Vacation rentals in Oakmont

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Top-rated vacation rentals in Oakmont

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

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Top guest favourite
A modern kitchen showcases light wood cabinetry paired with dark lower cabinets. Stainless steel appliances, including a refrigerator and microwave, are prominently featured. A gas cooktop is positioned on a spacious island, which offers ample counter space and is well-lit by an overhead light fixture.
Home in Verona
4.96 out of 5 average rating, 26 reviews

Ranch Home: Cozy & Modern!

Kick back and relax in this modern ranch style home! Enjoy a soothing bath with the warmth & ambiance of the fireplace. There is a back porch that has seating coupled with a fire pit. You could park 2-3 vehicles in the driveway. There is also plenty of parking available on the street. LOCATION: You are roughly 2.8 miles from Oakmont, which offers many entertainment options! Oakmont Country Club is only 3.9 miles away. The home is 12.8 mi from downtown Pittsburgh, where the stadiums are!

Top guest favourite
A scenic view of the marina shows several boats docked at floating piers, with lush green hills framing the background. The tranquil waters reflect the soft clouds above, creating a peaceful river setting ideal for relaxation and recreation.
Apartment in Verona
4.95 out of 5 average rating, 128 reviews

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Guest favourite
The exterior of the historic log house is visible, showcasing its rustic charm with exposed logs. Vibrant foliage in shades of red and orange surrounds a furnished porch, while fallen leaves blanket the ground. The entrance is accessible via a small set of stairs.
Home in Verona
4.86 out of 5 average rating, 315 reviews

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 285 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Top guest favourite
Apartment in Verona
4.94 out of 5 average rating, 33 reviews

Oakmont Area - Carriage House

Carriage House apartment in East Oakmont is minutes away from Oakmont Country Club and is also close to Longwood at Oakmont and Presbyterian SeniorCare. Two parking spaces provided. Owners live on-site, but are very hands-off unless you need us! TONS of restaurants, shops, and breweries within minutes. The town of Oakmont is one mile away and the infamous Oakmont Bakery is just down the hill. Easily accessed from the PA Turnpike and from Route 28. 11 miles from downtown Pittsburgh.

Superhost
A cozy studio featuring a spacious bed with a bright yellow blanket and decorative pillows. Green accent walls provide a vibrant touch. A kitchenette and comfortable seating area can be seen in the background, creating a welcoming environment.
Apartment in Swissvale
4.87 out of 5 average rating, 89 reviews

The Pop Art Studio - Cool, Convenient & Commutable

Conveniently located off of highway 376, tucked away in a Swissvale neighborhood, this newly renovated studio has everything you need for a visit to Pittsburgh. The unique interior design and lovely private patio make our apartment stand out from the rest. Ground floor- no steps required! Parking is free on our street. Enjoy proximity to all Pittsburgh has to offer! Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.

Guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Apartment in Pittsburgh
4.91 out of 5 average rating, 484 reviews

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.

Top guest favourite
An inviting living area is showcased, featuring a deep blue sofa with a decorative pillow. A wooden coffee table is center stage, accompanied by a small side table with a colorful lamp. A potted plant adds a touch of greenery, complementing the warm orange walls.
Apartment in Oakmont
5 out of 5 average rating, 33 reviews

Upstairs Flat in a Historic Craftsman Big Bungalow

Experience a comfortable stay in our charming bungalow, nestled on a peaceful corner lot less than a mile from Oakmont Country Club and about 20 minutes from downtown Pittsburgh. Whether you’re a golf enthusiast or simply exploring the area, this is the perfect home base. The private second-story apartment offers its own entrance and overlooks a beautiful backyard—ideal for solo travelers or small families alike. Free street parking. Please observe street sweeping hours.

Top guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Central Lawrenceville
4.92 out of 5 average rating, 335 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Superhost
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Apartment in Glenshaw
4.93 out of 5 average rating, 295 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Guest favourite
A spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.
Guest suite in Friendship
4.89 out of 5 average rating, 425 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

Guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Apartment in Beechview
4.94 out of 5 average rating, 214 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Popular amenities for Oakmont vacation rentals

Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Oakmont?

    Yes! Work meets play with ease at over 20 house rentals in Oakmont featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Bed And Breakfast Rentals in Oakmont?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Oakmont have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakmont have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Oakmont?

    Four-legged friends are welcome in Oakmont. Choose from more than 10 house rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Oakmont have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakmont have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Oakmont?

    Oakmont has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Oakmont?

    Experience the best of Oakmont with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Oakmont?

    Make yourself at home in Oakmont by choosing from our most frequently booked neighborhoods. We have over 370 vacation rentals in Dark Hollow Road, over 310 vacation rentals in Lower Oakmont, and over 370 vacation rentals in Upper Oakmont.

Quick stats about vacation rentals in Oakmont

  • Total vacation rentals

    Explore 70 vacation rentals in Oakmont

  • Nightly prices starting at

    Oakmont vacation rentals start at $99 CAD per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Oakmont vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakmont rentals

  • 4.9 Average rating

    Oakmont stays are highly rated by guests—averaging 4.9 out of 5!

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