Oakmont Holiday Rentals

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Holiday Rentals in Oakmont

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (83)
"It was def worth the price you pay to stay "
The price is AU$161
includes taxes & fees
10 Dec - 11 Dec
Stay Pittsburgh

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (67)
"It's conveniently located with easy access to CMU, downtown etc. We love staying in this property. This is our 4th stay. we stay here when we come to drop off our kid to college or visit her. Apartment is very neat, self sufficient even for longer stays. Love it"
Kasa South Side Pittsburgh

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (20)
"This place is incredible!! Walking distance to awesome neighborhoods, immaculately clean, comfy furniture and all amenities top-notch! I already want to plan more stays at this spot!!"
The price is AU$195
includes taxes & fees
2 Dec - 3 Dec
The Warhola Bloomfield

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.4 out of 10, Good, (71)
"Perfect location if you want to experience downtown Pittsburgh. Comfortable and clean. Within walking distance of The Strip and the Train Stop. The only thing that was disappointing was that the windows weren't clean so we couldn't see outside very well. "
The price is AU$249
includes taxes & fees
3 Dec - 4 Dec
Abode Pittsburgh - Downtown Convention Center

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

9.8 out of 10, Exceptional, (37)
"Clean place, great host "
The price is AU$361
includes taxes & fees
4 Dec - 5 Dec
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (37)
"Great little place to stay. The ac unit is loud and the front door lacks privacy, but it was a great stay."
The price is AU$301
includes taxes & fees
2 Dec - 3 Dec
Not so tiny house with full kitchen & patio swing

The Elliott Hotel at Highland Park

5.0 star property
4.0 out of 10, (20)
"The host Sofia was very knowledgeable! She knows her stuff!! What I needed, where I had to go, local spots. .. you name it, she new it & more"
The Elliott Hotel at Highland Park

Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

9.4 out of 10, Exceptional, (136)
"Very cute house on a dead end street, tucked away on the ridge in the woods, just a few minutes from downtown Carnegie. The house is very quirky but a lovely stay that feels private and easy to access all the things you’ll want from your stay in Pittsburgh!"
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (22)
"Pleasant stay. House is comfortable, clean. Photos accurate. Host accessible."
The price is AU$756
includes taxes & fees
2 Dec - 3 Dec
Stylish 4Bdr Loft Home, North Shore, City Skyline

House in the mountains with spectacular views of the Waterfront and Monogahala!

The price is AU$401
includes taxes & fees
30 Nov - 1 Dec
House in the mountains with spectacular views of the Waterfront and Monogahala!

Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

7.2 out of 10, Good, (7)
"It was spacious, good location and clean. Nice Neighborhood. Would recommend it. We will use it again."
The price is AU$535
includes taxes & fees
2 Dec - 3 Dec
Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

Shadyside Penthouse

6.6 out of 10, (7)
"The host was very communicative. The space was more than adequate for our visit. Neighborhood was safe."
Shadyside Penthouse

Spacious Downtown Loft | Free Parking | Gym

9.6 out of 10, Exceptional, (18)
"Host responds the next day. Wifi modem is in another unit. Lovely pad. Will stay again IF TV & WIFI situation & communication speed is fixed. "
The price is AU$386
includes taxes & fees
1 Dec - 2 Dec
Spacious Downtown Loft | Free Parking | Gym

🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft

9.8 out of 10, Exceptional, (39)
"The property was conveniently located near the convention center which is where my business was. It was clean and well-kept. The valet service was excellent. Great property!"
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft

Comfortable private unit with hot tub and free parking

10.0 out of 10, Exceptional, (38)
"Wonderful place will definitely use it again in future if needed thank you "
The price is AU$292
includes taxes & fees
1 Dec - 2 Dec
Comfortable private unit with hot tub and free parking

CozySuites at First Avenue

3.0 star property
8.4 out of 10, Very good, (11)
"SO nice! Clean and updated….excellent parking!"
CozySuites at First Avenue

424-Apt. 403

3.5 star property
9.8 out of 10, Exceptional, (20)
"Entrance is in an alley but once your in the property is great."
The price is AU$372
includes taxes & fees
1 Dec - 2 Dec
424-Apt. 403

424-Apt. 405

3.5 star property
9.2 out of 10, Wonderful, (10)
"All in all pretty good!"
The price is AU$405
includes taxes & fees
1 Dec - 2 Dec
424-Apt. 405

Stay in Style! 4BR Luxury Home w/ Dual Masters, Game Room, Gym & Chef’s Kitchen!

10.0 out of 10, Exceptional, (32)
"We went to Pittsburgh for a Steelers game. The house was located close to the stadium and the airport. The home was immaculate and as described. The kitchen was gorgeous and the hosts were super easy to work with. Would highly recommend. "
The price is AU$767
includes taxes & fees
3 Dec - 4 Dec
Stay in Style! 4BR Luxury Home w/ Dual Masters, Game Room, Gym & Chef’s Kitchen!

Hydee's Hideaway

10.0 out of 10, Exceptional, (10)
"Great place to stay for the game. Not for from downtown. Heidi was great and responsive. "
The price is AU$602
includes taxes & fees
30 Nov - 1 Dec
Hydee's Hideaway
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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Other types of properties in Oakmont you may be interested in

Wyndham Grand Pittsburgh Downtown

3.5 star property
7.8 out of 10, Good, (2889)
"Staff friendly, good price, nice hotel, central location "
The price is AU$251
includes taxes & fees
1 Dec - 2 Dec
Wyndham Grand Pittsburgh Downtown

Omni William Penn Hotel

4.0 star property
9.0 out of 10, Wonderful, (1339)
"The hotel decor is stunning!"
The price is AU$293
includes taxes & fees
16 Dec - 17 Dec
Omni William Penn Hotel

Homewood Suites by Hilton Pittsburgh Downtown

3.0 star property
9.2 out of 10, Wonderful, (1114)
"Clean and well maintained "
The price is AU$189
includes taxes & fees
11 Dec - 12 Dec
Homewood Suites by Hilton Pittsburgh Downtown
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Not so tiny house with full kitchen & patio swing: This holiday home rental outside of Oakmont is located in the city centre, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven.

How many holiday rentals are there in Oakmont?

Expedia has 3 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 Acrisure Stadium 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.