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
4.97 out of 5 average rating, 29 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, 130 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.

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
4.98 out of 5 average rating, 58 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
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, 317 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, 289 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.

Superhost
A modern living area is presented with light gray sofas adorned with a variety of decorative pillows. A textured area rug is placed beneath a coffee table. A wall clock and framed artwork complement the space, while a leafy plant adds a touch of nature.
Home in Verona
4.83 out of 5 average rating, 80 reviews

Contemporary Comfort Near Pittsburgh Pa - 13mi

Relax and unwind in this clean, spacious & modern oasis. Located on a quiet street, a short walk lands you in the heart of Verona’s business district. You’ll find everything from a 24 hour convenience store to whimsical antique stores, a cigar shop, breweries, restaurants, and a theatre in our hip little River town. Whether you’re traveling for business or leisure, we’ve gone above and beyond to provide our guests with everything and more to ensure a perfect stay at Contemporary Comfort.

Top guest favourite
Apartment in Verona
4.95 out of 5 average rating, 38 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.

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, 492 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, 36 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.

Guest favourite
A spacious bed is positioned against a white wall, featuring neutral bedding and decorative pillows. Two modern bedside lamps provide soft lighting. To the left, a sleek sleeper sofa complements the minimalist design of the room.
Apartment in Friendship
4.84 out of 5 average rating, 253 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

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, 299 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

Top guest favourite
A cozy living area is showcased with a patterned area rug. A lamp provides soft lighting beside a comfortable armchair. A dining table with four chairs is visible in the background, featuring a vibrant piece of wall art. A modern refrigerator stands in the corner.
Guesthouse in Oakmont
4.98 out of 5 average rating, 119 reviews

Cozy Carriage House in Oakmont, PA

Freshly updated detached Carriage House with off-street parking. Sleeps 4 adults comfortably. Minutes from Oakmont Country Club. Walkable to Allegheny River Boulevard shops and Oakmont Bakery. Living room and Main Bedroom equipped with Smart TVs. Standard cable + HBO. Private patio area with seating. 20 minutes from Downtown Pittsburgh, Acrisure Stadium, Rivers Casino, and PNC Park. 5 minutes from PA Turnpike. Must be able to climb steps.

Popular amenities for Oakmont vacation rentals

Frequently Asked Questions

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

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

  • What are the most popular amenities for House Rentals in Oakmont?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 50 homes with wifi, over 50 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do bed and breakfast rentals in Oakmont have wifi?

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

  • Do bed and breakfast rentals in Oakmont have air conditioning?

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

  • Are there pet-friendly vacation rentals in Oakmont?

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

  • Do house rentals in Oakmont have free parking?

    Absolutely! We offer over 50 house 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 vacation rentals in Oakmont?

    Oakmont has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in bed and breakfast rentals in Oakmont?

    Experience the best of Oakmont with our bed and breakfast rentals, starting at about $400 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 Upper Oakmont, over 370 vacation rentals in Dark Hollow Road, and over 310 vacation rentals in Lower 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 $96 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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