Holiday rentals with a fireplace in Penn Hills

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

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!

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

Child Friendly, Parking, King Bed, 15 min to DT

Rivers and Steel City Homes welcomes you to lovey, family friendly Aspinwall retreat. Featuring open style kitchen & living area is a perfect space to hang out, enjoy some food, and watch TV. Private parking on premises. Fully stocked with all basic cooking essentials, equipped with child play areas to keep them busy as you sort through getting ready for the days plans. We have included safety gates for your peace of mind. Traveling for work? High speed wifi, desk and light included.

"The Cottage on Summit"

The "Cottage on Summit" is FIVE STAR, charming & updated Historical 1932 Cape Cod, located in the beautiful Bethel Park community. Relax with the whole family in our peaceful, cozy yet spacious home, boasting privacy, comfort and safety, nestled within the Summit neighborhood . SPECIAL NOTE: AIRBNB "now includes" rates and fees as the TOTAL STAY cost for transparency. NIGHT RATE AIRBNB SERVICE FEE CLEANING NOT INCLUDED LOCAL TAXES (14%) YOU MUST BE 25 OR OLDER ID's May Be Checked

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.

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.