Holiday rentals in Squirrel Hill

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Sq. Hill 🏡 Frick Park 🚵‍♀️ Parking 👑 King Bed

Newly remodeled 4BR/2.5BA home on a quiet Squirrel Hill street—steps to Frick Park & Blue Slide Park. Sleeps 8 (king + memory-foam beds). Cook in the fully stocked kitchen w/stainless appliances, coffee & tea bar, dine at the table for 6 + breakfast bar, then unwind with fast Wi-Fi, dedicated workspace, Roku TV, DirecTV Stream, and in-home washer/dryer. Easy keypad self check-in , driveway and easy street parking. Walk to Murray Ave shops, cafes & 2 Starbucks. Minutes to CMU, Pitt & downtown.

Cozy King Suite Just off Walnut

In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

Near Hospitals + Great Food, w/ Off-Street Parking

Simple, comfortable, and steps from some of Pittsburgh’s best food—this 1BR/1BA Bloomfield apartment puts you in the heart of it all. A short walk to Apteka, Tessaro’s, Fet Fisk, West Penn Hospital, and more. Enjoy free off-street parking (hard to find here!), fast Wi-Fi, a well stocked kitchen, and a remote work setup. Whether you're grabbing dinner down the block or catching up on a show with local coffee in hand, this space offers unbeatable value in one of the city’s most walkable spots.

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Lux King Bed | Free Parking + Gym | UPMC+CMU+Pitt

✨ Welcome to our stylish and modern studio apartment in the heart of Shadyside! This fully furnished suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage Room

Cheerful 4 Bedroom Home with seasonal hot tub!

Coming to Pittsburgh but need more space and privacy than a hotel. Well, ditch the hotel or your in law's home and book this amazing home in the Squirrel Hill South Neighborhood. With great access to downtown Pittsburgh, PNC Park and Heinz Field you'll love this for sporting events. Just a short 3 mile drive to Carnegie Mellon and the University of Pittsburgh; so, whether you are coming in for a weekend to see you college student or graduation, the Steel City Getaway has you covered!

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng

Unique and family oriented modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Walk to CMU, Pitt, Shadyside! King Suite! Parking!

This remodeled apartment is in an ideal location in Shadyside close to CMU, Pitt, Walnut Street and much more! My apartment features a deck, open-concept layout, bedroom with a walk-in closet, central air, and free laundry. One parking spot is available for free if you reserve it in advance. The apartment sleeps 4 people. The bedroom has a king bed. The living room has a sofa couch that very conveniently folds down to transform into a queen-sized bed.

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

New & Cozy Apt in Squirrel Hill

Welcome to our newly renovated walk-out basement unit in Squirrel Hill, one of the safest neighborhoods of Pittsburgh. It is central to all of the best attractions. Pittsburgh downtown is only 15 minutes drive. The unit enjoys proximity to Frick Park, Schenley Park, Carnegie Mellon University, University of Pittsburgh, grocery stores, cafes, restaurants, shops, movie theater, and local amenities on Murray, Forbes, and Shady avenues.

Lovely, cozy Murray guest suite in Squirrel Hill

This lovely and cozy one-bedroom guest suite is located in a safe and convenient neighborhood in the heart of squirrel hill. The suite is fully renovated with welcome color and modern furniture. The suite has a private entrance. There are shared laundry facilities for our guests. Our high quality bedding ensures you have a nice rest after a busy day. It is only minutes from nearby restaurants. Very close to Pitt and CMU.