Holiday rentals with a fireplace in Penn Hills

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

Peaceful 2BR King Bed Suite | Walk to Walnut St!

Peaceful 2 BR/ 1 bath apartment in the heart of Shadyside! Prime location, steps from UPMC Shadyside & 10 minute walk to Walnut Street! Fully equipped for either a long or short stay! 🌟King/ Queen Bed (Memory foam mattress) ⚡️24/7 Guest support 🌟Pet friendly! ⚡️Central AC/ Heat 🌟Fully stocked & equipped kitchen 🌟Free Street parking ⚡️Laundry (Free & Shared) 🌟Pull out bed ⚡️Minutes away from Pitt & CMU campus! My team and I are here for you before, during and after your stay with us 24/7!

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS

Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

River Ridge Retreat

Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

Stylish♥Baby Friendly♥15mins to DT PGH♥Great Yard!

Welcome to our stylish and newly remodeled 3-bedroom home! The modern design and furnishing are just the beginning of your amazing stay in this top Pittsburgh suburb! The house is in a safe and green neighborhood, 15 mins to downtown Pittsburgh, or steps from a bus stop. A cozy home with stocked kitchen, office, washer/dryer, covered patio, Weber grill, and fenced yard for family to relax and unwind. It is equipped for infants and toddlers. Restaurants, shops and groceries are all close by.

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

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Seneca Place: A historic home in Mount Lebanon.

Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

Mountain Retreat in the Heart of the City

Brand new home in one of the city's most desirable neighborhoods overlooking Pittsburgh's iconic skyline. This host proudly boasts a number of unique amenities such as 3 deluxe full bathrooms with custom showers, professional cook series kitchen with wine bar, stamped concrete patio with hot tub for 6, outdoor natural gas fire pit and indoor electric fireplace, Wi Fi, bluetooth technology, over 4000 channels including pay per view, all sports and new release movies and tv series.

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).

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

*Comfy Cozy Clean* 1stFloor 2BR apartment

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Millvale is a safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail is only 1 mile away & leads to the north shore, Heinz field, PNC park, etc.