Holiday rentals in Oakdale

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Top-rated holiday rentals in Oakdale

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Guest favourite
A spacious living area features a comfortable gray sectional sofa arranged around a wooden coffee table. Floor-to-ceiling windows offer views of the outdoors, complemented by natural light. A modern kitchen with sleek appliances and a dining area is visible in the background.
Chalet in Mt. Lebanon
4.92 out of 5 average rating, 91 reviews

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.

Top guest favourite
A refreshing swimming pool is framed by a spacious patio lined with lounge chairs and umbrellas. Lush greenery surrounds the area, providing a relaxing atmosphere. A stone fireplace is visible in the background, contributing to the overall outdoor retreat feel.
Home in Carnegie
5 out of 5 average rating, 13 reviews

The Burgh Beach House

Escape to The Burgh Beach House, where you can enjoy relaxing beach vibes, minutes from the heart of the Steel City! This poolside retreat offers the perfect balance of urban connivence and vacation style tranquility. 15 minutes from Downtown Pittsburgh, you'll have easy access to world class dinning, vibrant nightlife, and iconic attractions like PNC Park, Acrisure Stadium, Heinz History center and the Cultural District all while returning to a private poolside oasis! The Burgh Beach House!

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
4.98 out of 5 average rating, 242 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 keurig coffee, WiFi & a smart TV for streaming.

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, 87 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!

Top guest favourite
Home in Venetia
5 out of 5 average rating, 16 reviews

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.

Superhost
A scenic view of Chartiers Creek is presented, with a calm waterway bordered by bare trees. The nearby houses exhibit varying designs, including a gray structure and a yellow one, set against a backdrop of gently rolling hills under a partly cloudy sky.
Home in Carnegie
4.84 out of 5 average rating, 57 reviews

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!

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, 141 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
Guest house in McDonald
4.98 out of 5 average rating, 61 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, 54 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.

Guest favourite
A charming brick home is seen from the front, featuring a gabled roof and an inviting porch with white railings. A flag hangs prominently by the entrance, while a small yard with grass is adjacent. Air conditioning units are visible beside the home.
Home in Bridgeville
4.91 out of 5 average rating, 166 reviews

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

Top guest favourite
The kitchenette features a blend of modern and vintage elements, including a retro-style refrigerator and a stone accent wall. Open shelving displays dishware, while a stainless steel sink is accompanied by a countertop and kitchen appliances. Natural light enters through a window beside the kitchenette.
Guest suite in Carnegie
4.98 out of 5 average rating, 54 reviews

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.

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, 103 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

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