Holiday rentals with a fire pit in Oakmont

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.

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Our home is over 3500 square feet located on a 21 acre parcel. If you are looking for a quiet, private location, this is it! The home is nestled in the back of a pasture flanked by wooded areas on both sides and a barn located near the front entrance. The property includes plenty of outdoor parking. Hard to justify with any one photo however it is very spacious and includes an attached indoor heated pool and a new Pickle Ball/Sport court. A charming, picturesque place for all to enjoy.

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

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!

Hot Tub, great patio area, parking, beautiful!

You'll step out the back door and fall in love with the outdoor space! Featuring a 7 person hot tub, fire pit, spacious patio...you won't want to leave! This home has been custom-designed from the studs, with everything receiving attention to detail. Backlit 4K TVs, multiple fireplaces, high end bathrooms, games, and more. Our home is perfect for groups that want their privacy but also stay together, with 3 full bathrooms & 4 spacious bedrooms across 3 floors. Book it while you can!