Holiday rentals in Allegheny County

5 out of 5 average rating, 51 reviews

3 King Beds! Garage! Theater! Great Location!

Perfect for families & traveling groups of friends, our new construction home is ready for its first guests! All three bedrooms have king beds along with a private attached bathroom, perfect for travelers wanting privacy. No need to search for parking, with garage + driveway parking for 2 vehicles. Create a memorable meal in our well stocked kitchen, relax on the couch and watch the 120" screen, or take a short stroll to the numerous bars & restaurants in the area. You can't beat this location!

Superhost

5 out of 5 average rating, 10 reviews

Wow! Skyline Sunset Escape On Hackstown

Ahoj and welcome to your elegant 2-bed, 1.5-bath home with breathtaking downtown views! Newly renovated with a thoughtfully designed interior, this home offers a distinctive experience. Enjoy parking in a 2-car garage plus an outdoor space, and easy access to downtown and Oakland. Featured on the South Side Historic Homes Tour, it’s a true Pittsburgh gem. Pets are allowed! Relax on the deck with a fire pit, or unwind by the custom mosaic fireplace with a 55” TV or in the luxurious soaking tub.

4.94 out of 5 average rating, 167 reviews

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!

4.97 out of 5 average rating, 123 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Top guest favourite

4.97 out of 5 average rating, 403 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

4.95 out of 5 average rating, 93 reviews

Cozy, Pet-Friendly Home in Pittsburgh South Side

Welcome to Steel City! Our updated two-bedroom house in the lively South Side is a perfect home for your group to relax and unwind including your four-footed friends! After exploring the city, enjoy the mood lighting on our cozy patio or check out the local restaurants and bars within walking distance. Work from home with a desk space in each bedroom. Our home has everything you will need and a perfect location if you're looking to have a truly authentic Pittsburgh experience!

4.96 out of 5 average rating, 174 reviews

Free Parking★ Walk Everywhere ★North Side Gem!

You'll walk in and say wow! Our place has exposed brick throughout, a generous open floor plan, soaring ceilings, a spacious bathroom and two cozy bedrooms - king & queen 12" thick mattresses. Work from home at your desk, whip up a cocktail or meal in the full kitchen, or lounge on the couches and watch a movie or browse the web (1 Gbps). It's a short walk to Allegheny General and a few minutes to the bars & restaurants and stadiums on the North Shore - it's a great location!

4.99 out of 5 average rating, 149 reviews

The Larrybird Inn - Steps from Butler Street!

The Larrybird Inn is situated in the heart of Lawrenceville, in a beautifully restored home over 100 years old. Park your car for the weekend and enjoy the neighborhood and other surrounding areas by foot or bike. Walk to nearby bars, restaurants, see a movie all within hundreds of feet away! There is also Arsenal bowling lanes across the street! We invite you to stay in our home, one of the most charming Airbnbs in Lawrenceville.

Superhost

4.91 out of 5 average rating, 66 reviews

Modern Spacious Cozy Home Near Southside

Welcome to your clean, comfortable home away from home! This 4-bedroom, 1.5-bathroom house offers the perfect blend of modern design and cozy charm—ideal for families, groups, or anyone looking to explore Pittsburgh with ease. Located in a friendly neighborhood with quick access to downtown, parks, and local attractions, this home is your perfect Pittsburgh landing spot—peaceful, polished, and ready for your stay.

Superhost

4.64 out of 5 average rating, 86 reviews

City Escape/Mt Washington/4 Beds · Free Parking

Upscale Apartment in the heart of Pittsburgh's Mount Washington, located half a block off the city's most desirable viewpoint - Grandview Avenue! · 3 BR/ 1.5 BA - 5 beds - Sleeps 9 · Long-term & Family-Friendly - inquire for discounts! · Street Parking · Convenient & Safe Location · Self Check-in w Keypad in rear of building * Minutes drive time to football/baseball/hockey stadiums, museums and universities.

4.94 out of 5 average rating, 78 reviews

Sweet Mt. Lebo Cape Cod Retreat

Kick back and relax in this calm, stylish 1940s Cape Cod home. We spent the last two years upgrading the residence which features a brand new kitchen, dining room, main floor bathroom, and mid-century modern furniture throughout. This house sits on a very quiet cobblestone street with little to no traffic. Deer can be seen on your walk to Starbucks a mere 7-10 minutes away.