Vacation 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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A spacious living area showcases a large, comfortable sofa and a stylish coffee table perched on a textured area rug. A sleek television cabinet beneath a flat-screen TV offers practical storage. Large windows allow natural light to illuminate the room, enhancing the overall welcome.

Apartment in South Side Flats

4.57 out of 5 average rating, 181 reviews

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.

Superhost

A vibrant in-ground pool is framed by a spacious deck and shaded by a stylish gazebo. Lush greenery surrounds the area, providing a sense of privacy. Comfortable seating for relaxation is visible nearby, highlighted by a striking red umbrella that adds a pop of color.

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***

Guest favorite

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

4.94 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

Guest favorite

A serene bedroom features a spacious bed dressed in white linens and a yellow striped throw. A decorative pillow adds a touch of texture. A bedside lamp provides soft illumination, complementing the floral artwork displayed above the bed.

Apartment 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.

Top 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

4.98 out of 5 average rating, 45 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.

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

4.8 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

Top guest favorite

A cozy studio space features a queen bed adorned with decorative pillows and a streamlined rug underneath. A modern television is mounted on the wall above a decorative fireplace. A dining table is set for two, and a comfortable couch offers additional seating.

Home in Pittsburgh

4.98 out of 5 average rating, 45 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!

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, 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.

Guest favorite

An exterior view of a two-story home with a beige façade and a brown roof. A double garage is visible, along with a neatly landscaped front yard featuring shrubs and decorative stones. The property is flanked by green grass and neighboring homes in the background.

Townhouse in Lawrence

5 out of 5 average rating, 5 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.

An above-ground swimming pool is visible in a grassy area, accompanied by a pink swing chair and a decorative trellis. A hot tub sits on a stone patio, surrounded by planters filled with blooming flowers. Lush trees provide a backdrop to the serene outdoor space.

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.

A modern living area is highlighted by a comfortable gray sofa, accented with yellow pillows. A flat-screen TV rests on a light wood media console, with greenery in a pot nearby. The kitchen features sleek cabinetry and stainless steel appliances, creating a welcoming space.

Apartment 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.