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.

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.

Pollinator’s Paradise *2BR; sleeps 7; park free!

Private 2nd and 3rd floor apartment in the family friendly Brookline neighborhood of Pittsburgh. Ten minute drive to downtown and Strip District, fifteen minute drive to hospitals, Universities, stadiums. Bus stop one block and T-station one mile away. The peaceful front porch is a great place to watch the sun set and the relaxing back yard has multiple perennial gardens perfect for making your own cut flower bouquet. One off street parking spot and access to washer and dryer in the basement

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.

Brush Run Cottage

A comfortable private lower level (no stairs) apartment in the lower level of our home. We are in a country setting near interstate 79. Casual decor in a private space. Attractions 10-25 minutes of this location include: Key Bank Pavilion, Montour Trail, Southpointe Business Park, Southpointe Golf Club, dining, Meadows Racetrack and Casino, Tanger Outlets, Cemetery of the Alleghenies, Washington & Jefferson College as well as all of the attractions downtown Pittsburgh has to offer.

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

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.

Cozy Carnegie Guest Suite

Welcome to our cozy Carnegie guest suite. Our spot is conveniently located between Pittsburgh International Airport and downtown Pittsburgh. We're a one-minute walk to Carnegie Station, which can take you by bus into downtown Pittsburgh in 15-20 minutes, and walking distance to Carnegie's main street. The private guest suite includes a spacious bathroom, cute kitchenette, and bedroom/living room area. Dedicated parking spot and private entrance through shared backyard.

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.

The Oakwood House

Welcome to The Oakwood House A private retreat just minutes from the PIT Airport. Comfort and convenience, a spacious 5-bedroom home designed with groups and families in mind with 2.5 bathrooms, hot tub and outdoor oasis. This home blends luxury and practicality for an unforgettable stay. Whether you’re in town for a weekend getaway, family gathering, or business trip, you’ll love being just minutes away from dining, shopping, and the city’s best attractions.