
Holiday rentals in Allegheny County
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Top-rated holiday rentals in Allegheny County
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Cliffside Luxury with Spectacular City Views
Amazing views, rooftop patio w/fire pit, contemporary design and furnishings are just the beginning for your amazing stay at our cliffside paradise. This architecturally stunning home offers a fully equipped kitchen, two decks to dine and relax on. Beyond its walls, you can visit the nearby Station Square shops and restaurants, 2 Inclines, Pittsburgh Zoo and PPG Aquarium, Warhol Museum, the Rivers Casino, or watch the Penguins at PPG Arena, Steelers at Heinz Field, and the Pirates at PNC Park!

Cultural District new King Suite whirlpool tub
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio
Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

The Weary Traveler
A haunting place for weary travelers that rests just above a curious little shop in the Allentown neighborhood of Pittsburgh. Established in 1903, the old bones of this building have a lot of magic hidden in them and the owners of The Weeping Glass have brought them back to life in this extension of their curiosity shop. Minutes from other off beat and unique businesses and a short ride to down town and the South Side. Please note that due to demand, our cancelation policy is extremely firm.

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Chic Loft Style HighEnd King Suite~ 2Parking Spots
Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

Groovy Retro Get-Away
With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including coffee, WiFi & a smart TV for streaming.

Stunning PH Double King Suite w/ Rooftop Terrace
Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

The Lily Pad Cabin
Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Hilltop Bungalow with city views!
This charming home in Mt. Washington is minutes from Acrisure Stadium and offers stunning views of the city of Pittsburgh while also offering a peaceful retreat from the hustle and bustle of city life. The unique home design features modern amenities and rustic charm and plenty of natural light, making it a truly one-of-a-kind stay. With its prime location, guests can easily explore the nearby attractions or simply unwind and enjoy.
Popular amenities for Allegheny County holiday rentals
Other great holiday rentals in Allegheny County

Highland Hideaway

Newly Renovated AND Spacious

Charming Bellevue Hideaway • 1 BR Retreat

Skyline Views 3 Parking Spots Minutes to Downtown

Sleep On The Skyline

City Oasis - 2Bd/1.5Br / Sun Room - Sleeps 4!

Modern 2BR Retreat | Newly Renovated - Millville

Cozy 1st Floor Apartment Free off-Street Parking
Destinations to explore
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Kennywood
- Schenley Park
- Carnegie Science Center
- National Aviary
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center
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