Are there vacation rentals with a dedicated workspace in Oakmont?

Yes! Work meets play with ease at over 30 vacation 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 wifi, over 10 homes with a gym, 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 a gym?

Absolutely! We offer over 10 bed and breakfast rentals with a gym 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 20 vacation rentals for guests traveling with pets.

Are there family-friendly vacation rentals in Oakmont?

Oakmont has more than 60 family-friendly stays. 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 390 vacation rentals in Dark Hollow Road, over 320 vacation rentals in Lower Oakmont, and over 390 vacation rentals in Upper Oakmont.

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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Guest favorite

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, 115 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 favorite

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

4.97 out of 5 average rating, 32 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 favorite

The cabin exterior is seen surrounded by lush greenery. A small outdoor dining area features a table and four chairs under a yellow umbrella. A portion of the cabin façade is visible with wooden logs, while a stone fire pit can be seen in the foreground.

Cabin in Pittsburgh

4.93 out of 5 average rating, 159 reviews

Cabin in Pittsburgh. 20 minutes to Pittsburgh

Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost you see per night is for 2 guests. Added adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day. I will collect that later.

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, 299 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 favorite

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, 251 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 favorite

A spacious deck features comfortable seating with bright cushions, overlooking the riverfront. The scene is complemented by greenery and a gentle view of the hillside in the background, creating a peaceful outdoor space for relaxation.

Home in Oakmont

5 out of 5 average rating, 11 reviews

Quiet oasis nestled on the Allegheny River

Looking for a quiet oasis with river front views or maybe some kayaking up and down the Allegheny? Look no further! Located just feet from the Allegheny River is our newly remodeled 2BR/2BA duplex. Full kitchen, finished basement, and a deck with beautiful views. Personal gate access to the river front. Within walking distance to the famous Oakmont bakery and majority of Oakmont's restaurants, bars and shopping. 5 minute drive to Oakmont Country Club. Unwind, relax and kick your feet up!

Top guest favorite

An inviting living space features a comfortable sectional sofa and a television mounted on the wall. Light streams in through large windows adorned with shutters, highlighting a potted plant and decorative wall hanging. A small dining table with a patterned tablecloth is visible nearby.

Apartment in Regent Square

4.98 out of 5 average rating, 112 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

Guest favorite

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, 451 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.

Guest favorite

A modern living area features a plush white sofa accompanied by a dark blue armchair. A round coffee table with light decor sits in front, while a full-length mirror reflects the space. Soft light is provided by a chic lamp beside the sofa.

Home in Verona

4.87 out of 5 average rating, 68 reviews

Elegant Escape Near Pittsburgh Pa - 13mi

Forget your worries in this modern, spacious and serene space. Guests have access to the entire home located in the quaint town of Verona, Pa. Relax and enjoy the FULLY remodeled home otherwise you will be in close proximity to several restaurants, bars & shops making it easy for a night out. A brisk 20 minute drive will land you Downtown Pittsburgh! Whether you are traveling for business or leisure this Elegant Escape will easily be your home away from home.

Guest favorite

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, 276 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

Superhost

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 Bloomfield

4.9 out of 5 average rating, 399 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 favorite

A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.

Apartment in Pittsburgh

4.96 out of 5 average rating, 108 reviews

Cozy 2 bedrooms unit - 10 minutes to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

Vacation rentals for every style

Get the amount of space that is right for you

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oakmont vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Oakmont

Guest favorite

Private room in Squirrel Hill South

4.87 out of 5 average rating, 407 reviews

Front Bedroom, The Run

A cozy seating area is framed by a curved, open structure that creates a private nook. A laptop rests on a table, accompanied by a small red cup and a book. Lush greenery and trees are visible through the surrounding balustrade.

Home in Monroeville

4.75 out of 5 average rating, 4 reviews

Urban Spa Retreat· Sauna · Gym · Smart Beds · Pool

The cabin's exterior showcases a welcoming porch with a wooden railing and two rocking chairs, set against a backdrop of warm wood hues and green shutters. The surrounding landscape includes manicured gardens and a pathway lined with stones, leading to a peaceful outdoor setting.

Cabin in New Kensington

5 out of 5 average rating, 4 reviews

Windy Oaks Cabin

Top guest favorite

A modern kitchen features wooden cabinetry and sleek black countertops. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A mosaic tile backsplash adds a touch of design, and natural light fills the space, highlighting the warm tones of the cabinetry and flooring.

Home in New Kensington

5 out of 5 average rating, 7 reviews

Pet friendly/safe by Oakmont, Veltres + Pittsburgh

Superhost

Private room in Pittsburgh

4.88 out of 5 average rating, 17 reviews

The Fawn Room - Double Bed

Guest favorite

Private room in Pittsburgh

4.86 out of 5 average rating, 76 reviews

Amazing stay ctrl to dwntn , UPMC, Bkr Sq, Oakland

Guest favorite

A spacious living area features a comfortable seating arrangement with a plush armchair. A large aquarium stocked with colorful marine life is positioned prominently, adding a serene focal point to the room. Neutral walls and natural light create a relaxed environment.

Private room in Pittsburgh

4.95 out of 5 average rating, 299 reviews

Castle Shannon's Home Away From Home.

Top guest favorite

A cozy living area is presented with a sectional sofa, complemented by decorative cushions and a matching ottoman. A television is mounted on a stylish media console, while natural light filters through sheer curtains. A ladder bookshelf features assorted books and decor items.

Home in Gibsonia

5 out of 5 average rating, 9 reviews

Getaway Close to Downtown Pittsburgh

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Quick stats about vacation rentals in Oakmont

Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
710 reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oakmont?
Yes! Work meets play with ease at over 30 vacation 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 wifi, over 10 homes with a gym, 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 a gym?
Absolutely! We offer over 10 bed and breakfast rentals with a gym 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 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Oakmont?
Oakmont has more than 60 family-friendly stays. 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 390 vacation rentals in Dark Hollow Road, over 320 vacation rentals in Lower Oakmont, and over 390 vacation rentals in Upper Oakmont.

Vacation rentals in Oakmont

Top-rated vacation rentals in Oakmont

Vacation rentals for every style

Popular amenities for Oakmont vacation rentals

Other great vacation rentals in Oakmont

Quick stats about vacation rentals in Oakmont

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore