Oakmont holiday rentals

We found 1,028 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Oakmont that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Oakmont

Showing deals for:8 Jan - 15 Jan

Room
Private kitchen
Terrace/patio
Interior
Exceptional
(15 reviews)

Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh

Pittsburgh

8% off
AU$6,023
for 7 nights, 1 home
AU$860 per night
includes taxes & fees
Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh
Kitchen with everything you need to prepare meals
Kitchen within the open floor plan allows our guests to be together
Living room - main entrance/front door
Romeo's Room suite - daybed that is a twin bed with another twin trundle bed
Exceptional
(8 reviews)

Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!

Pittsburgh

11% off
AU$4,536
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!
Living area
Exterior detail
Living area
Private kitchen
Exceptional
(5 reviews)

Family & Pet-Friendly Home w/ Fenced Yard & Office by Kennywood & The Waterfront

Homestead

7% off
AU$1,826
for 7 nights, 1 home
AU$261 per night
includes taxes & fees
Family & Pet-Friendly Home w/ Fenced Yard & Office by Kennywood & The Waterfront
8-seater dining table in a cozy dining room
Patio Balcony area with comfy couches and surrounded by trees and skyline
Kitchen with wooden cupboards and marble-designed countertops
Living room with mounted tv rack and white plushy couch
Exceptional
(8 reviews)

Pittsburgh Gem - 5BR - Downtown Deck View

Pittsburgh

16% off
AU$3,900
for 7 nights, 1 home
AU$557 per night
includes taxes & fees
Pittsburgh Gem - 5BR - Downtown Deck View
Interior
Room
Exterior detail
Interior
Exceptional
(6 reviews)

Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill

Pittsburgh

6% off
AU$2,089
for 7 nights, 1 room
AU$298 per night
includes taxes & fees
Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill
Terrace/patio
Exterior
Private kitchen
Dining
Exceptional
(5 reviews)

Thoughtfully furnished, comfortable, and convenient in Pittsburgh's East End.

Pittsburgh

9% off
AU$2,486
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Thoughtfully furnished, comfortable, and convenient in Pittsburgh's East End.
Private kitchen
Interior
Living area
Dining
Exceptional
(44 reviews)

PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location

Pittsburgh

11% off
AU$2,502
for 7 nights, 1 home
AU$357 per night
includes taxes & fees
PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
Exterior
Living area
Living area
Private kitchen
Exceptional
(17 reviews)

Home Away From Home • Minutes to Downtown

Pittsburgh

8% off
AU$2,208
for 7 nights, 1 home
AU$315 per night
includes taxes & fees
Home Away From Home • Minutes to Downtown
Terrace/patio
Property grounds
Interior
Exterior detail
Exceptional
(13 reviews)

Thoughtful, Furnished, Convenient in Squirrel Hill

Pittsburgh

9% off
AU$2,486
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Thoughtful, Furnished, Convenient in Squirrel Hill
Dining
Interior
Living area
Terrace/patio
Exceptional
(6 reviews)

Skyline Views & Adventure ★ Dogs 👍 ★ Professionally Cleaned ★ Close to all!

Pittsburgh

11% off
AU$1,509
for 7 nights, 1 home
AU$216 per night
includes taxes & fees
Skyline Views & Adventure ★ Dogs 👍 ★ Professionally Cleaned ★ Close to all!
Private kitchen
Living area
Dining
Private kitchen
Exceptional
(36 reviews)

Hidden Gem in Swissvale sleeps 6

Pittsburgh

7% off
AU$2,185
for 7 nights, 1 apartment
AU$312 per night
includes taxes & fees
Hidden Gem in Swissvale sleeps 6
Beautiful bedroom space with storage
Living room
Refrigerator and dining
Kitchen fully equipped with essentials
Very good
(5 reviews)

3 BedHome in Upper Lawrenceville

Pittsburgh

7% off
AU$2,288
for 7 nights, 1 home
AU$327 per night
includes taxes & fees
3 BedHome in Upper Lawrenceville
Dining
Living area
Private kitchen
Terrace/patio
Exceptional
(5 reviews)

3-bedroom house in bustling Lawrenceville area of Pittsburgh

Pittsburgh

8% off
AU$3,860
for 7 nights, 1 home
AU$551 per night
includes taxes & fees
3-bedroom house in bustling Lawrenceville area of Pittsburgh
Room
Living area
Exterior detail
Interior
Exceptional
(11 reviews)

