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

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

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 âlake like viewâ and enjoy the many sunsets. Eat, drink and shop many local spots.

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 Pennâs brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburghâs 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.

Aspinwall 1 bedroom Apartment
Newly updated 1 bedroom 1 bathroom apartment in the heart of the charming town of Aspinwall. Private exterior entrance with porch and patio, new kitchen, refinished original hardwood flooring, updated bathroom, living/dining room with decorative fireplace and 50â smart TV, spacious bedroom with queen, large closets and pocket doors all warmly decorated. 2 blocks from primary business streets for dining and shopping, under 10 minute walk to both UPMC St Margaret hospital and riverfront park!

Gorgeous Modernized Cabin + Hot Tub + Pool Table
Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more đ„ 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! đ

Huge King Suite Just off Walnut
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, CMU & Pitt! HUGE 2 Floor 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

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 neighborhoodâjust 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.

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 sâmores 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 amenitiesâbook 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
Popular amenities for Oakmont vacation rentals
Other great vacation rentals in Oakmont

Glenshaw Guesthouse

Cozy 3 bedrooms house near downtown

Cozy 2BR House in Pittsburgh

Convenient townhome

Country Club Cottage - 20 minutes from downtown

Pittsburgh PET Friendly

Central Oakmont Oasis

Golfer's Dream | Near U.S. Open
When is the best time to visit Oakmont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 CAD | $359 CAD | $223 CAD | $345 CAD | $345 CAD | $853 CAD | $359 CAD | $350 CAD | $359 CAD | $299 CAD | $254 CAD | $241 CAD |
| 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 $97Â CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Oakmont vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakmont rentals

4.9 Average rating
Oakmont stays are highly rated by guestsâaveraging 4.9 out of 5!
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- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Acrisure Stadium
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Phipps Conservatory and Botanical Gardens
- National Aviary
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Carnegie Museum of Art
- Cathedral of Learning
- Carnegie Science Center





