Vacation rentals with a pool in Pittsburgh

Kasa | Studio w/ Gym & Pool Access | SoSide Flats

Stay in the vibrant South Side Flats neighborhood, just 10 minutes from PNC Park and 15 minutes from Acrisure Stadium and the Carnegie Museum of Art. Enjoy amenities like an indoor pool, outdoor grill, hot tub, and sauna. Explore nearby nightlife, cozy pubs, and unique shops. Want to venture out? Take a stroll along the walking and biking trails by the Monongahela River. Kasa’s tech-enabled apartments offer self check-in at 4pm and 24/7 guest support via text or phone, plus a Virtual Front Desk.

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Mediterranean Homestead with vineyard set on 1 acre overlooking Highland Park with Amazing grape arbored patio Sunset view FAST WiFi - PET FRIENDLY - TEMPURPEDIC BED - RAINFALL SHOWER - LAUNDRY - GARAGE PARKING Private Entrance to Huge Open Floor Plan Flat in finished basement of single family home with garage parking 4 min from Target in non-gentrified part of East Liberty/Penn Ave. Bakery Square/Whole Foods/Dinning/Bars/Tennis/Volleyball/Pool/Off Leash Dog Park/Playgrounds/Trails -6 min

Monroeville Bella

You will enjoy easy access to everything from this centrally located place. We want you to feel at home during your stay and will do our best to ensure a comfortable and enjoyable experience. We provide self-check-in instructions, When you come to your property, we'll be available to answer any questions you may have or address any issues that may arise. We've stocked the kitchen with basic cooking supplies and a few snacks .If you need anything during your stay, don't hesitate to reach out.

Cozy & Beautiful Pittsburgh Home

We designed this beautifully renovated 2-story home so you can feel at home while visiting Pittsburgh. Comfortable spaces, spacious rooms, lovely wood flooring throughout the home, and more. - 2-10 minutes drive from various UPMC hospitals. 7-20 minute scooter or bike ride. - 7-minute drive to CMU. 14 minute scooter or bike ride. - 5-minute drive to UPitt's Cathedral of Learning. 11 minute scooter or bike ride. - 5-minute drive from the historic South Side and Downtown Pittsburgh

Adorable 1 BR on the mount

Experience Pittsburgh living like a local in this cozy studio conveniently located near the Duquesne Incline. Enjoy the comforts of home, including a queen size bed, equipped kitchen, and bathroom. From here, take in the stunning views of the city or enjoy a variety of eateries and bars which are within walking distance. This space is ideal for short or long term stays. With ample street parking, you'll have the benefit to come and go with ease. No chore list checkout!

PIT Staycation Retreat with Pool House!

This property was designed for guests to make unforgettable memories with loved ones. Unwind with a memorable Staycation at this newly renovated oasis that comfortably entertains up to 6 adults + children under 12. Prime location just off I-79 is a close to PIT airport, PIT stadiums, RMU, Riverhounds' facility, hospitals, downtown & tons of shopping/dining. To maintain a quiet neighborhood, we respect “no party” and “quiet hours” rules with zero tolerance.

Playing Hooky

Want to get lost on a country road that is still close to town, Come vist Playing Hooky, a country dirt road and a secluded acre lot teeming with perennial flora, this 3 bedroom 2 bathroom home will delight all who enter. Highlights include a hot tub, above ground swimming pool, a 3 bay garage with loft above. Close proximity to Pittsburgh Field Club, Oakmont Golf course and a twenty minute drive to downtown Pittsburgh.

CozySuites | Modern 1BR, Lawrenceville

CozySuites proudly brings you our newest Condos in Pittsburgh. Located in the heart of Lawrenceville and convenient to all the chic dining and drinking options in town, this condo is perfect for leisure and business travelers! Like all CozySuites, this condo feature seamless check-in, fast wifi, thoughtful touches, and a tech-first approach – so you can live like a local and feel at home on the road.