Oakmont Vacation Rentals

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Browse Select Oakmont Vacation Homes

Black & Gold Charm on Mt. Washington with Garage!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Myself, my wife, my son (7 year old) and my daughter (9 year old) stayed at this beautiful property for 10 days during our summer vacation. All I can say is Wow. It is a very comfortable home with a yard, outdoor grill and separate garage (very important in Pittsburgh) for parking our rented vehicle. Everything has been considered by an extremely professional host which made our experience top notch. The home has starter supplies, a full kitchen (salt/spices, full set of pots, coffee maker etc.)...
Black & Gold Charm on Mt. Washington with Garage!
Pittsburgh Home: Walkable Location!
10.0 out of 10, Exceptional, (18)
"The house was just as described and perfect for three couples. Fun neighborhood close to the bird aviary where the wedding was held. And Tom was very responsive and accommodating!!"
Pittsburgh Home: Walkable Location!
Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking
9.0 out of 10, Wonderful, (13)
"First- the host was amazing. Very responsive and helpful. The listing was exactly as described. Second- location close to the city and easy to maneuver around either by our own vehicle or Uber. There were no issues with the neighborhood- it was very quiet. Third- and I think really important- it’s hard to find a reasonably priced rental in Pittsburgh with two full bathrooms. This home also had upgraded appliances. I would recommend this home 1000%! THANK YOU FOR A GREAT EXPERIENCE!"
Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
10.0 out of 10, Exceptional, (17)
"Loved our stay in Pittsburgh. The host paid attention to detail and had coffee, soaps , and even razors for the bathroom. It is a quiet neighborhood with hills but standing outside on the front porch- “wow” sunset views were worth it. Every room was clean, I was able to put my daughter’s items in her own room in the bed drawers, closet space is plenty in each room. The ac unit pumped nice cool air. I plan to come back as my husband is from the area and definitely would stay here again at my new...
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Reimagined 1915 Heritage House
10.0 out of 10, Exceptional, (11)
"Nice place very friendly host. There was an issue with the check in time but he kept in contact with me and gave me a reasonable refund. There could be more seating in the TV room. Overall a very nice experience. Would recommend!"
Reimagined 1915 Heritage House
Urban Retreat with Garage on Mt Washington
9.8 out of 10, Exceptional, (30)
"This property is in a quiet area of Mt. Washington very close to incline, restaurants, grocery store. On-site parking was great. Property is well maintained, clean, with no issues. Contact was very responsive ."
The price is CA $134
CA $284 total
includes taxes & fees
Sep 24 - Sep 25
Urban Retreat with Garage on Mt Washington
View from the Top! Steps from Grandview, Sleeps 8
10.0 out of 10, Exceptional, (34)
"Comfortable property close to everything…walk within the neighborhood for coffee shops, restaurants or just a great view of the city. Easy drive to the city for all Pittsburgh had to offer. Wonderful way to spend time with our teenage kids and their friends before school starts up again. Property owners are excellent communicators…such a great transaction…felt as if we stayed in a property and wined by family or close friend. "
View from the Top! Steps from Grandview, Sleeps 8
Private Vacation Home with large Hot Tub and Fire Pit -- Sleeps 18
10.0 out of 10, Exceptional, (7)
"This property was perfect for our team. There was plenty of beds, lots of games to keep everyone busy and a large outdoor area that we used."
Private Vacation Home with large Hot Tub and Fire Pit -- Sleeps 18
307 37th St · Lawrenceville Row House - Walk to Everything!
9.2 out of 10, Wonderful, (16)
"Everything was lovely, and very clean! The space is well furnished, comfortable, amd close to everything! Micah & Alicia were wonderful hosts, easy to communicate with, responsive, proactive, and thoughtful! There is so much happening in Pittsburgh! We will definitely stay here again, especially if my teen ends up in this amazing place for college!"
The price is CA $112
CA $234 total
includes taxes & fees
Sep 25 - Sep 26
307 37th St · Lawrenceville Row House - Walk to Everything!
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
10.0 out of 10, Exceptional, (14)
"Nice place!"
The price is CA $136
CA $298 total
includes taxes & fees
Oct 1 - Oct 2
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Pittsburgh Townhome ~ 5 Miles to Market Square
9.8 out of 10, Exceptional, (25)
"Stayed here for the vintage grand prix and great walking distace from schenley park. Clean, well kept. Pleasant overall. Would definitely stay again next year"
