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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"

Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck

Welcome to this beautiful and newly improved 4 bed, 3.5 bath townhouse! This gem offers open concept living with spacious kitchen and unbeatable roof deck views. For your convenience we provide 1 car garage parking, and sleeping arrangements accommodating up to 9 guests. Located in popular South Side neighborhood of downtown Pittsburgh, you're just a short distance to all attractions the city has to offer. Great for traveling business partners who want space, family getaways, and group travelers

Terry’s Place

~Newly updated duplex ~Fully equipped kitchen with all new appliances ~Spacious 4 bedroom 2 bathrooms ~Located the heart of Pittsburgh in the neighborhood of Mt Washington ~20 minute drive to the Pittsburgh International Airport ~6 minute drive to downtown ~10 minute drive to: PPG Paints Arena Acrisure Stadium PNC park David L. Lawrence Convention Center Duquesne University ~12 minutes drive to the University of Pittsburgh ~2 blocks away from the historic overlook of the city & Duquesne Incline

Family-Focused Victorian In Quiet Area, Pets OK

Your spacious, distinguished retreat for an unforgettable Pittsburgh experience! Spread out in this distinguished 5-bedroom Victorian. A perfect home base 3 miles from downtown, North Shore, and Acrisure and PNC Park. Quiet neighborhood setting with outdoor space, ideal for families and groups wanting room to relax between outings. Modern comforts (ultra-fast FiOS internet and 5 Smart TVs) meet historic details in this thoughtfully preserved landmark. Bonus: Easy route to/from the airport.

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!

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!

Luxury Mt Lebanon Stay King Bed & Office Space

✨ Newly Renovated Mt. Lebanon Home w/ King Bed & Parking ✨ Enjoy comfort and style in this spacious 4BR home in Mt. Lebanon, Pittsburgh! Modern design, cozy interiors, fully equipped kitchen, and 2 living rooms provide plenty of space to relax. Ideal for families, medical professionals, or groups visiting St. Clair Hospital. Enjoy free parking and easy access to shops, restaurants, and downtown Pittsburgh—perfect for both short and long stays. ⭐⭐⭐⭐⭐ Book Now! 🗓️

Historic District Comfort

Keep it simple, go back in time, at this centrally-located private residence. An Old Economy Gem overlooking the courtyard, on a one-way street in the heart of the Historic Old Economy in Ambridge, Pa. This is a comfortable restored historic home and has been redone back to its original finishes with upgrades on all new infrastructure and appliances. Conveniently located just off Route 65 North, 16 miles from downtown Pittsburgh, direct and easy commute.

Southern Pines Lodge-Unique & Charming

Come enjoy a relaxing stay at this unique & cozy home for a getaway, retreat, family or business related trip. The listing is for 6 people but able to host up to 15 guests but there will be an additional $30 per person after the first 6 guests. You will find yourselves close to The Meadows Racetrack & Casino, Tanger Outlets and a 5 minute walk to all different types of eateries/restaurants. In addition, it's only 25 minute drive to downtown Pittsburgh.

King Bed | Free Parking | BBQ | Fire pit | Arcade

✓ King Suite w/ Private Bath on ground floor ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines Rank One Stays presents Carson Street Manor, an elegantly designed home located in the heart of South Side on Carson Street. You’ll be within walking distance to some of the best restaurants, nightlife, & entertainment that Pittsburgh has to offer.

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!

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

Experience Pittsburgh from our beautifully renovated 5BR/2.5BA historic home, just one block from Shadyside's vibrant Walnut Street. Perfect for 10 guests, this 2800 sq ft space features a chef's kitchen, dedicated workspace, and private parking. Enjoy modern luxury with family-friendly amenities in a prime, walkable location. Ideal for families, groups, and remote work getaways.