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Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

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"

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

4BR Group Stay • Yard • Near Stadiums + Downtown

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!

City Skyline | Outside decks | Contemporary

Introducing your urban sanctuary where you can savor the mesmerizing Pittsburgh skyline! Our property has a contemporary interior, housing 4 bedrooms and 3.5 bathrooms. The open concept design connects the living room, kitchen, and dining area, creating an ideal setting for unwinding. Step outdoors to discover three levels of decks, complete with a dining area, inviting hammocks, a cozy fire table, and comfortable lounge seating, all against the backdrop of a breathtaking city skyline.

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.

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.