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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Superhost

Home in Monroeville

4.85 out of 5 average rating, 165 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***

Superhost

Flat in Pittsburgh

4.94 out of 5 average rating, 16 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

Superhost

Flat in Monroeville

4.9 out of 5 average rating, 10 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.

Superhost

Townhouse in Bridgeville

4.98 out of 5 average rating, 47 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.

Home in Pittsburgh

4.8 out of 5 average rating, 10 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

Home in Pittsburgh

4.98 out of 5 average rating, 46 reviews

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!

Superhost

Home in Coraopolis

5 out of 5 average rating, 25 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.

Home in Pittsburgh

4.87 out of 5 average rating, 38 reviews

Relax in our beautiful home w/pool (Holiday Park)

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 AB&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.

Townhouse in Lawrence

5 out of 5 average rating, 6 reviews

High Ceilings* Cozy* Spacious* Big TV*

This is a renters paradise with tons of space, high ceilings, cozy, comfortable, modern, centrally located with tons of amenities. Close to shopping, bars, restaurants, entertainment, schools, parks, hospitals, and more. Close to Walmart, Top Golf, Costco and downtown in 15+ minutes. This whole house includes an additional in-law suite in the basement with full bath, kitchen and beds. Private patio with grills, table and chairs.

Home in Cheswick

5 out of 5 average rating, 5 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.

Flat in Pittsburgh

4.76 out of 5 average rating, 51 reviews

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.

Home in New Kensington

4.4 out of 5 average rating, 30 reviews

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Relax with the whole family at this peaceful place to stay. This four bedroom home is fully furnished to be a home away from home, making this place perfect for a quick weekend trips from the city, family getaways, or to work remotely for an extended-stay! Guests have access to the ENTIRE house with seasonal private pool, large deck, private hot tub, and fire pit!