Discover Your Perfect Oakmont Vacation Homes

Oakmont Luxury Rentals

10.0 (3 Reviews)
Bed & Breakfast
Oakmont Inn
  • Air Conditioner
  • Parking
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Oakmont Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Oakmont Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Oakmont Vacation Rentals

Where are the best neighborhoods to stay in Oakmont?

When choosing where to stay in Oakmont, Pennsylvania, you'll find a variety of inviting neighborhoods that offer both convenience and charm. Exploring the local areas allows you to experience the authentic character of this welcoming community while enjoying easy access to nearby amenities. Whether you prefer a quiet, residential setting or a lively neighborhood with local shops and services, Oakmont provides options suited to every traveler’s preferences. Finding the perfect place to stay within these neighborhoods ensures a comfortable and memorable visit to this historic Pennsylvania town.

Plum

Located just a short drive from Oakmont, this neighborhood offers a peaceful setting with easy access to outdoor activities and local amenities, making it an ideal spot for convenient getaways. Enjoy the tranquility here while staying close enough to explore everything the region has to offer.

View 170+ Rentals in Plum

Upper Oakmont

Nestled in the northern part of the area, this neighborhood features charming surroundings perfect for those seeking a comfortable retreat near Oakmont’s attractions. It provides a quiet atmosphere combined with proximity to local shops and dining options.

View 53+ Rentals in Upper Oakmont

Dark Hollow Woods

Surrounded by lush woodland, this neighborhood offers an immersive natural experience for visitors looking to enjoy the scenic beauty of Oakmont's outdoors. It’s an excellent base for outdoor enthusiasts wanting quick access to hiking and nature walks.

View 53+ Rentals in Dark Hollow Woods

Dark Hollow

This peaceful area boasts a serene environment with easy connectivity to surrounding neighborhoods, making it suitable for travelers seeking a tranquil escape within reach of Oakmont's attractions and conveniences.

View 53+ Rentals in Dark Hollow

Best Times to Visit Oakmont

When should you plan your Vacation Rentals stay?

Timing your visit to this charming area can enhance your experience, as the region offers distinct advantages during different seasons, making it ideal to plan your vacation when the weather and local events align with your preferences.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences milder weather ideal for exploring the outdoors and enjoying local events. This is a popular time for visitors seeking pleasant temperatures and vibrant scenery.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
autumn
Fall (September to November)

Autumn in this area offers stunning foliage and crisp air, making it an excellent season for scenic drives and outdoor activities. Many travelers visit to experience the colorful landscape.

Average Temperature Daytime: 55-65°F - Nighttime: 35-45°F

Off-Season Highlights

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Winter (December to February)

The winter months bring colder temperatures and fewer visitors, providing a quieter time to enjoy the area's peaceful atmosphere. It’s a great season for cozy stays and off-season rates.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Summer (June to August)

While summer attracts many for its warm weather, the peak turns into a less busy period, offering more affordability and tranquility for those seeking a relaxed getaway.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F

Weekly Weather Forecast for Oakmont

How to Book Your Oakmont Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Oakmont

More Top-Rated Vacation Rentals in Oakmont Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a patio or deck to relax and unwind after exploring the region.
  • Take advantage of well-maintained gardens or landscaped yards that add charm to your stay.
  • Utilize outdoor dining areas perfect for enjoying meals while taking in the fresh air.
  • Make use of a barbecue grill for outdoor cooking and family gatherings under the open sky.
  • Experience access to a swimming pool, ideal for cooling off during warm days here.
  • Benefit from designated fire pits or outdoor fireplaces for cozy evenings outdoors.
  • Capitalize on convenient parking options within the outdoor amenities offered by these rentals.

Top Attractions Around Oakmont

What attractions are nearby?

In this charming destination, you can explore a variety of nearby outdoor activities, cultural sites, and recreational opportunities that showcase the best of what the region has to offer, providing a memorable experience during your stay.