Iron City of South Side Flats Charming 2-bedroom Unit

Pittsburgh

7% off
AU$1,591
for 7 nights, 1 home
AU$227 per night
includes taxes & fees
Iron City of South Side Flats Charming 2-bedroom Unit
Exterior detail
Private kitchen
Interior
Room
Exceptional
(5 reviews)

Steel City of South Side Flats Charming 2-Bedroom Unit

Pittsburgh

7% off
AU$1,611
for 7 nights, 1 home
AU$230 per night
includes taxes & fees
Steel City of South Side Flats Charming 2-Bedroom Unit
Comfortable seating with a full sleeper sofa for extra guests.
Fully equipped kitchen with easy access to the upper level.
Spacious bedroom designed for a restful night`s sleep.
Cook, gather, and make yourself at home in this inviting kitchen.
Exceptional
(7 reviews)

City Cottage with Yard Sleeps 8

Pittsburgh

10% off
AU$2,063
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
City Cottage with Yard Sleeps 8
Private kitchen
Exterior detail
Room
Living area
Wonderful
(9 reviews)

Cozy, walkable 1-bedroom apartment in Pittsburgh with WiFi, AC

Pittsburgh

5% off
AU$1,557
for 7 nights, 1 apartment
AU$222 per night
includes taxes & fees
Cozy, walkable 1-bedroom apartment in Pittsburgh with WiFi, AC
Living area
Room
Living area
Bathroom
Wonderful
(12 reviews)

Carson Street 3BR - 8 mins to Stadiums, Downtown & Nightlife

Pittsburgh

12% off
AU$2,427
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Carson Street 3BR - 8 mins to Stadiums, Downtown & Nightlife
Dining
Property grounds
Interior
Private kitchen
Exceptional
(18 reviews)

Stylish King Suite w Deck & City Views • Free Off Street Parking

Pittsburgh

11% off
AU$1,504
for 7 nights, 1 apartment
AU$215 per night
includes taxes & fees
Stylish King Suite w Deck & City Views • Free Off Street Parking

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Oakmont getaway

Learn about the unique charm of Oakmont with a stay in a holiday home rental. This city is well-known for its restaurants and shopping. PPG Paints Arena and PNC Park are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Oakmont

Are you looking for attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Oakmont a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Frick Park (7 mi / 11.3 km)
  • Kennywood (9.3 mi / 15 km)
  • Sandcastle Water Park (9.7 mi / 15.6 km)
  • National Aviary (10 mi / 16.1 km)
  • Boyce Park Ski Area (6.5 mi / 10.5 km)
  • La Casa Narcisi Winery (6.7 mi / 10.7 km)

Exploring the natural features in Oakmont

Whether you're an adventurous traveller or just want to appreciate the scenery, Oakmont is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • PNC Park (10 mi / 16.1 km)
  • Hartwood Acres Park (5 mi / 8.1 km)
  • Frick Park (7 mi / 11.3 km)
  • Phipps Conservatory (8 mi / 12.8 km)
  • Schenley Park (8 mi / 12.9 km)
  • Point State Park (10.4 mi / 16.7 km)

Transport to and around Oakmont

The nearest airport is in Pittsburgh International Airport (PIT), located 21.8 mi (35.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Latrobe, PA (LBE-Arnold Palmer Regional), which is 28.7 mi (46.2 km) away.

