Holiday rentals with a pool in Pittsburgh

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pittsburgh

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

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Loft in South Side Flats

4.64 out of 5 average rating, 84 reviews

Gym Pool Sauna | Kasa 1BD Apt in South Side 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.

Superhost

Home in Monroeville

4.85 out of 5 average rating, 156 reviews

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***

Guest favourite

Rental unit in Pittsburgh

4.86 out of 5 average rating, 7 reviews

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

Mediterranean Homestead with vineyard set on 2 acres 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 favourite

Home in Coraopolis

5 out of 5 average rating, 24 reviews

PIT Staycation Retreat with Pool House!

Heated pool open until 10/31 :) 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.

Rental unit in Monroeville

4.67 out of 5 average rating, 3 reviews

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.

Guest favourite

Townhouse in Bridgeville

4.97 out of 5 average rating, 34 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 which shares the gym equipment. The basement also has a large dining table that converts to a pool/ping pong table, large TV, and fireplace.

Home in Pittsburgh

4.78 out of 5 average rating, 9 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

Guest favourite

Rental unit in Pittsburgh

4.96 out of 5 average rating, 23 reviews

North Side Bungalow - Sleeps 8!

Enjoy all the conveniences of home in our spacious and cozy 2nd floor apartment on Pittsburgh's North Side. With this stay you will be centrally located near all that Pittsburgh has to offer. This beautiful and fully equipped apartment is perfect for single travelers, small family vacations, business trips, and special getaways. Grill your favorite foods by the heated pool, relax on the private porch or warm yourself by the firepit. North Side Bungalow has everything you need!

Superhost

Rental unit in Strip District

4.75 out of 5 average rating, 12 reviews

2BR 2BA Historic Loft Retreat With Pool

Enjoy a unique stay in the Steel City. This modern and industrial loft has everything you need for your relaxing vacation. When you aren’t taking the Steel City by storm, spend your days lounging by the swimming pool, relaxing in the hot tub or cozying up by the firepits. When you are ready to venture from your loft, the Strip District is just steps away. Please note: This is a loft-style apartment and the bedrooms do not have doors.

Rental unit in Strip District

4.93 out of 5 average rating, 14 reviews

2BR Historic Loft Retreat With Pool & Gym

Guest favourite

Loft in Strip District

4.95 out of 5 average rating, 313 reviews

Industrial Loft w/ lots of character & light.

One bedroom loft with exposed brick walls, exposed concrete floors, high ceilings, and lots on natural light. The unit is located in the main tower with common gathering spaces and concierge. The Complex has a pool, hot tub, business office, library, coffee and tea bar, gym and pool table. Great location at the Strip District, close to Downtown, the Convention Center, and just minutes from the PNC Park, Heinz Field & PPG Paints Arena.

Home in Cheswick

5 out of 5 average rating, 4 reviews

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.