
Holiday houses in Oakdale
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Top-rated holiday rentals in Oakdale
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The “Dreamcatcher” Treehouse with Private Hot Tub
The "Dreamcatcher" Treehouse is a unique secluded hideaway perched high above the scenic ravine and rolling creek. In an enchanted wooded setting, a winding gravel pathway leads to the whimsical rope suspension bridge entering the treehouse. Stunning views await from floor to ceiling windows, and the spacious cantilevered deck with oversized hot tub and glass fire pit. With upscale modern design featuring beautiful cozy interiors and comfort at every turn, your stay will be a welcome retreat.

Stunning King Suite |Unbeatable Downtown Location!
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!

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 keurig coffee, WiFi & a smart TV for streaming.

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!

Family Farm Retreat Near Pittsburgh– Highland Cows
Peaceful farm stay near Pittsburgh in a newly updated 3BR, 3BA home overlooking a scenic Highland cow farm. Enjoy an open yet private setting just minutes from dining and attractions. Sleeps 8 with bright, modern spaces. Relax on the back deck with farm views, explore nearby trails, and unwind by the fire pit. Guests may have the chance to meet and feed the Highland cows across the road—a memorable experience for all ages. Near Pgh, The Meadows Casino, Peter’s Lake, and the Montour Trail.

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.

Dog Friendly Creek-side Getaway
Your family will be close to everything when you stay at this centrally-located place. 10-15 minutes from downtown Pittsburgh and the Airport and located on W Main Street with bars and restaurants in walking distance. Newly renovated and fully equipped 2 Bedroom and 1 Bathroom. Both bedrooms have a Queen Mattress and everything you will need. Upstairs laundry is located in the hallway between the bedrooms. You and your dogs will love the fenced in backyard right on Chartiers Creek!

Seneca Place: A historic home in Mount Lebanon.
Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

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.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!
Popular amenities for Oakdale holiday rentals
Other great holiday rentals in Oakdale

Renovated 2-BR Near City • Walkable & Comfortable

Highland Hideaway

Cozy Home Near Trolley-Easy Access to Pittsburgh

Cozy Carnegie Guest Suite

Charming Bellevue Hideaway • 1 BR Retreat

The Rain House ~ Lisbon, OH

Private Mt Lebanon Retreat Near Airport/Downtown

Cozy & Convenient | City-Airport
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Acrisure Stadium
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Petersen Events Center
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Moraine State Park
- National Aviary
- Schenley Park
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- PPG Paints Arena
- Randyland
- Cathedral of Learning





