
Holiday rentals in Oakdale
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Top-rated holiday rentals in Oakdale
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Cultural District new King Suite whirlpool tub
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Retreat in countryside / 2 Golf Clubs
Recharge from city life at our serene countryside home just 40 minutes from Pittsburgh, 13 minutes from PIT airport. While here, catch a show at Star Lake Pavillion, or golf at Quicksilver. Our home offers tranquility, only interrupted by chirping of birds, crowing of roosters, and various nature's sounds. You may catch a glimpse of a flock of wild turkeys. Perfect for those seeking peace, quiet, and renewal. Use "99 Saint John St, Midway, PA 15060" as a point of reference for your planning.

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Cozy Bright Mt. Leb Cottage | 2 m to T to Stadiums
Relax with the whole family at this peaceful place to call your own. This lovely 3 bedroom cottage welcomes you and your guests in a private setting. This home has been updated and is a perfect place to feel right at home whether you are visiting family and friends or here on a business trip. Everything is here for you, from kitchen items, toiletries, washer and dryer and plenty of great outdoor areas to finish your evening on a great note. Lovely children's park down the street as well.

Groovy Retro Get-Away
With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including coffee, WiFi & a smart TV for streaming.

Casita/Guesthouse in South Fayette
New, modern 1-bedroom guesthouse in South Fayette, PA—just 15 minutes from the airport and easy drive to downtown Pittsburgh. Features a full kitchen with stainless-steel appliances, bright dining area, cozy living space, and private bath with walk-in shower. Enjoy high-speed Wi-Fi, smart TV, washer/dryer, and A/C. Private bedroom with king bed and queen sofa pull out bed, perfect for family/friends. This clean, modern casita offers you with everything you need to feel right at home.

Rolling Acres Farm
Take it easy at this unique and tranquil getaway. This beautiful farm house was built in 1830 and sits on 200+ acres. Relax in the rocking chairs on the front porch while you watch the sun set over the hills and imagine days gone by. Enjoy the country without giving up the convenience to attractions. The property is adjacent to Quick Silver Golf Course, is only a mile from PA Turnpike 576, 16 minutes to Robinson Town Center, 19 minutes to Bridgeville and so many more attractions.

The Lily Pad Cabin
Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table
“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

Highland Hideaway
Enjoy a tranquil stay on our working farm. You can sit on the front porch and watch the Scottish Highland cows and mini donkeys. A peaceful setting not far from Pittsburgh, several wedding venues and Star Lake Pavilion. Just note, we are a working farm so at times there will be machinery noise, tours happening, farm smells and animals noise that comes with it. If you stay with us during tour days; you are more than welcome to join in for free!

Unique Historic Chapel Home in Glendale
Skip the cookie-cutter stay and settle into a one-of-a-kind converted chapel with soaring ceilings, original pendant lighting, and an airy open layout that feels anything but ordinary. This thoughtfully renovated retreat features 2 king bedrooms, 1 bathroom, a fully stocked kitchen, free street parking, and a large yard with outdoor seating and string lights. Stylish, spacious, and easy to settle into for a memorable Pittsburgh stay.
Popular amenities for Oakdale holiday rentals
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Destinations to explore
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Sri Venkateswara Temple
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Schenley Park
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- McConnells Mill State Park
- Randyland
- Senator John Heinz History Center
- Carnegie Museum of Art
- Cathedral of Learning
- Duquesne University





