
Holiday rentals in Oakdale
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Top-rated holiday rentals in Oakdale
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Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

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!

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!

Head to Pittsburgh From Mt. Lebanon Cottage
Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

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.

Spacious 3BR Retreat! Fire Pit & Free Parking!
Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

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.

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!
Popular amenities for Oakdale holiday rentals
Other great holiday rentals in Oakdale

Luxury Skyline-Experience Walk to Overlooks

Unique Historic Chapel Home in Glendale

Cozy Carnegie Guest Suite

Peaceful Giant House close to city

Cozy Cabin Feel • Large Yard • Dog Friendly • Bar

20 mins to Downtown- pool table & fenced yard

Country Chic Guesthouse!

Newly built home—Minutes to Airport & Downtown
Destinations to explore
- Philadelphia Holiday rentals
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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
- Stage AE
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Schenley Park
- Kennywood
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- McConnells Mill State Park
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning





