A bridge with illuminated lights crossing a river, with a city skyline in the background.

Oakmont Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Oakmont vacation rentals

A modern kitchen with wooden cabinets, a black countertop, and a built-in stove.

1. Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC
North Side
9.2 out of 10, Wonderful, (10 reviews)
"Nice and cozy easy communication with the owners! Will stay here again"
United States
Daniel W.
$212 nightly
The price is $239
Oct 19 - Oct 20
Total with taxes and fees
Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC
A backyard with a hot tub, a wooden deck, and a swimming pool surrounded by a white fence.

2. Comfortable private unit with hot tub, swimming pool and free parking

Comfortable private unit with hot tub, swimming pool and free parking
Gibsonia
9.8 out of 10, Exceptional, (75 reviews)
"The place was perfect for what we were looking for. "
United States
Robert P.
$173 nightly
The price is $196
Oct 25 - Oct 26
Total with taxes and fees
Comfortable private unit with hot tub, swimming pool and free parking
A bedroom with a bed, a nightstand, a shelf with decorative items, and two abstract paintings on the wall.

3. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (48 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
$139 nightly
The price is $157
Oct 19 - Oct 20
Total with taxes and fees
Butler's heart!
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

4. Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing
Garfield
9.6 out of 10, Exceptional, (74 reviews)
"Great little house. Easy to park. "
United States
Anna B.
$185 nightly
The price is $187
Oct 19 - Oct 20
Total with taxes and fees
Not so tiny house with full kitchen & patio swing
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

5. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (34 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
$159 nightly
The price is $179
Nov 1 - Nov 2
Total with taxes and fees
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A room with a tiled fireplace, a white shelf with decorative items, and a framed picture on the wall.

6. HIghland Park Heritage Studio

HIghland Park Heritage Studio
Highland Park
8.8 out of 10, Excellent, (6 reviews)
"The place is well maintained and resides in a quite neighborhood"
United States
Xiaohui
$119 nightly
The price is $135
Oct 19 - Oct 20
Total with taxes and fees
HIghland Park Heritage Studio
A living room with a sectional sofa, a ceiling fan, and a view of the outside.

7. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
$334 nightly
The price is $380
Oct 19 - Oct 20
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
A brick building with a black door and a window.

8. Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking

Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking
Lawrenceville
9.4 out of 10, Exceptional, (12 reviews)
"Property is setup for easy check-in and check-out. It was clean and quiet."
United States
Brittany
$93 nightly
The price is $107
Oct 19 - Oct 20
Total with taxes and fees
Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking
A living room with a fireplace, a piano, a TV, and a sofa.

9. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (45 reviews)
"It was perfect! It was absolutely clean and welcoming. A perfect home away from home. Very responsive and flexible host. Would definitely stay here again."
United States
Tina
$163 nightly
The price is $184
Oct 25 - Oct 26
Total with taxes and fees
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
A modern interior with a polished floor, a grey sofa, and a white door with text.

10. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (49 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
$168 nightly
The price is $192
Nov 18 - Nov 19
Total with taxes and fees
Melwood Suites Unit 107 Studio
A living room with a sofa, coffee table, and a cityscape painting. There is a staircase leading to a kitchen area with stools.

11. ★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Bloomfield
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place."
United States
Debbie A.
$239 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
A bedroom with a wooden door, a large window with curtains, a bedside table with a lamp, a potted plant, and a patterned rug.

12. 307 37th St · Sauna, King Bed, Walkable | Lawrenceville Row Home

307 37th St · Sauna, King Bed, Walkable | Lawrenceville Row Home
Lawrenceville
9.4 out of 10, Exceptional, (50 reviews)
"Great location and very comfortable beds!"
United States
Cassi D.
$195 nightly
The price is $197
Oct 21 - Oct 22
Total with taxes and fees
307 37th St · Sauna, King Bed, Walkable | Lawrenceville Row Home
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

13. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (43 reviews)
"Perfect stay"
United States
M D.
$185 nightly
The price is $187
Oct 19 - Oct 20
Total with taxes and fees
Lovely Strip District loft with free parking
A modern kitchen with a large window, a grey sofa, and a dining area with a small table and chairs.

14. Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

Industrial Loft 3 min to Hillman Cancer Center Sleeps 6
Oakland
9.6 out of 10, Exceptional, (56 reviews)
"Clean, good amenities, free street parking "
United States
Gillian P.
$213 nightly
The price is $238
Nov 2 - Nov 3
Total with taxes and fees
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6
A modern kitchen with a brick wall, wooden flooring, and a dining area with a table and chairs.

15. Brand New ★ Prime Location ★ Exposed Brick Beauty!

Brand New ★ Prime Location ★ Exposed Brick Beauty!
Lawrenceville
10.0 out of 10, Exceptional, (30 reviews)
"This place was great for our family of four. Walkable to many restaurants and shops. It was a quick drive to various attractions and areas of Pittsburgh. Of all the areas we visited, we liked Lawrenceville the best. Highly recommend this property for location, cleanliness, and easy check in. "
United States
Johanna M.
$176 nightly
The price is $199
Oct 20 - Oct 21
Total with taxes and fees
Brand New ★ Prime Location ★ Exposed Brick Beauty!
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

16. 424 Gold Way-Apt 402, 2 Bed/1Bath

424 Gold Way-Apt 402, 2 Bed/1Bath
3.5 star property
Oakland
9.2 out of 10, Wonderful, (13 reviews)
"The place was unique and spacious. It was super clean and close to all things good in Pittsburgh. Met my expectations and more. Would rent again."
United States
Krystyna
$189 nightly
The price is $215
Oct 27 - Oct 28
Total with taxes and fees
424 Gold Way-Apt 402, 2 Bed/1Bath
A bedroom with a bed, a white door, a dresser, a window with blinds, and a painting on the wall.

17. Sauna, Walkable Location | Lawrenceville Row House

Sauna, Walkable Location | Lawrenceville Row House
Lawrenceville
9.2 out of 10, Wonderful, (21 reviews)
"Very walkable, many local businesses, bars and restaurants nearby…"
United States
Joseph W.
$173 nightly
The price is $175
Nov 4 - Nov 5
Total with taxes and fees
Sauna, Walkable Location | Lawrenceville Row House
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

18. 424-Apt. 405

424-Apt. 405
3.5 star property
Oakland
9.4 out of 10, Exceptional, (12 reviews)
"It was perfect!"
United States
Ninway
$177 nightly
The price is $202
Oct 27 - Oct 28
Total with taxes and fees
424-Apt. 405
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

19. Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC

Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
Bluff
10.0 out of 10, Exceptional, (17 reviews)
"Great location!"
United States
Amanuel A
$157 nightly
The price is $178
Nov 2 - Nov 3
Total with taxes and fees
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A modern hotel room with a large bed, a flat-screen TV mounted on the wall, a kitchenette with a refrigerator and microwave, and a small seating area with a sofa and cushions.

20. *New* Loft 3 min to Local hospitals Sleeps 4

*New* Loft 3 min to Local hospitals Sleeps 4
Oakland
9.6 out of 10, Exceptional, (22 reviews)
"Great communication and place was exactly as described. Would stay again!"
United States
RYAN G.
$167 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
*New* Loft 3 min to Local hospitals Sleeps 4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakmont Hotel Reviews

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

8/10 Good
"The room needed a vacuum cleaning. And the bath tub was also not so clean."
Helya 3-night trip
Posted less than an hour ago
DoubleTree by Hilton Pittsburgh - Green Tree

Find out more about Oakmont

Everything you need to know about Oakmont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakmont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakmont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakmont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakmont. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakmont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakmont rentals

At Expedia, we put the best Oakmont vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakmont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakmont vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakmont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Oakmont?

Yes, we give you a choice of vacation rentals close to popular local attractions in Oakmont, or you can select a more remote option if you're looking for relaxation. Oakmont is known for its restaurants and shopping.

What's the top vacation rental that Oakmont has to offer?

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: Visitors like this Oakmont vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oakmont?

Expedia has 14 vacation rentals for your stay in Oakmont.

What can I see and do in Oakmont?

While exploring the area, visit family-friendly sights like Carnegie Museum of Natural History, or get outside and enjoy nature at Allegheny River. You’ll find favorite places to visit like PPG Paints Arena and PNC Park in the larger area.

What are vacation rentals like in Oakmont?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Oakmont. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.