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Explore Pittsburgh from a cozy rental unit

Trusted by over 3,215 guests · Save 15% on platform fees · Secured by Stripe

About This Collection

As the vibrant colors of fall blanket Pittsburgh, the Gateway Clipper Fleet offers a unique way to experience the city from the water. This season, enjoy scenic river cruises that showcase the stunning autumn foliage and the iconic skyline. With cooler temperatures inviting cozy gatherings, our collection of entire rental units provides the perfect home base for exploring the city’s rich history and cultural attractions, making it an ideal choice for travelers looking to immerse themselves in Pittsburgh's charm.

Whether you're planning a family getaway or a group retreat, these spacious rentals cater to your needs with comfortable living areas and fully equipped kitchens. After a day of sightseeing or enjoying a river cruise, unwind with friends or loved ones in your private space. For an unforgettable experience, consider booking a rental with a view of the river, and don’t forget to explore local eateries that highlight Pittsburgh’s culinary scene, ensuring a delightful stay this fall.

Book Directly With Us And Save Up To 15%!

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By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.

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By choosing us, you are securing your dream vacation and contributing to the local economy.

Book with Confidence

Have a stress-free and enjoyable stay, backed by a 4.2 rating from thousands of guests.

What Our Guests Have To Say

Don't take our word for it - trust the 3215 reviews from our guests.

Ashley
Perfect for place for me to get ready for my company holiday party! Casey and Zachary were kind enough to give me some must-see and must-eat list!

Ashley

5
·

Dec 2025

Other Properties

Frequently Asked Questions

Expert insights on finding and booking the best vacation rentals near the Gateway Clipper Fleet in Pittsburgh.

Consider rentals with easy access to the waterfront and nearby attractions like Point State Park. Look for properties that offer spacious living areas and amenities such as kitchens for family meals. Proximity to public transport can also enhance your stay, making it easier to explore Pittsburgh's vibrant neighborhoods.

Spring and fall are ideal for visiting Pittsburgh, as the weather is pleasant for outdoor activities along the riverfront. Summer sees more tourists and higher demand, especially during festivals. For quieter stays, consider booking in late winter or early spring when rates may be more favorable.

An entire rental unit provides more space and privacy, allowing families or groups to gather comfortably. You’ll benefit from a full kitchen, enabling you to prepare meals and enjoy a home-like atmosphere. Additionally, many rentals offer unique local character, enhancing your experience of Pittsburgh.

Look for rentals with multiple bedrooms, spacious living areas, and kid-friendly amenities like games or outdoor spaces. Proximity to parks and family attractions like the Children's Museum can enhance your stay. Consider properties that provide safety features such as childproof locks and gated yards.

Familiarize yourself with the neighborhood's amenities and attractions, especially those within walking distance. Be aware of local regulations regarding short-term rentals, and check for parking availability if driving. Understanding seasonal events can also help you plan your visit for a more enjoyable experience.

Contact
manager@staypittsburgh.com+14122046175
100 Smithfield St
Pittsburgh, PA 15222
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