
Places to stay in Oakmont
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Top-rated places to stay in Oakmont
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Vacation rentals for every style
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Popular amenities for Oakmont places to stay
Other great vacation rentals in Oakmont

Cozy Farmhouse Retreat
amazing house, everything was so nice and the appliances were all new and clean. really enjoyed my stay.

Spacious home with great views
wonderful place to stay, and very homie. host was excellent, all and all ah wonder stay

Sweet Mt. Lebo Cape Cod Retreat
Ian’s beautiful home was perfect as a comfortable respite during a challenging time for our family. Great location close to everything we needed.

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12
This place is perfect for families! We had a great spring break here with another family. Our kids, who range from 4.5 to 8.5, loved all the amenities, including those not in the listing. Between the dozens of kids books, coloring supplies, and games, I barely touched my usual bag of tricks. Joe and team thoughtfully provided a snack basket with enough variety for any age. The other thing that made this so well-suited to families is the lack of clutter and breakables--the only thing I proactively moved out of the kids' room was the TV remote! The kids loved the pool (loaded with pool toys, life jackets in a variety of sizes, and a bathroom in the same space to provide maximum splash time!) and the outdoor wonderland (pickleball court, basketball, (plastic) axe throwing, tree swing, the bikes, and the wildlife! Grownups loved the comfortable beds, the poker table, the well-stocked showers, and the most responsive AirBnB host we've ever had. We look forward to returning!

The Kiski River Cottage Retreat
Perfect for our stay. Host very responsive. Upstairs bedroom has low ceiling- fine for me but would be a challenge if you are tall! Older home, if it were a longer stay a washer/ dryer would be nice, not needed for a 2 day stay. Pet policy was great. Our 2dogs liked traveling with us. Great location o river and bike trail.

Spacious 1 bd in Shadyside - Walk to CMU and Pitt
We really enjoyed staying at Grace's place as it was spacious and comfortable. It's beautifully decorated and has period features and charm. In spite of early traffic we slept soundly in a very comfortable bed. The water was always hot and the shower powerful,the separate sinks was a novelty! It was great to be able to was our clothes too... We loved Shadyside too as it was a beautiful,peaceful neighbourhood with lots of good restaurants and bars which Grace recommended. The bus stops down the street and the 71B takes you to town near where the three rivers meet. Take the hop-on,hop-off tour and see the city. We got the 28x to the airport for $2.75,for nothing! Overall we would highly recommend Grace's place,Shadyside and Pittsburgh.

Private Home -Hot Tub -Sleeps 18
We had a great experience with our recent stay at Jamie’s house in Gibsonia. There were very detailed instructions for check in, and all the rooms were super clean when we arrived. The house was very spacious, and the rooms were even bigger than they looked in photos. Both the inside and outside were updated, and everything was really nice and modern. Overall had a great experience, and would rent again.

The Lodge at Starr Farm
The Lodge at Starr Farm took my breath away when I entered the space. It has true "classy" country charm with elegant lighting. The upstairs master bedroom was spectacular with mural and private bath with tub - WOW! The overall space lent itself to a variety of activities occurring at the same time with multiple dining areas. We couldn't have been more pleased with our experience.
Quick stats about vacation rentals in Oakmont
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
630 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Oakmont?
Make yourself at home in Oakmont by choosing from our most frequently booked neighborhoods. We have over 350 vacation rentals in Dark Hollow Road, over 300 vacation rentals in Lower Oakmont, and over 350 vacation rentals in Upper Oakmont.
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 house rentals with a dedicated workspace in Oakmont?
Yes! Work meets play with ease at over 10 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 a gym, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Oakmont have wifi?
Absolutely! We offer over 40 house 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 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 family-friendly house rentals in Oakmont?
Oakmont has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- PNC Park
- Seven Springs Mountain Resort
- Strip District
- Carnegie Mellon University
- Fallingwater
- Hidden Valley Resort
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Point State Park
- Oakmont Country Club
- Phipps Conservatory and Botanical Gardens
- Yellow Creek State Park
- Schenley Park
- Carnegie Museum of Art
- Idlewild & SoakZone
- Raccoon Creek State Park
- National Aviary
- Bella Terra Vineyards
- Kennywood
- Boyce Park Ski Resort
- Fox Chapel Golf Club
- Carnegie Science Center
- Senator John Heinz History Center
- Children's Museum of Pittsburgh