House holiday rentals in Oakmont

I really liked the space, both in the house and all around the outside. Inside many places to gather, relax, or swim. Outside something to do on every side of the house, campfire, pickleball, basketball, golfing…I could go on but my fav was up on the veranda looking out over the valley. I really liked the high quality bath linens. All in our group wanted to come back and the kids didn’t want to leave. The only negative voiced was the kitchen cabinets were so stocked that the only place for the food we brought was on kitchen counters.

Place was so nice for my Bachelorette party! Super spacious and beautiful and had a lot of fun rooms! The pool was also a great addition. Only complaint was that the main family room area was pretty warm, it seemed that the ac unit in there would not work. The host was extremely responsive and even checked in on us our second night! Thanks Brianne!

Rachel is a great host and her place was exactly what we were looking for while our house is being built.

This place was great! Plenty of space for our family if 5 and the pool was a lot of fun. In a nice little neighborhood and a half mile walk to some shops and restaurants. Also only about 15 minutes to Heinz Field and Pitt. If you are visiting Pittsburgh I would highly recommend this place.

If I could give my stay 10 stars, I totally would! I'm a little biased about the location because I grew up probably around 2 min from Larry & Mallory's beautiful home, so I know the area is wonderful, peaceful and quiet!! Super easy to check in! Very clean! They literally thought of everything!! The only steps are the ones to get down to the basement. Very accessible if you have bad knees, or can't do stairs. Bedrooms were clean, comfortable and very inviting. TV in one of three bedrooms, TV in the living room, and a HUGE TV in the basement. Great if you are movie-watchers or tv people. Kitchen has everything you need at hand. The coffee station was amazing! Keurig, French press, whole bean coffee with grinder, creamer, and tea for the tea drinkers! Bathrooms were immaculate, plenty of towels & washcloths. Pool and pool house were stunning! It was like I was staying at a resort! I absolutely would recommend "Robinson Retreats" to everyone & can't wait to go back!

Enjoyable weekend and the house suited our needs nicely.

The house is absolutely beautiful and yard is very big ! The neighborhood itself isn’t the greatest but the house is at the end of a dead end street with little to no neighbors so very quiet and peaceful ! Absolutely beautiful home I was blown away ! Nicer then my real home lol

We had a great one-night stay. Responsive hosts and peaceful location tucked away from main road and overlooking lovely pond!

Alex and the team were wonderful from beginning to end. The were always very responsive. The house itself is beautiful and has all the great amenities of a very nice home. Bakery square is within walking distance which has a lot of great restaurants and stores. Thanks for a great stay!

Stayed at Larry’s place while visiting Oakmont for the IS Open. Very clean space. Was exactly what was listed. Off the beaten path, so didn’t need to worry about any traffic. Would stay here again.

This place was perfect! Very easy to access from both parking options. Chad responded almost instantly and was really accommodating. Highly recommend!

The Pine Schoolhouse was more than just a place to stay, it was an experience. Kevin has built a beautifully extravagant home that made me feel like I was staying in the dormitories at Hogwarts. With the library in the main living area to the hanging plants spread throughout the home, I was able to sit down in the swinging chair and feel all the cozy vibes! Next time I’m in the Gibsonia area I will definitely be staying here again!

Perfect house for a solo traveler. Clean, quiet, and equipped with everything you need. The host is very helpful and made the stay easy and comfortable.

Olav hosts a beautiful home. There are a lot of nice updates and it was the perfect space for our family. If you are getting in late during the summer, ask Olav to turn on the AC in the upstairs bedrooms so that you don't have to wait for the area to cool.

Hollie’s place was great for an overnight stay for my wife and I. She communicated very clearly on check-in/out info and the place was exactly as advertised. We definitely recommend Hollie’s place.

A total find! We’re locals and needed a place for friends to stay over our daughter’s graduation weekend. Our friends loved that they could easily walk to our house/we could get them easily. The house is very cute and clean. It’s a bonus to be right next to Vibrant Sunshine! They got coffee and kombucha every day!

Beautiful house that was well kept and clean! We used it to get ready for our wedding and it provided a great place for pictures and all hanging out together!

Always love staying here. Large, clean, updated space in Southside Flats. Joy is a great host

We had a really nice stay. The neighborhood is super family friendly (5 mins to a playground) and peaceful/quiet residential area. Easy street parking. Kitchen was great for home cooked meals; plenty of clean linens. Host was incredibly responsive and proactive. The house isn’t quite as new and polished as the pictures might make it appear - but it is perfectly nice (just some areas of paint cracks/chipping, wear around the house/patio furniture). The rooms also smaller than the pictures would make them seem, including the upstairs bathroom. Although the house is right next to a big park, there isn’t really an easy direct access to the park. All in all though, we had a nice stay.

Our family loved our stay in this beautifully redesigned row house in Pittsburgh’s charming Mexican War Streets neighborhood. The home was spotless, thoughtfully designed, and updated with modern touches throughout. The beds were incredibly comfortable, with premium linens that made for a great night’s sleep. A quick note for future guests: all the bedrooms and bathrooms are located on the second floor, which was no issue for us but worth mentioning. The location is excellent—just a short walk to restaurants, parks, and local attractions. We truly enjoyed our stay and will definitely be back the next time our travels bring us to Pittsburgh!

It was wonderful, place is REALLY cute, clean and we felt very safe. We arrived in town a little earlier than we expected, and I called Sofia and we were able to get in two hours before normal check-in time, that was very nice. Sofia also had a fresh and delicious loaf of bread waiting for us (loved it). We will definitely stay there again when and if it is available. Thank you Sofia & Rick Bill and Barb

We thoroughly enjoyed our time at the property. The check-in process was seamless, and the house perfectly matched the photos online. Chad and his team demonstrated exceptional responsiveness, starting from our initial booking. Even when a local water main issue arose, they kept us well-informed with timely updates, which was greatly appreciated.

Husband and I had a great time. We would definitely go back. The house was immaculate and so beautifully decorated. It was cozy and provided everything we needed. Highly recommend!

Cute and charming! Wish the second bathroom wasn’t in the basement but it worked out fine. It was just right for our sisters’ trip of reading books, playing cards, and going on walks in the neighborhood! Had a cozy reading chair in the office that was perfect!