Holiday houses in Oakdale

Mt. Lebo Family Chalet 8 Guests w/ Outdoor Spaces

🌲 Escape to your own private woodland retreat in the heart of Mt. Lebanon. one of Pittsburgh's most desired neighborhoods. Tucked among the trees yet just 5 minutes from shops, dining, and entertainment, this stunning 4BR/4BA modern chalet offers the best of both worlds. Flooded with natural light and packed with indoor and outdoor living space, it's perfect for family gatherings, game day weekends, holidays, and reconnecting with friends. Private parking. Peaceful setting. Unforgettable stays.

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!

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 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, Justabout Winery, Meadows Casino, Peter’s Lake, and Montour Trail.

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.

The Silo @ Red Mud Hollow Farm

Escape to something truly one-of-a-kind in this beautifully crafted grain bin silo guest house tucked into a peaceful, wooded setting in Sewickley, PA. Whether you’re looking for a romantic getaway, a quiet retreat, or a cozy home base near Pittsburgh, this brand-new build blends rustic charm with modern comfort. This isn’t just a place to stay — it’s an experience. From the unique architecture to the peaceful setting, The Silo offers the perfect blend of privacy, style, and accessibility.

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!

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.

Lanterns End ~ Lisbon, OH

Lantern's End | Sleeps 4 • Hot Tub • Sauna • Outdoor Shower Tucked among the trees in Lisbon, Ohio, Lantern's End is a peaceful 2-bedroom, 2-bath cabin designed for rest and relaxation. Enjoy a private hot tub, sauna, outdoor shower, balcony, and porch surrounded by nature. Inside, warm wood interiors blend rustic charm with modern comfort, including WiFi, smart TVs, a fully equipped kitchen, and laundry. Just minutes from Beaver Creek State Park, wineries, and local favorites.

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!

A Good Home

A Good Home, located 15 minutes from downtown Pittsburgh, nestled in the charming Oakwood neighborhood featuring, cobblestone streets and a welcoming community. The home offers easy access to major routes, shopping, and dining. Close to fast-food chains and local restaurants. Free parking is available in the private two-space driveway as well as on the street. This pet- and family-friendly home is perfect for a comfortable, and convenient stay.