Pittsburgh Townhome ~ 5 Miles to Market Square
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
9.8 out of 10, Exceptional, (9)
"We loved staying at this property while in town for a family wedding. Everyone from my father and mother in law to our 6 year old nephew had a wonderful time and a comfortable stay. Lots of parks and playgrounds around for the little ones; beautiful cafes, delightful bakeries, and an a natural foods co-op, all within walking distance. Neighbors so welcoming and friendly, too. Thank you to the hosts!"
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
King Bed / Free Parking / Arcade / Fire Pit
2.0 star property
The price is CA $137
CA $380 total
includes taxes & fees
Oct 22 - Oct 23
King Bed / Free Parking / Arcade / Fire Pit
Luxury TownHome 4Bedroom3Bath 2 Car Garage Sleeps 10 NearDowntown,Stadium&Casino
9.8 out of 10, Exceptional, (33)
"Located on North side with easy access to downtown. 8 minute Uber/Lyft ride. Very nicely decorated and comfortable. 2 car garage secure parking and only negative was that there is limited parking if you have more than 2 cars, but owner is very responsive and helped us out with everything!"
The price is CA $284
CA $628 total
includes taxes & fees
Oct 8 - Oct 9
Luxury TownHome 4Bedroom3Bath 2 Car Garage Sleeps 10 NearDowntown,Stadium&Casino
2 King Beds / Free Parking / Arcade / Patio
9.8 out of 10, Exceptional, (19)
"Great clean quiet stay. Minutes from downtown Pittsburgh. I'll be back thanks "
The price is CA $106
CA $340 total
includes taxes & fees
Oct 16 - Oct 17
2 King Beds / Free Parking / Arcade / Patio
2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!
9.4 out of 10, Exceptional, (33)
"Great house just outside of downtown. Well maintained and stocked. Million dollar view of the city on the back deck, which is main reason we booked, and would book this place again. Surrounding neighborhood is a little rough, but we had no issues or concerns. Walked to local coffee shop one morning. Easy access to interstate to get around town quickly. Hosts were great, checked on us after first night. Loved the visit and stay. "
2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!
Country Cottage
9.8 out of 10, Exceptional, (81)
"Home was just as described- Owner was nice enough to leave a book containing all information needed and each bed provided several pillows- We will be looking to stay here again."
Country Cottage
Family and 🐕 friendly☆3BR house☆Porch swing☆Mars☆PGH☆Cranberry
10.0 out of 10, Exceptional, (16)
"Laurel was an excellent host. The property was just like in the pictures. Ver clean, nice bed, clean comfortable furniture. We truly fellt that we were home. location is perfectly centered from shopping bars and restaurants. when I come back to “The Burgh” I will be looking for this property."
Family and 🐕 friendly☆3BR house☆Porch swing☆Mars☆PGH☆Cranberry
Modern 1BR | FREE Parking | Gym | Skyline Views
9.8 out of 10, Exceptional, (9)
"Stayed here while in town to see Bruce at the PPG Arena and to visit family. It is an easy two minute walk to the arena and it is located in a nice area. The apartment was clean and well stocked and offered a city view. Alex, the host was very responsive and supportive. I would definitely stay here again."
Modern 1BR | FREE Parking | Gym | Skyline Views
The Colorful Abode with Deck in Mt Washington
10.0 out of 10, Exceptional, (1)
"We had a great stay to celebrate a birthday and an engagement. Quick ten minute Uber ride to downtown to go out. Home was very clean and worked well for our group."
The price is CA $286
CA $764 total
includes taxes & fees
Oct 22 - Oct 23
The Colorful Abode with Deck in Mt Washington
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Other property types in Oakmont

Stay Pittsburgh
2.0 star property
7.6 out of 10, Good, (70)
"It was the 1st time I stayed at this place. And like it because have everything that I need and the distance was perfect. The only thing I will said if you rent a car be prepared to pay alot for parking. But I learn how to park in front of the building and not paying. For parking😂"
The price is CA $93
CA $140 total
includes taxes & fees
Oct 9 - Oct 10
Stay Pittsburgh
Kasa South Side Pittsburgh
4.0 star property
8.8 out of 10, Excellent, (63)
"It's conveniently located with easy access to CMU, downtown etc. We love staying in this property. This is our 4th stay. we stay here when we come to drop off our kid to college or visit her. Apartment is very neat, self sufficient even for longer stays. Love it"
Kasa South Side Pittsburgh
Abode Pittsburgh - Downtown Convention Center
3.5 star property
7.4 out of 10, Good, (62)
"Very close to congress center and downtown, good alternative to the expensive downtown hotels."
The price is CA $79
CA $243 total
includes taxes & fees
Sep 30 - Oct 1
Abode Pittsburgh - Downtown Convention Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.