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Oakmont Holiday Rentals

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Our top choices for Oakmont holiday rentals

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.6 out of 10, Excellent, (136 reviews)
"good location, perfect for family travel"
United States
Shu
The price is NZ$248
includes taxes & fees
28 June - 29 June
Placemakr Downtown Pittsburgh at The Pennsylvanian

Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is NZ$620
includes taxes & fees
21 June - 22 June
Penn Hills Home ~ 11 Mi to Pittsburgh

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (43 reviews)
"Very accessible"
United States
Clay
The price is NZ$205
includes taxes & fees
21 June - 22 June
Melwood Suites Unit 107 Studio

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
Vandergrift
10.0 out of 10, Exceptional, (14 reviews)
"Nice place!!"
United States
nathan z.
The price is NZ$578
includes taxes & fees
22 June - 23 June
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (35 reviews)
The price is NZ$321
includes taxes & fees
21 June - 22 June
Lovely Strip District loft with free parking

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (9 reviews)
"Great place and an awesome host!"
United States
John B.
The price is NZ$344
includes taxes & fees
20 July - 21 July
The Upper Room

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (10 reviews)
"Loved it here "
United States
Ciara S.
The price is NZ$362
includes taxes & fees
20 July - 21 July
The Light Room

Comfortable private unit with hot tub and free parking

Comfortable private unit with hot tub and free parking
Gibsonia
9.8 out of 10, Exceptional, (66 reviews)
"Very welcoming! Clean & relaxing private unit. "
United States
Christina M.
The price is NZ$314
includes taxes & fees
23 June - 24 June
Comfortable private unit with hot tub and free parking

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (68 reviews)
"The property is extremely pet friendly! The house was clean and had everything you could want to have a relaxing experience. Very close to downtown. Lovely backyard. You won't regret staying there."
United States
Gabriellia
The price is NZ$310
includes taxes & fees
22 June - 23 June
Explore Pittsburgh from a Modern, Hip Bungalow

Cozy&Modern 2 Bdr Apt Natrona

Cozy&Modern 2 Bdr Apt Natrona
Natrona Heights
9.6 out of 10, Exceptional, (13 reviews)
"Enjoyed a great night's sleep here! Comfy beds and the coffee was very accessible first thing in the morning! "
United States
Dana Z.
The price is NZ$309
includes taxes & fees
13 July - 14 July
Cozy&Modern 2 Bdr Apt Natrona

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.6 out of 10, Exceptional, (14 reviews)
"Good parking and nice location."
United States
Justin
The price is NZ$190
includes taxes & fees
22 June - 23 June
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (79 reviews)
"The host was very kind and helpful and the condo was full of useful amenities and comforting decorations."
United States
Dante D.
The price is NZ$369
includes taxes & fees
23 June - 24 June
Cozy Studio with Unique Charm in Private Setting

Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (63 reviews)
"Nice and cozy"
United States
rob w.
The price is NZ$349
includes taxes & fees
26 June - 27 June
Cozy escape close to downtown, stadiums & parks

461 Melwood Suites Unit 101 2Bed/2Bath

461 Melwood Suites Unit 101 2Bed/2Bath
3.0 star property
Oakland
9.6 out of 10, Exceptional, (4 reviews)
"Very responsive, easy access, great value."
United States
Justin
The price is NZ$560
includes taxes & fees
21 June - 22 June
461 Melwood Suites Unit 101 2Bed/2Bath

Bright & Happy Escape w/ Off-Street Parking

Bright & Happy Escape w/ Off-Street Parking
Lawrenceville
The price is NZ$740
includes taxes & fees
23 June - 24 June
Bright & Happy Escape w/ Off-Street Parking

Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.8 out of 10, Exceptional, (46 reviews)
"This cozy apartment is perfect for weekend get aways! It is a walkable neighborhood close to everything the city has to offer. It is clean with the cutest furnishings. Adam is so easy to get in touch with and work with! Love this place. "
United States
Sue Ann M.
The price is NZ$324
includes taxes & fees
24 June - 25 June
Beautiful Strip District Studio w/ Outdoor Loggia

Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.2 out of 10, Wonderful, (29 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 NZ$341
includes taxes & fees
30 June - 1 July
Strip District Studio-Free Parking-Natural Light

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Strip District
9.8 out of 10, Exceptional, (36 reviews)
"Great stay"
United States
Jon V.
The price is NZ$415
includes taxes & fees
30 June - 1 July
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

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, (44 reviews)
"nice place to stay for a steelers weekend"
United States
Doris H.
The price is NZ$329
includes taxes & fees
21 June - 22 June
307 37th St · Lawrenceville Row House - Walk to Everything!

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, (44 reviews)
"Cute, Cozy cabin with all basic essentials for your stay! Host is excellent with communication, quick responses! "
United States
Tyra A.
The price is NZ$363
includes taxes & fees
1 July - 2 July
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
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

Find out more about Oakmont

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakmont holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakmont. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakmont. Seeing all the best attractions is bound to make you fall in love with Oakmont. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakmont short-term rentals, that won’t be hard to do.

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?

3-bedroom house in quiet neighborhood of Pittsburgh close to everything.: This holiday home rental outside of Oakmont is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Oakmont?

Expedia has 15 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 PNC Park and PPG Paints Arena 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.