Holiday rentals with a pool in Allegheny County

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

Luxury 1BDWith Balcony+StunningWaterfrontViews

This is a modern 1-bedroom apartment nestled in the heart of Pittsburgh. With a private balcony that opens up to sweeping views, every sunrise and sunset becomes your personal show. Inside, you’ll find a thoughtfully designed space with clean lines, contemporary finishes, and an open layout that blends comfort with style. The living area is bathed in natural light, the kitchen is fully equipped with stainless steel appliances and the bedroom offers a cozy, quiet escape from the city’s energy.

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.

The Quiet City House w/ Pool

Nestled on a dead-end street in Lincoln, an up & rising URBAN neighborhood, this home is a hidden gem. 1500+ sq. ft of living space. Free on street parking. Ample side yard space. Outdoor above ground 4ft pool w/privacy deck & grill open May-Sep 1st. Not suitable for small children. Very short distance from the East Liberty hot spots! Nearby Pittsburgh's hospitals & universities. 8 miles from Acrisure Stadium & PNC Park. Potential for periodic noise due to trucks accessing a lot next door.

*Posh Pittsburgh* luxury 2-story suite with patio

Where elegance meets enchantment—this luxury retreat features a dazzling glass staircase, emerald forest views, a serene pool & spa, high-end appliances, and feng shui interior design. Enjoy a marvelous walk-in closet with granite island, luxurious skylit bathrooms, ample parking, and a two-story balcony for elevated living. Feel like a celebrity here where A-listers filmed scenes from the movie, Adventureland. This is more than a stay—it’s a rare experience in comfort and exclusivity.

4BR • 11 Min to Acrisure • Sleeps 10 •Free Parking

Perfect for groups visiting Pittsburgh for the 2026 NFL Draft 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.

3BR, 2 Bath Home -Pool, Scenary, 20 mins to Pgh

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. Air mattress available for 2 additional guests in Gameroom. No locals.

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.