Holiday rentals in Oakdale

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Top-rated holiday rentals in Oakdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 249 reviews

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!

Top guest favourite
The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.
Houseboat in Blawnox
4.99 out of 5 average rating, 102 reviews

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!

Superhost
Home in Midway
4.83 out of 5 average rating, 12 reviews

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.

Top guest favourite
Townhouse in Mt. Lebanon
4.99 out of 5 average rating, 180 reviews

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!

Guest favourite
A bright living room highlights a modern sectional sofa adorned with yellow cushions, paired with a mid-century armchair. A wooden coffee table sits at the center, complemented by a woven area rug. Natural light filters through the windows, enhancing the inviting atmosphere.
Home in Mt. Lebanon
4.94 out of 5 average rating, 137 reviews

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.

Top guest favourite
A retro-inspired kitchen is equipped with mint green appliances and sleek white cabinetry. Countertops are complemented by a backsplash of white tiles, while natural light enters through a window with horizontal blinds. A dining table is positioned nearby, enhancing the kitchen's functionality.
Bungalow in Carnegie
4.97 out of 5 average rating, 248 reviews

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.

Top guest favourite
Guest house in McDonald
4.99 out of 5 average rating, 79 reviews

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.

Guest favourite
A historic farmhouse built in 1830 stands prominently, featuring a white exterior with black shutters. A central staircase leads to the entrance, flanked by small bushes. The expansive front porch is supported by decorative columns, surrounded by a landscape of fallen leaves and bare trees.
Home in McDonald
4.97 out of 5 average rating, 59 reviews

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.

Top guest favourite
An inviting living space features a brown leather sofa and a window adorned with dark curtains. Natural wood paneling enhances the cozy atmosphere, while a small Christmas tree adds a festive touch. The open layout connects to a dining area with wooden chairs and table.
Cabin in South Park Township
4.99 out of 5 average rating, 105 reviews

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.

Top guest favourite
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 500 reviews

“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.

Top guest favourite
Guest house in McDonald
5 out of 5 average rating, 22 reviews

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!

Guest favourite
A spacious living room showcases lofty ceilings with pendant lights. A large, tufted sofa and soft accent chairs are positioned around a light area rug. Natural light filters through windows, illuminating a wall art piece and an entertainment unit across from the seating area.
Home in Heidelberg
4.97 out of 5 average rating, 64 reviews

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