Vacation rentals with breakfast in Squirrel Hill

C'est Chic (French Getaway)

A French-Inspired Getaway, escape to a charming duplex. Nestled in Beechview, Pittsburgh's most accessible neighborhoods, this stylish home offers easy access to Pittsburgh's major places. Whether you're in town for a concert, sporting event, or to explore the city, everything you need is within reach. In just 15 minutes, you can reach Acrisure Stadium, PPG Paints Arena, PNC Park, and the David L. Lawrence Convention Center. Pittsburgh International Airport is a convenient 25-minute drive away.

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Steel City Beds, Breakfast and More

3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.

The Concord

Welcome to "The Concord" a newly renovated home in the Historic District of Deutschtown! This urban delight district on the Northside of Pittsburgh features wonderful restaurants, the Andy Warhol Museum, a new river front park & the Pittsburgh Pirates stadium--all within easy walking distance! The home is sparkly clean with contemporary amenities such as Wi-Fi , a flat screen TV & a full size kitchen with all new cookware and appliances. It's ideal for personal or business use.

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Sun-Splashed 3BR | Sq Hill | walk everywhere

This is a very large (1850 sq ft) self contained apartment with three bedrooms. 2 bedrooms each with have a King bed and 3rd bedroom has full/ double. Fully equipped kitchen and stunning dining room. The sun pours in the windows and it is an inspiring space. Work space with desk, small gym. Central east end location (Middle of sq hill) Walk to the best bakery in town, shops and restaurants, east end, shady side. Great for couples getaway, friends, or a whole family.

100% renovated House 8 minutes to downtown

Welcome to our newly renovated home, located just a short 10 minute drive from downtown. Upon arrival, you'll be greeted with easy and hassle-free check-in, as you make your way down the stairway and onto the cozy porch. Step into the modern kitchen complete with brand new appliances, perfect for cooking up a delicious meal. Relax and unwind in the comfortable living room. Street parking. MUST do steps. Come make yourself at home in our inviting and updated space.

Urban + Suburban Tudor quick walk to Pitt campus

Historic beauty, easy walking distance to PITT, CMU, UPMC - virtually on campus. 3000 sq ft. Historic Tudor with spectacular views of North Oakland below. Charming and updated with modern touches, Spacious, 2 bedroom, 2-bath home with first floor Powder Room & Sun Room, covered rear patio and deck. Off street parking onsite for 2 cars included. .7 mile walk to University of Pittsburgh or to the Petersen Event Center .5 mile walk to UPMC

5*King Bed +Free Cleaning+Breakfast+Parking+WiFi

Welcome to Birds&Bees — Your cozy escape just 7 minutes from Pittsburgh! Unwind in this modern, pet-friendly retreat featuring a dreamy bed, comfy sectional, and a fully stocked kitchen with free snacks and drinks. Perfect for couples, solo travelers, or small families—comfort, style, and convenience all in one place. 📍 Ideal location 🐝 Themed interior 🐶 Pet friendly ✨ Modern touches