Frequently asked questions

What is the best area to stay in Oakmont when booking a holiday rental?
When considering a holiday rental in Oakmont, Pennsylvania, the best area to stay would likely be near the charming downtown district. This area boasts a delightful selection of local shops, cafes, and restaurants, providing a taste of the community's vibrant setting. With a number of properties available, ranging from quaint bungalows to modern apartments, visitors can find an option that suits their preferences.One of the top attractions in Oakmont is the historic Oakmont Country Club, renowned for its prestigious golf course and beautiful grounds. Golf enthusiasts will appreciate the opportunity to explore this iconic venue. Additionally, the nearby Allegheny River offers scenic views and recreational activities such as walking and cycling along the riverbanks, making it a superb spot for outdoor enthusiasts.Staying in the downtown area not only places you close to these attractions but also allows easy access to the broader Pittsburgh region, enhancing your overall experience.
What is the most popular type of holiday rental accomodation in Oakmont?
In Oakmont, holiday houses are the most popular type of holiday rental, with around 20 available throughout the area. These homes typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Some even come with gardens and barbecue areas, making them ideal for families or groups looking to enjoy a comfortable stay. Additionally, there are several apartments to choose from, providing a more compact option for travellers.
Are there any family house rentals in Oakmont?
In Oakmont, Pennsylvania, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. This charming borough is located near the banks of the Allegheny River and offers a quaint atmosphere alongside local parks and recreational activities.Visitors can find properties that boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Many homes also come with essential amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.Nearby, families can explore the beautiful Oakmont Country Club or enjoy outdoor activities at local parks, which often feature playgrounds and picnic areas.
Are there pet-friendly house rentals in Oakmont?
In Oakmont, Pennsylvania, there are several pet-friendly house rentals available for travellers seeking a comfortable stay. Many of these properties come equipped with amenities such as spacious living areas, full kitchens, and outdoor spaces where pets can enjoy some fresh air. The charm of Oakmont is complemented by its proximity to parks, making it an inviting destination for pet owners.Nearby, the scenic Riverside Park offers walking paths and green spaces, superb for leisurely strolls with your furry friends. Additionally, the local community is welcoming, with pet-friendly cafes and shops ideal for those travelling with pets.
Are there any remote work holiday rentals in Oakmont?
In Oakmont, Pennsylvania, there are some remote work holiday rentals available, with around 12 options to choose from. This charming borough along the Allegheny River provides a pleasant environment for remote workers. The properties typically offer essential amenities such as reliable Wi-Fi, designated workspaces, and comfortable living areas that support productivity.Visitors can enjoy local attractions, including the historic Oakmont Country Club and the scenic views along the riverfront. Additionally, the area is known for its quaint shops and eateries, which can provide a nice break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oakmont?
In Oakmont, popular rental amenities include kitchens, which allow guests to prepare their own meals, and coffee and tea makers for a warm beverage at any time. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, many properties are pet-friendly, permitting travellers to bring their furry companions along, and service animals are welcome as well.
When is the best time to visit Oakmont for a holiday rental?
April is the most popular time to visit Oakmont, as the spring season brings vibrant blooms and a lively option to the area. This period, particularly from March to May, is considered peak season, with tourists flocking to enjoy the pleasant weather and outdoor activities. Temperatures typically range from 10 to 20 degrees Celsius, providing comfortable conditions for exploring the scenic surroundings and engaging in local events.During these months, visitors can indulge in a variety of outdoor pursuits, such as strolling along the picturesque banks of the Allegheny River or enjoying the beautiful local parks. The community often hosts spring festivals and markets, adding to the charm of the season, making it an ideal time for sightseeing and immersing oneself in the local culture.If you're looking for a more budget-friendly time to visit, consider December, when you can experience the festive holiday charm of Oakmont without the larger crowds typical of the spring months. This quieter period allows for a more relaxed exploration of the area, including visits to local shops and eateries that offer a warm welcome.Ultimately, your choice of when to visit Oakmont will depend on whether you prefer the vibrant energy of spring or the peaceful ambiance of winter festivities.
What are the top attractions in Oakmont?
In Oakmont, Pennsylvania, visitors can enjoy a charming small-town atmosphere with several attractions. The Oakmont Country Club, renowned for its golf history, is a major draw for sports enthusiasts and offers scenic views of the meticulously maintained grounds. The local area also features the picturesque Allegheny River, which provides opportunities for leisurely walks along the riverfront and is ideal for picnics.For those interested in arts and culture, the nearby Oakmont Bakery is famous for its delicious pastries and serves as a community hub where locals and visitors alike gather. The quaint downtown area is home to various shops and cafes, offering a pleasant experience for those looking to explore local flavours and craftsmanship.
Are all fees included in the Oakmont holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oakmont holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oakmont with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oakmont holiday homes?
You can find great discounts on holiday homes in Oakmont on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oakmont holiday home booking on Stayz?
To find Oakmont holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakmont?
A long-stay holiday home in Oakmont is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oakmont holiday home?
Book your Oakmont holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakmont?
Prices for holiday homes in Oakmont vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oakmont to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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