Holiday rentals with a fireplace in Squirrel Hill

"The Cottage on Summit"

The "Cottage on Summit" is 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 . NOTE: A "request to book" will need additional information prior to "confirming by the host". Verified ID and at least ONE Positive review & No Negative reviews from previous stays are needed. House rules strictly enforced.

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

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

Sunny, Creative Duplex in Friendship

You and your travel companions will be in an ideal Pgh spot when you stay at this Friendship neighborhood home. With 3 floors, you'll have lots of room to spread out or gather together. This beautifully updated 100-year-old home is a creative space, filled with art from Pgh artists, cheery textiles from around the world, and vintage decor scattered throughout. It’s a charming retreat for artists & writers, a cozy spot for families, or the perfect place for larger groups to share a getaway.

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.

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).

Mt Washington Townhouse (A Grand View)

Enjoy the phenomenal view from the Living room, Deck & Master Bedroom! Stroll down the block to enjoy some of Mt Washington's best restaurants & overlooks. Take the Duquesne Incline down the hill to enjoy a short walk to the North Shore (Heinz Field, PNC Park or Stage A&E) or ride one of the Gateway Clipper boats to your destination. An inexpensive Uber ride gets you back to Mt Washington to enjoy a nightcap with one of the greatest views Pittsburgh has to offer!

Cozy Entire APT B Friendship Park & Free Parking

Ground Floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. This space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower. 🎈Smart lock w/ private entrance 🎈Luxurious waterfall shower head 🎈private parking lot 🎈Full equipped kitchen

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.

Breathtaking View of Pittsburgh! 3bd, king suite!

Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park