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
4.89 out of 5 average rating, 201 reviews

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!

Guest favourite
A cozy parlor is adorned with deep red walls and vintage decor. Two large velvet couches are positioned around a wooden coffee table. A vintage organ sits against one wall, complemented by a blue stained-glass light fixture overhead. Framed artwork and decorative elements enhance the unique atmosphere.
Flat in Pittsburgh
4.93 out of 5 average rating, 102 reviews

The Weary Traveler

A haunting place for weary travelers that rests just above a curious little shop in the Allentown neighborhood of Pittsburgh. Established in 1903, the old bones of this building have a lot of magic hidden in them and the owners of The Weeping Glass have brought them back to life in this extension of their curiosity shop. Minutes from other off beat and unique businesses and a short ride to down town and the South Side. Please note that due to demand, our cancelation policy is extremely firm.

Superhost
Home in Midway
4.82 out of 5 average rating, 11 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
The exterior of a welcoming house displays a covered front porch with a wooden railing and a set of steps leading to the main entrance. Hanging planters adorn the porch, and a light brown door is centrally positioned under a gabled roof.
Loft in Sewickley
4.92 out of 5 average rating, 145 reviews

Sewickley Village

STUDIO APARTMENT on lower level of house (basement) with 1 large window. A cozy space with a convenient short walk to Sewickley Village: grocery store, restaurants, sports bar, pharmacy, library, YMCA. You have the entire space to yourself. This is a LARGE 1 ROOM studio apartment. Total privacy and separate entrance. Beds are: 1 Queen bed and 1 sofa that can be used as a full size bed. *You may hear foot traffic & other noises above (pets, etc). If this is an issue this space is not for you.

Top guest favourite
Townhouse in Mt. Lebanon
4.99 out of 5 average rating, 173 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!

Top 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, 133 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 spacious living area features a comfortable sectional sofa and a pair of armchairs, accented by soft seating cushions. Large windows are adorned with sheer curtains, allowing natural light to brighten the room. A decorative area rug lies on the hardwood floor, and small tables complete the arrangement.
Home in Mt. Lebanon
5 out of 5 average rating, 143 reviews

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.

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, 246 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.

Guest favourite
A light-filled living area features a spacious sectional sofa and a coffee table, complemented by decorative pillows and soft furnishings. A wall clock indicates the time, while a dining space with a wooden table is visible in the background, enhancing the open layout.
Townhouse in Pittsburgh
4.85 out of 5 average rating, 275 reviews

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.

Top guest favourite
Guest house in McDonald
4.99 out of 5 average rating, 69 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
4.96 out of 5 average rating, 57 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.

Popular amenities for Oakdale holiday rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Oakdale