Holiday rentals with a fire pit in Squirrel Hill

Mayberry Escape

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

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

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.

Stunning Central Modern Home w/Free Parking!

Central to everything, with parking! Upscale comfy & chic home features 4BR, 2.5 BA, and sleeps up to 8. Furnished & curated by a professional designer, this open large modern home with high-end finishes offers fireplaces, a huge kitchen, and a walkout to a patio & pergola. Coffee, tea, fresh linens, towels, toiletries, hairdryer, iron. Super fast WiFi & Netflix. Bring the family and enjoy an amazing experience. Walk to the stadiums, many restaurants, and AGH Hospital. OFF-STREET PARKING!

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Farmhouse Design + Fire Pit in Heart of Pittsburgh

I am so excited to host your stay! Pittsburgh's historic Northside is the place to be. My cozy home is decorated with tall ceilings, large windows, stainless steel appliances and an eye for design along with... * Fenced Backyard + Fire Pit * Coffee/Various Teas/Keurig, Toiletries provided * FREE Street Parking * Pets Welcome Home is located: * 1 mile to downtown & PNC Park * 5 mins to Acrisure Staduim * Strip District, Three RiversTrail, National Aviary, Allegheny Commons walking distance

Walk to downtown, stadiums

Cozy and comfortable row house in the beautiful, historic Mexican War Streets. All the amenities of home—including linens, toiletries, kitchen supplies, tankless hot water heater (unlimited hot water)—and within walking distance to downtown, both stadiums, the Riverwalk, Children's museum, National Aviary, Mattress Factory museum, Andy Warhol Museum, and Rivers Casino. Backyard perfect for entertaining with grill and fire pit. Across the street from Randyland Pittsburgh, a must see for all!

City Living sleeps 12 15 mins to Downtown

Entire home sleeps 10-12 (includes a pull out couch). Centrally located in the heart of Brookline, a charming town in Pittsburgh. 15-20 mins from some of the best attractions in Pittsburgh— Acrisure Stadium, PNC Park, Mount Washington, Rivers Casino and Downtown! You and easily Uber to and from all of these locations. 3 bedrooms, living room, dining room and a full kitchen, a perfect space to stay with friends or family. Outdoor space, includes a fenced in yard and grill for cooking!

LUX | City View | Parking | 5 Min to DT | Fire Pit

Our custom designed home is the perfect choice for groups visiting the Steel City wanting to experience amazing City views in a home where modern aesthetics blend with organic and industrial features as though it was taken right off of Pinterest! The combination of interior finishes and design make the home feel like a spa getaway, and our large parking lot next to the home will fit your entire groups vehicle count with the convenience of being so close to Downtown - truly a rare find!