Oakmont Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Oakmont holiday rentals

Interior

Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is HK$807
HK$2,806 total
includes taxes & fees
29 Apr - 30 Apr
Penn Hills Home ~ 11 Mi to Pittsburgh
Outdoor spa tub

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
Vandergrift
10.0 out of 10, Exceptional, (11 reviews)
"Nice place!!"
United States
nathan z.
The price is HK$1,850
HK$2,681 total
includes taxes & fees
29 Apr - 30 Apr
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
Dining

Cozy&Modern 2 Bdr Apt Natrona

Cozy&Modern 2 Bdr Apt Natrona
Natrona Heights
9.6 out of 10, Exceptional, (13 reviews)
"Very comfortable updated apartment. Perfect for our stay. "
United States
Allan B.
The price is HK$737
HK$1,008 total
includes taxes & fees
30 Apr - 1 May
Cozy&Modern 2 Bdr Apt Natrona
TV

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great!!"
United States
Jason B.
The price is HK$823
HK$1,569 total
includes taxes & fees
11 May - 12 May
The Light Room
Smart TV, fireplace

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (7 reviews)
"Great place and an awesome host!"
United States
John B.
The price is HK$823
HK$1,569 total
includes taxes & fees
11 May - 12 May
The Upper Room
Fridge, oven, stovetop, dishwasher

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, (65 reviews)
"Easy to get to on quiet street. It was nice place stocked with needed necessities for our short stay. Really enjoyed the property and will book again when we come back!"
United States
Andrew F.
The price is HK$846
HK$1,445 total
includes taxes & fees
29 Apr - 30 Apr
Not so tiny house with full kitchen & patio swing
Free WiFi

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (41 reviews)
"Spotless, amazing stay"
United States
Carlos
The price is HK$829
HK$945 total
includes taxes & fees
12 May - 13 May
Melwood Suites Unit 107 Studio
Exterior detail

Lawrenceville/Central @4 Quiet Stylish 1BD w/Prkg

Lawrenceville/Central @4 Quiet Stylish 1BD w/Prkg
Lawrenceville
9.8 out of 10, Exceptional, (7 reviews)
"Close to the Theatre and shopping."
United States
Ellie H.
The price is HK$580
HK$846 total
includes taxes & fees
29 Apr - 30 Apr
Lawrenceville/Central @4 Quiet Stylish 1BD w/Prkg
Interior

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay in the Friendship area of Pittsburgh. The apartment was exactly as pictured and was very clean and within walking distance of Penn St. which made getting everywhere convenient!"
United States
Kimberly N.
The price is HK$458
HK$1,405 total
includes taxes & fees
11 May - 12 May
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Terrace/patio

Comfortable private unit with hot tub and free parking

Comfortable private unit with hot tub and free parking
Gibsonia
10.0 out of 10, Exceptional, (59 reviews)
"I did not use hot tub, got too busy w/ family wedding I was in town. Lovely stay! Will stay there again if I go back to PA. "
United States
Holly
The price is HK$494
HK$1,374 total
includes taxes & fees
29 Apr - 30 Apr
Comfortable private unit with hot tub and free parking
Smart TV

Chic Condo/Walk to Restaurants & Bars/Minutes to Pittsburgh/Free Parking

Chic Condo/Walk to Restaurants & Bars/Minutes to Pittsburgh/Free Parking
Lawrenceville
10.0 out of 10, Exceptional, (31 reviews)
"There wasn’t nothing that she missed what a great place to stay highly recommended thank you for a wonderful stay"
United States
Dominic M.
The price is HK$995
HK$2,386 total
includes taxes & fees
26 May - 27 May
Chic Condo/Walk to Restaurants & Bars/Minutes to Pittsburgh/Free Parking
Exterior detail

Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (49 reviews)
"Great location and excellent place."
United States
Salika F.
The price is HK$784
HK$1,731 total
includes taxes & fees
29 Apr - 30 Apr
Best Location & Neighborhood (2.5 to Downtown PGH)
Smart TV

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (38 reviews)
"Easy communication, lovely space, great location. We hope to stay here again!"
United States
Christina M.
The price is HK$548
HK$1,508 total
includes taxes & fees
26 May - 27 May
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
TV, offices

5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304

5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304
Oakland
9.8 out of 10, Exceptional, (27 reviews)
"Great, fast communication with host, and a lovely apartment. Would stay here again!"
United States
Katherine C.
The price is HK$737
HK$1,672 total
includes taxes & fees
4 May - 5 May
5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304
Living area

Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.4 out of 10, Exceptional, (26 reviews)
"Great little place for my husband and I to stay during our quick trip. Comfy Murphy bed, nice rain shower with good water pressure. Although we only got takeout, full kitchen available with everything you would need. Would stay again! "
United States
Lauren O.
The price is HK$973
HK$1,572 total
includes taxes & fees
29 Apr - 30 Apr
Strip District Studio-Free Parking-Natural Light
Exterior

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (38 reviews)
"The cabin was absolutely adorable, cozy, clean and welcoming. And the Hosts were extremely kind and accommodating. They really went out of their way to make our stay special. Would 100% stay here again and hope to in the future!"
United States
Alex S.
The price is HK$1,058
HK$1,670 total
includes taxes & fees
4 May - 5 May
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Interior

307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (43 reviews)
"nice place to stay for a steelers weekend"
United States
Doris H.
The price is HK$646
HK$1,514 total
includes taxes & fees
6 May - 7 May
307 37th St · Lawrenceville Row House - Walk to Everything!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Dormont Pittsburgh 2 Modern and Bright 1Bedroom Apartment With Free Parking

Dormont Pittsburgh 2 Modern and Bright 1Bedroom Apartment With Free Parking
Beechview
The price is HK$525
HK$782 total
includes taxes & fees
29 Apr - 30 Apr
Dormont Pittsburgh 2 Modern and Bright 1Bedroom Apartment With Free Parking
Exterior detail

Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Shadyside
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay! Location was perfect for us, and offstreet parking was a plus. We were within walking distance of several shops and restaurants. We will definitely stay here again!"
United States
Denise J.
Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Fridge, microwave, oven, stovetop

NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds

NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds
North Side
9.8 out of 10, Exceptional, (50 reviews)
"Very clean house with plenty of space for our family. We had our family Christmas here and it was cozy and wonderful."
United States
Christy M.
The price is HK$1,206
HK$3,841 total
includes taxes & fees
29 Apr - 30 Apr
NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds
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.
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Top Oakmont Hotel Reviews

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"Great experience!"
Matthew 3-night trip
Posted 3 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree

Find out more about Oakmont

Search for holiday rentals in Oakmont on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakmont using one of the methods below:

  • View our selection of featured holiday rentals in Oakmont
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Look no further and take a look at our great range of rental properties in Oakmont!

Frequently asked questions

Are there holiday rentals in Oakmont?

Yes, there are holiday rentals close to the most popular sights in Oakmont, or you can select a more secluded option if you're looking for a relaxing stay. Oakmont is known for its restaurants and shopping.

What are some of the best holiday rentals that Oakmont has to offer?

NFL Draft Rental for 2026: 4-bedroom house, 11 miles from downtown Pittsburgh.: This highly rated holiday home rental in Oakmont has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Oakmont?

Expedia has 16 holiday 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 favourite places to visit such as PPG Paints Arena and PNC Park in the wider area.

What are holiday rentals like in Oakmont?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakmont. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.