spacious 5-bedroom Lawrenceville home sleeps 16 guests comfortably! Prime location steps from trendy Butler Street's shops, restaurants & cafes. Just 10 minutes to downtown Pittsburgh. This is a combination of 2 separate units as one. Features free street parking, high-speed WiFi, 3 full + 2 half bathrooms. Perfect for large family gatherings, corporate retreats, friend reunions. Experience Pittsburgh's most vibrant arts neighborhood today!

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.

6min to Pittsburgh Zoo,Pet Friendly,Near Butler St

Located in Upper Lawrenceville, Pittsburgh, PA, this spacious 4-bedroom, 2.5-bathroom property stands out in the neighborhood. With an inviting open layout, a chef's kitchen, and a luxurious master suite, it combines modern comfort with timeless charm. The prime location offers easy access to trendy shops and eateries. Enjoy this unique Upper Lawrenceville property's perfect blend of space, style, and convenience.

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!