Vacation rentals with a pool in Allegheny County

Kasa | Family 2BD with Gym & Sauna | 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.

The Burgh Beach House

Escape to The Burgh Beach House, where you can enjoy relaxing beach vibes, minutes from the heart of the Steel City! This poolside retreat offers the perfect balance of urban connivence and vacation style tranquility. 15 minutes from Downtown Pittsburgh, you'll have easy access to world class dinning, vibrant nightlife, and iconic attractions like PNC Park, Acrisure Stadium, Heinz History center and the Cultural District all while returning to a private poolside oasis! The Burgh Beach House!

Mayberry Escape

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

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

Plum Spring Farm - Historic Fun!

Plum Spring Farm of Bakerstown. Escape to this fabulous 6-bedroom 1840 farmhouse in Gibsonia, 25 minutes from downtown Pittsburgh. This 3 acre property sleeps up to 14 - there's plenty of space for all guests. Large groups can enjoy 3 separate living areas; a spacious family room with a gas fireplace and dinning, a cozy library, or a bright living room. Enjoy the convenience of a washer/dryer, 3 LED TVs, WiFi, microwave, Keurig, 2 ovens, air-fryer, state of the art range, gas grill, 2.5 bath.

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.

20 mins to Downtown- pool table & fenced yard

Only a quick 20 mins to downtown Pittsburgh! Get to PNC Park, Acrisure Stadium, Primanti Bros, Top Golf, and great shopping/eating in minutes. Walk to local grocery, bistro, and the pool (seasonal- ask for info). Vaulted ceilings, granite countertops, lanai, two outdoor fire pits, and fully fenced yard. Two upstairs bedrooms and one basement bedroom all with their own full bathrooms! The basement also has a large dining table that converts to a pool/ping pong table, large TV, and fireplace.

City-Edge Comfort • 4BR• Garage + Driveway

Welcome to Your Pittsburgh Getaway – Family & Pet-Friendly with Pool! Family- & pet-friendly 4BR/2BA luxury home with a private pool, crib, and fenced yard. Senior friendly split level with very few stairs. Just 7 mins to downtown, stadiums, and museums, 5 mins to Mt. Washington, 10 mins to Oakland & the Strip District, 15 mins to Lawrenceville & SouthSide Works. Enjoy curated artwork, open living, and a stylish, senior-friendly space. Perfect for families, sports fans, and city explorer.

Cima Palazzo - Mansion on the Hill

In-law suite in quiet upscale neighborhood. I call it Cima Palazzo or Mansion on the Hill. Italian decor. Access to a hot tub and backyard pool. My wife and I live in the main house. There are 2 bedrooms and 1 bath (which is accessible by going through master bedroom), a full kitchen with modern appliances and a living area. Master bedroom has a large walk-in closet. 2nd bedroom has a beautiful skylight. Access to a laundry room that is shared with the owner.

Stay & Relax in our Cozy 4bd 3ba w/Pool in Plum PA

We are glad to share our beautiful 3 bedroom plus den w/trundle bed, 3 baths & finished basement home that has been tastefully renovated & furnished. We have a beautiful pool and outside deck along with a fire table to sit and relax with a glass of wine after a nice meal on the BBQ grill. Our home is the only AirB&B in Holiday Park and we chose it for its location peacefulness and tranquility. Go ahead and stay with us, you will return home fresh and energized.

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.

3BR Home w/ Pool, Deck, Scenery, near Pittsburgh

Enjoy the perfect family getaway in this centrally located, fun-filled retreat! Just minutes from top attractions—amusement parks, restaurants, cafes, a movie theater, and family-friendly entertainment—you’ll never run out of things to do. When it’s time to unwind, relax at home with your own private above-ground pool or challenge each other to a game of pool in the lower level game room! No locals please.