
House vacation rentals in Oakmont
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Top-rated house rentals in Oakmont
Guests agree: these houses are highly rated for location, cleanliness, and more.

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit
A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.
4.95 out of 5 average rating, 135 reviews
Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop
Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m
4.94 out of 5 average rating, 184 reviews
Scenic Haven: Downtown 3BR/2BA w/Parking + Patio
Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.
4.97 out of 5 average rating, 200 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.
4.86 out of 5 average rating, 335 reviews
Stylish & Bright 3Bd Home, Amazing Deck, Game Room
Stylish and family oriented house 8 mins from Pittsburgh, NHL and NFL games. Enjoy the beautiful mornings with incredible sunrises and tranquille dawns with the proximity to shopping, bars & restaurants in Lawrenceville. This house features 3 bedrooms, Lounge/Dining areas, Backyard, Game room, Hockey Arena right in the house. Stylishly setup, our home has high speed internet and Security system for safety of our guests. This place is suitable for families only and this is NOT a party place.
4.83 out of 5 average rating, 177 reviews
Modern & Cozy 3 Bdr Home in Gibsonia/Pittsburgh
Modern and family oriented house with a central location in Gibsonia/Bakerstown just of Highway 8. Enjoy beautiful mornings with incredible sunrises and tranquille dawns with the proximity to shopping, bars & restaurants. This house features 3 bedrooms, 3 bathrooms, dining area, Backyard, and BBQ. Stylishly setup, the house features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families only and this is NOT a party place.
4.81 out of 5 average rating, 103 reviews
The Pitt Stop
Relax and enjoy in this comfortable peaceful place. It is situated in a convenient location close to the City of Pittsburgh, approximately 20 minutes from downtown and the stadiums as well as many city attractions such as the Pittsburgh Zoo! If you are in town for other reasons we have great restraunts, bars and brewerys and the famous oakmont bakery all within 5-7 minutes away. We have added 2 complementary guest passes to Anytime Fitness only a 5 minute drive from the Pitt stop.
4.97 out of 5 average rating, 65 reviews
Highly rated, 2bd/1.5 bath home/backyard/parking
Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.
4.97 out of 5 average rating, 164 reviews
Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12
Spacious 4BR pet-friendly home in Upper Lawrenceville, Pittsburgh. Minutes from Pittsburgh Zoo, Strip District, Children's Hospital, and Butler Street dining. Easy access to PNC Park, Acrisure Stadium, PPG Paints Arena, and Pitt/CMU. Open layout with chef's kitchen, luxurious master suite, and modern finishes. Ideal for families, medical stays at UPMC, game-day trips, graduations, and group travel. Free parking and walkable to Lawrenceville's best restaurants and shops.
4.84 out of 5 average rating, 127 reviews
3 Story home w/ 10 beds & Free off-street parking
Beautiful 3 story home in an unbeatable Shadyside location, right in the center of the action. Quiet street, but steps away from an abundance of shops, restaurants and more! 💫10 beds (all memory foam mattresses) 💫3.5 bathrooms (1 on each floor) 💫Fully furnished back patio with dining table/ comfortable sofas! 💫Free off-street garage parking 💫24/7 Guest support from my team and I 💫Very high end furnishings throughout the home 💫Fully stocked and equipped kitchen
4.9 out of 5 average rating, 164 reviews
Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.
5.0 out of 5 average rating, 115 reviews
6BR Group Retreat w/ BBQ, Game Room, and Parking
Enjoy comfort and modern style in this beautifully appointed 6-bedroom, 4-bath home in the East Liberty/Point Breeze area. Relax in the spacious living room, cook in the fully stocked kitchen, or unwind on the deck with the brand-new BBQ grill. With free parking for 4+ cars, a multi-game table, and two washers and dryers, this home is perfect for families, groups, and business travelers—just minutes from top dining, shopping, and entertainment.
4.99 out of 5 average rating, 104 reviewsPopular amenities for Oakmont house rentals
House rentals with a pool

Mayberry Escape
4.87 out of 5 average rating, 197 reviews
Renovated Cozy Duplex w/pool, Close to downtown
4.81 out of 5 average rating, 108 reviews
Relax in a 3bd & loft w/Pool in Plum PA
4.88 out of 5 average rating, 59 reviews
Seasonal Pool Retreat | Fire Pit & Large Deck
4.52 out of 5 average rating, 64 reviews
Charming Urban Pittsburgh Retreat!
4.78 out of 5 average rating, 114 reviews
Rooftop Deck | Perfect for Entertaining | Upscale!
5.0 out of 5 average rating, 24 reviews
A beautiful cozy home away from home!
4.67 out of 5 average rating, 18 reviews
PIT Staycation Retreat with Pool House!
5.0 out of 5 average rating, 56 reviewsWeekly house rentals

Ranch Home: Cozy & Modern!
4.9 out of 5 average rating, 49 reviews
Verona Villa
4.76 out of 5 average rating, 107 reviews
Aspinhaus
4.97 out of 5 average rating, 33 reviews
3BR/2BA Hidden Gem on the Allegheny River
4.97 out of 5 average rating, 39 reviews
NFL draft serene, Cozy beds "hill house" retreat
4.75 out of 5 average rating, 28 reviews
Cottage on a hill
4.95 out of 5 average rating, 77 reviews
HUGE Stylish Home w/ Theater Room ~ Garage Parking
4.93 out of 5 average rating, 97 reviews
Charming Hillside Retreat
4.93 out of 5 average rating, 15 reviewsPrivate house rentals

East End Pittsburgh 4 Bedroom Getaway
4.97 out of 5 average rating, 39 reviews
Quiet Cul-de-sac | Hot tub | Backyard | EV+Garage
4.96 out of 5 average rating, 27 reviews
Cozy 2BR Cottage • Easy Drive to Pittsburgh
4.91 out of 5 average rating, 55 reviews
Sergio's Gallery
4.9 out of 5 average rating, 39 reviews
Cozy 3 bedrooms house near downtown
4.65 out of 5 average rating, 20 reviews
Family Home in Glenshaw
4.93 out of 5 average rating, 76 reviews
Gorgeous & Modern Home with HUGE Fenced-in Yard
5.0 out of 5 average rating, 13 reviews
Wizarding World Of Harry Potter
5.0 out of 5 average rating, 26 reviewsDestinations to explore
- Philadelphia Vacation rentals
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- PNC Park
- Acrisure Stadium
- Seven Springs Mountain Resort
- Fallingwater
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Science Center
- Kennywood
- PPG Paints Arena
- National Aviary
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh





