Vacation rentals with a pool in Downtown Pittsburgh

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Top-rated rentals with a pool in Downtown Pittsburgh

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Apartment in Pittsburgh
New place to stay

Pittsburgh Strip District Apt, Minutes to Stadiums

Stay in the heart of Pittsburgh’s Strip District, one of the city’s most sought-after neighborhoods. This first-floor studio/one-bedroom at Edge 1909 sleeps 3 and features a private patio. Step outside and find yourself central to the city’s top restaurants, coffee shops, river trails and markets. Just minutes to the North Shore, Acrisure Stadium, and PNC Park (5–10 min drive, ~20 min walk). Enjoy modern amenities including a fitness center, lounge, and secure entry—perfect for NFL Draft stays.

Superhost
A cozy stone patio is covered with a grape arbor, offering shade and inviting seating arrangements. A small table adorned with flowers is surrounded by chairs, while potted plants and greenery add to the serene outdoor setting. The area is easily accessible and well-maintained.
Apartment in Pittsburgh
4.91 out of 5 average rating, 22 reviews

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

Guest favorite
Home in Pittsburgh
5 out of 5 average rating, 5 reviews

A beautiful cozy home away from home!

Bring the whole family to this newly remodeled cozy home with lots of room for fun. Located in a quite neighborhood in Penn Hills. 6 miles to Monroeville, 16 mills to Downtown Pittsburgh and 15 miles to Acrisure and PNC Park! 1 King bedroom 1 Queen bedroom 1 Full bedroom 1 set of bunk beds in the play room (bottom bunk is a double bed) 1 Private driveway Beatiful equipped Kitchen washer/dryer WI-FI There is a full apartment downstairs of the home. It is fully occupied and not accessible!

Guest favorite
The living room features vaulted ceilings and large windows, allowing natural light to fill the space. Comfortable leather seating is arranged around a rustic coffee table, with a modern entertainment unit and a fireplace in the background, enhancing the inviting ambiance.
Townhouse in Bridgeville
4.95 out of 5 average rating, 74 reviews

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.

Superhost
Home in Highland Park
4.76 out of 5 average rating, 104 reviews

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.

Home in Pittsburgh
5 out of 5 average rating, 4 reviews

*Posh Pittsburgh* 2-story suite with pool & 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.

The exterior of a two-story home is depicted, featuring a well-maintained lawn and patio area. Two white chairs are positioned under a covered entryway, while the garage door and multiple windows enhance the facade. Lush greenery frames the scene, highlighting the welcoming atmosphere.
Home in Pittsburgh
4.75 out of 5 average rating, 12 reviews

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

Superhost
A private pool glistens in a vibrant blue, surrounded by a spacious deck. Lounge chairs with orange cushions are placed nearby, and a shaded seating area is visible under a large umbrella. Lush greenery and tiered wooden decking create a tranquil outdoor atmosphere.
Home in Brookline
4.93 out of 5 average rating, 15 reviews

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.

Guest favorite
Home in West Mifflin
4.93 out of 5 average rating, 15 reviews

NFL Draft- 13 mi to Acrisure, w/ Pool Sleeps 10

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.

Top guest favorite
A newly renovated pool area features a sparkling blue pool surrounded by a spacious patio. Comfortable lounge chairs are positioned along the edge, with trees and a privacy fence providing a secluded setting. A pool house is visible in the background against a colorful sky.
Home in Coraopolis
5 out of 5 average rating, 42 reviews

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.

Top guest favorite
A refreshing swimming pool is framed by a spacious patio lined with lounge chairs and umbrellas. Lush greenery surrounds the area, providing a relaxing atmosphere. A stone fireplace is visible in the background, contributing to the overall outdoor retreat feel.
Home in Carnegie
5 out of 5 average rating, 11 reviews

NFL Draft Ready Home!

The Burgh Beach House is NFL Draft ready and available April 20th-April 26!! Don't miss your chance to lock in the ultimate draft week getaway! Book now before it's gone! 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!

Apartment in Pittsburgh
4.67 out of 5 average rating, 3 reviews

CozySuites Deluxe SDO, 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.

Popular amenities for Downtown Pittsburgh rentals with a pool

Quick stats about vacation rentals with a pool in Downtown Pittsburgh

  • Total vacation rentals

    Explore 20 vacation rentals in Downtown Pittsburgh

  • Nightly prices starting at

    Downtown Pittsburgh vacation rentals start at G$16,738 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Downtown Pittsburgh vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Downtown Pittsburgh rentals

  • 4.7 Average rating

    Downtown Pittsburgh stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Downtown Pittsburgh's top spots, include PNC Park, Point State Park, and Senator John Heinz History Center