stay_pittsburgh logo

Discover unique short-term rentals in Pittsburgh

Trusted by over 3,166 guests · Save 15% on platform fees · Secured by Stripe

About This Collection

As the leaves change and the air turns crisp, Pittsburgh transforms into a picturesque autumn destination. This fall, visitors can explore the vibrant arts scene, enjoy seasonal festivals, and take in the stunning views from the city's many parks. With its rich history and diverse neighborhoods, Pittsburgh offers a unique blend of urban charm and natural beauty, making it an ideal spot for a cozy getaway.

Whether you're traveling with family, friends, or for a business retreat, our collection of rentals caters to all needs. Opt for a spacious home with a fireplace to unwind after a day of exploring, or choose a chic apartment close to downtown for easy access to dining and entertainment. Don’t forget to check out local pumpkin patches and fall markets for a taste of the season. Embrace the warmth of this welcoming city as you create lasting memories this autumn.

Book Directly With Us And Save Up To 15%!

No Booking Fees

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

Support a Local Business

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 3166 reviews from our guests.

SAFIULLAH
Love the location in the heart of downtown!

SAFIULLAH

5
·

Oct 2025

Other Properties

Frequently Asked Questions

Expert insights on finding and booking the best vacation rentals in Pittsburgh for an unforgettable experience.

Look for rentals that offer convenient access to popular attractions like the Strip District and Point State Park. Amenities such as fully equipped kitchens and comfortable living spaces can enhance your stay. Consider the neighborhood's vibe, as areas like Lawrenceville and Squirrel Hill offer unique dining and shopping experiences.

The best time to visit Pittsburgh is during spring and fall when the weather is mild and festivals abound. Summer can be busy with events, while winter offers a quieter experience, ideal for those seeking cozy stays. Booking in advance is recommended for peak seasons, especially during events like the Three Rivers Arts Festival.

A good family-friendly rental should have ample space for everyone, child-proofing features, and proximity to parks or family attractions. Look for homes with outdoor areas for play and amenities like game rooms or kitchens for family meals. Consider locations near the Children's Museum or the Pittsburgh Zoo for easy outings.

Vacation rentals provide more space and privacy, allowing families or groups to stay together comfortably. They often feature kitchens for meal preparation, which can be more economical than dining out. Additionally, rentals in neighborhoods like Shadyside offer a local feel, giving you a taste of Pittsburgh life beyond typical tourist experiences.

Winter rentals in Pittsburgh can be magical, especially with holiday lights and nearby skiing options. However, consider the potential for snow and cold temperatures; look for homes with heating and easy access to main roads. Booking early is advisable, as many travelers seek cozy getaways during the holiday season.

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

Get special offers and updates sent straight to your inbox by subscribing to our newsletter!

Powered by hostAI