Vacation rentals with outdoor seating in South Side Flats, Pittsburgh

City View Sanctuary w/ Hot Tub ~ Abundant Parking!

This stylish and singular home boasts 6 rare off-street parking spots on Mt Washington! And once you're all parked, you'll discover a welcoming outdoor area, w/ unique views of Pittsburgh's East End, Emeraldview Park, parts of downtown, and the rolling hills beyond. You'll be staying minutes from popular destinations like PPG arena, downtown, Southside, Station Square, and the Monongahela riverfront. IDEAL FOR: traveling for work, events in Station Square, 2 or 3 couples traveling together

Breathtaking views of city!Rooftop deck + parking

This immaculate 2 bedroom home with a large rooftop deck has great views overlooking Pittsburgh, Heinz Field, PNC park and the point! Plenty of space for a family, but also ideal for a couples or friends weekend! A short walk to the restaurants and bars of Shiloh Street and the fancy restaurants of Grandview! The overlook is right across the street. Also, walk across the street and ride the incline down to station square, where you will have access to shops, restaurants and many activities.

Pittsburgh's Tropicana w/ outdoor hot tub

Family owned and managed, immaculate high end, tropical inspired home located on the historic Southside. Only 3 blocks from Carson Street Close to downtown (2.8 miles) universities, sport/concert venues(3.9 miles) Keep your cars safely parked in our huge driveway with security camera! No need to drive around looking for spaces! Fantastic outdoor area with grill and jacuzzi! It's like you are in your own private little resort *Check out our other 5 star house Gorgeous Southside Slopes House*

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, paddle 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.

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

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.

Rooftop Deck, Garage, *Luxe* Mad Men Vibes

A walk in & say wow property - our 4k sq ft home is perfect for families & groups! The spacious rooftop deck is the perfect place to hang out & grill. Our 4 bedrooms (2 featuring private attached full bathrooms) offer plenty of privacy! The fully-stocked kitchen is perfect for entertaining - high end LG appliances with 2 dishwashers, 2 sinks, a huge fridge (with a built-in craft ice maker!) wine fridge, breakfast island, and more! Park in the garage then walk to the fun on Butler!

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

Walk in and say woah! This beautifully restored 1900s farmhouse-styled elegant row home features original wood floors, high ceilings, timeless styling, two amazing outdoor spaces, and more! You'll love the well stocked kitchen, the quality beds, and all of the amenities you'd expect and then some. The third floor features a projector / theater room, while the second floor features three bedrooms, perfect for groups of friends or growing families. We're also kid friendly!