Trusted by over 3,232 guests · Save 15% on platform fees · Secured by Stripe
Pittsburgh, known for its vibrant arts scene and rich industrial history, offers a unique blend of urban charm and natural beauty. As the winter months approach, this city transforms into a cozy retreat, perfect for those looking to escape the hustle and bustle. With its picturesque parks and festive atmosphere, Pittsburgh is an ideal destination for long-term stays this season, allowing you to fully immerse yourself in the local culture while enjoying the comforts of home.
Whether you’re visiting for work, a family getaway, or simply to explore the city, our collection of entire rental units in Pittsburgh caters to all types of travelers. Enjoy spacious living areas, fully equipped kitchens, and the flexibility that long-term rentals provide. To make the most of your stay, consider visiting the local markets for fresh ingredients to cook your favorite meals, or take advantage of nearby attractions like the Andy Warhol Museum and Point State Park for winter walks.
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
By choosing us, you are securing your dream vacation and contributing to the local economy.
Have a stress-free and enjoyable stay, backed by a 4.2 rating from thousands of guests.
Don't take our word for it - trust the 3232 reviews from our guests.

Tess
Jan 2026
Expert insights on finding and booking the best long-term vacation rentals in Pittsburgh for your extended stay.
When seeking a long-term rental in Pittsburgh, prioritize amenities such as a fully-equipped kitchen, reliable internet, and laundry facilities. Consider the neighborhood's proximity to public transportation and local attractions, as well as safety and community vibe. Look for properties that offer flexible lease terms to accommodate your stay.
The best time for a long-term stay in Pittsburgh is during spring and fall when the weather is mild and the city hosts many festivals. Summer can be hot, but it also offers vibrant outdoor activities. Winter is cold, yet it’s a magical time to experience the holiday season and cultural events, making it a unique option.
Choosing an entire rental unit in Pittsburgh provides more space, privacy, and the comforts of home, such as a kitchen for cooking. Unlike hotels, rentals often allow for a personalized experience, with unique decor and local character. This option is especially beneficial for longer stays where you can settle in and feel at home.
A good long-term rental for families in Pittsburgh should have multiple bedrooms, a spacious living area, and a safe outdoor space for children to play. Look for homes near parks, schools, and family-friendly attractions. Consider the availability of amenities like high chairs or cribs for added convenience during your stay.
Neighborhoods like Squirrel Hill and Shadyside are popular for long-term rentals due to their family-friendly atmosphere and proximity to parks and schools. Lawrenceville offers a vibrant community with arts and dining options, while the North Shore provides easy access to cultural attractions. Consider your lifestyle needs when choosing the right area.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!