Vacation rentals with a pool in Allegheny County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Allegheny County

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

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Superhost

Home in Monroeville

4.84 out of 5 average rating, 161 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

Rental unit in Pittsburgh

4.92 out of 5 average rating, 12 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

Rental unit in Monroeville

4.83 out of 5 average rating, 6 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 favorite

Townhouse in Bridgeville

4.97 out of 5 average rating, 37 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.

Guest favorite

Rental unit in Pittsburgh

4.96 out of 5 average rating, 25 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!

Rental unit in Canonsburg

4.67 out of 5 average rating, 9 reviews

SouthPointe Charm | Golf. Free Breakfast

Travel in style at Homewood Suites Pittsburgh SouthPointe Hotel, that seamlessly blends design and functionality offering the modern amenities you need to stay refreshed and focused. Located close to area attractions like: ✔Football games at Steelers Stadium ✔Golf playing at Valley Brook Country Club ✔Spectacular panorama of Pittsburgh on bard of the Duquesne Incline ✔Interactive exhibits at Carnegie Science Center ✔Rides into the past at the Pennsylvania Trolley Museum

Guest favorite

Guest suite in Gibsonia

4.92 out of 5 average rating, 113 reviews

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.

Guest favorite

Home in Coraopolis

5 out of 5 average rating, 24 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.

Superhost

Home in Pittsburgh

4.89 out of 5 average rating, 36 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.

Superhost

Rental unit in Pittsburgh

4.62 out of 5 average rating, 13 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.

Guest favorite

Loft in Pittsburgh

4.95 out of 5 average rating, 324 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.

Superhost

Home in Wexford

5 out of 5 average rating, 3 reviews

Spacious House w/ Pool @Wexford

Spacious, Family-friendly, and Accessible home in the heart of Wexford. Enjoy the privacy of a house with a swimming pool, just minutes from shopping, bars, and restaurants. This home offers 5 bedrooms, a dining area, a backyard, a game room, and a pool. Stylishly designed, it also features high-speed internet and a Smart Home Security system for added guest safety. Perfect for families looking for a comfortable and convenient stay.