
Vacation rentals in Oakmont
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oakmont
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

Highland Park Heritage Studio
Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

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.

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.

East End Penthouse in Shadyside w/rooftop deck
Modern and full of art, color, and light. A private spot to be inspired, reflect, write and or daydream.This luxury and unique 2 bedrooms, 3-level apartment is above a family home in the Shadyside/East End area. It is on a quiet residential street w/ ample outdoor space to conference and work from home. It has its own stunning private rooftop space,open floor plan, a true oasis in the city! Walkable to many local coffee/bars, gyms, shops and eateries in East Shadyside.

2br gem in cute small town.
The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

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!

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

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
Other great vacation rentals in Oakmont

Millvale Bee & Bee

Charming Hillside Retreat

Glenshaw Guesthouse

Cozy 2BR House in Pittsburgh

The Weary Traveler

The Lee Reynolds House

Country Club Cottage - 20 minutes from downtown

Pittsburgh Home, with Fabulous City & River Views!
When is the best time to visit Oakmont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$54,387 GYD | G$54,387 GYD | G$33,888 GYD | G$52,296 GYD | G$52,296 GYD | G$129,275 GYD | G$54,387 GYD | G$53,132 GYD | G$54,387 GYD | G$45,393 GYD | G$38,490 GYD | G$36,607 GYD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Frequently Asked Questions
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.
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.
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.
Where should I stay in Oakmont?
Make yourself at home in Oakmont by choosing from our most frequently booked neighborhoods. We have over 380 vacation rentals in Dark Hollow Road, over 310 vacation rentals in Lower Oakmont, and over 380 vacation rentals in Upper Oakmont.
Do apartment rentals in Oakmont have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Oakmont. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oakmont have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Oakmont. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oakmont have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Oakmont. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oakmont have free parking?
Absolutely! We offer over 40 house rentals with free parking in Oakmont. Enjoy a tailored experience with all the comforts you desire.
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 air conditioning, over 40 homes with free parking, over 50 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 G$14,643 GYD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Oakmont vacation rentals include wi-fi 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Ocean City Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Point State Park
- Sri Venkateswara Temple
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Stage AE
- Schenley Park
- Petersen Events Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- Cathedral of Learning
- Randyland





