Holiday rentals with a pool in Washington County

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

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 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.

*Posh Pittsburgh* 2-story suite w/ pool & hot tub

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.

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

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.

Cozy Home in Pgh area w / Pool, Sleeps up to 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.

Waterfront Resort Escape

Escape to this stunning riverfront home just 35 miles south of Pittsburgh. Perfect for family retreats, bachelor and bachelorette parties, or a weekend getaway with your best friends. The home features two fully-equipped kitchens, ideal for preparing meals and entertaining large groups, plus an outdoor kitchen perfect for grilling and enjoying riverside dining. Dive into luxury with a private pool, where you can enjoy sunny days by the water with beautiful views of the river.

Rooftop Deck | Perfect for Entertaining | Upscale!

Soak up jaw-dropping skyline views from four private outdoor spaces—including a full rooftop deck with grill, fire pit, bar seating & games. Perfect for families and groups, this 5-floor South Side Slopes retreat features a game-packed basement (ping pong, pool, darts), luxe primary suite (with city views!), spacious living areas, garage parking, and even a massage-chair “man cave.” The ultimate Pittsburgh stay for gathering, relaxing & making memories.

NFL Draft Luxe Studio | Pool, Firepit Oasis

Architect-designed eco-luxe studio retreat perfect for your NFL Draft stay. This modern net-zero space features soaring windows, and a flexible open layout. Unwind in your private backyard oasis with a heated pool, waterfall, fire pit, jacuzzi tub and outdoor lounge. Walk to CMU, Pitt, museums, and parks, with quick access to downtown Draft events. A serene, design-forward escape just minutes from the action. This unique place has a style all its own.

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!

Mountain Top - Get-a-way Cabin with Covered Deck

Escape to our peaceful cabin in Claysville featuring 3 cozy bedrooms. Surrounded by state game lands, enjoy panoramic views of three states, stunning sunrises and sunsets, and incredible stargazing thanks to low light pollution. Relax on the covered deck, listen to the birds, and spot wildlife like deer, turkey, bobcats, and even bears. Secluded yet close to shops, dining, historic Washington County, and Cabela’s.