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Family Activities

  • Oakmont Community Park: Spend a day outdoors enjoying playgrounds, walking trails, and family-friendly picnic areas in the area's popular local park.
  • The Oakmont Historical Society Museum: Discover the region’s rich history through engaging exhibits that are perfect for curious young minds and history enthusiasts alike.
  • Local Bike Trails: Explore scenic biking routes that wind through the surrounding landscape, offering fun and active adventures suitable for all ages.
  • Community Events and Festivals: Participate in seasonal festivals and community gatherings here, where families can enjoy entertainment, food vendors, and local traditions.
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Adult Activities

  • Golfing at Oakmont Country Club: Test your skills on the renowned course that has hosted multiple major championships, offering a memorable experience for golf enthusiasts visiting this area.
  • Exploring local wineries and breweries: Discover the region's thriving wine and craft beer scene through guided tours and tastings that showcase its unique flavors and craftsmanship.
  • Visiting the Oakmont Historical Society: Gain insight into the area's rich history by exploring exhibits and collections dedicated to the community’s heritage and development over the years.
  • Enjoying outdoor recreation in nearby parks and trails: Take advantage of the scenic parks and trails that provide opportunities for walking, biking, and picnicking amid the natural beauty here.

Other Places to Stay in Oakmont, PA

Dark Hollow Woods
Dark Hollow Woods Vacation Rentals
Upper Oakmont
Upper Oakmont Vacation Rentals
Dark Hollow
Dark Hollow Vacation Rentals
More Places to Stay Near Oakmont

Oakmont Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Local Dining Scene: Take advantage of the area's renowned eateries to enjoy authentic regional flavors during your stay.
  • Plan Your Outdoor Activities: Make the most of nearby parks and recreational areas for outdoor adventures that showcase the region's natural beauty.
  • Engage with the Community: Attend local events or visit community spots to gain a deeper understanding of the area's culture and make meaningful connections.
  • Customize Your Accommodation Experience: Choose a well-reviewed vacation rental that offers comfort and convenience, ensuring a seamless and enjoyable stay in this destination.

Transportation Options

  • Personal Vehicles: You can easily rely on your own car or rent one to explore the region conveniently, giving you flexibility around Oakmont and its surroundings.
  • Public Transit: Buses serving the area provide an affordable and sustainable way to navigate within Oakmont and connect to nearby cities.
  • Taxi Services: Local taxi companies offer quick and reliable transportation options for getting around comfortably in this destination.
  • Rideshare Apps: Popular rideshare services operate here, allowing you to book a ride seamlessly through your smartphone for stress-free travel.

Local Customs Options

  • Community Festivals: During the summer months, locals celebrate with lively community festivals that showcase regional arts, crafts, and traditional music, offering you an authentic glimpse into the area's vibrant culture.
  • Hospitality Customs: Visitors will notice the warm hospitality extended by residents here, often reflected in friendly greetings and welcoming attitudes during your stay.
  • Local Dining Etiquette: When dining here, it's customary to enjoy hearty, locally-inspired dishes, with many establishments valuing casual yet respectful interaction with guests.
  • Outdoor Recreation Traditions: Engaging in outdoor activities such as fishing and boating on nearby waterways is common among locals, providing you with an opportunity to connect with the region’s natural environment.

Frequently Asked Questions About Oakmont?

1. What are the top vacation rentals in Oakmont?

There are a lot of options in Oakmont. If you plan on staying in the Oakmont area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakmont:

2. How many vacation rentals have private pools in Oakmont?

There are 1 vacation rentals with private pools near Oakmont. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Oakmont are best for families?

If you are looking for a family-friendly vacation home in Oakmont, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakmont:

4. How many Rentbyowner vacation rentals are available in Oakmont?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 85 in the Oakmont area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oakmont. 

5. What is the cancellation policy for vacation rentals in Oakmont, Pennsylvania?

Cancellation policies vary by property listed in the area. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees before booking.

6. How do I check the availability of vacation rentals in Oakmont, Pennsylvania?

Availability is updated regularly on the listing page. You can select your desired dates to see which properties are available during your preferred travel period, or reach out to the owner for confirmation.

7. Are there any extra fees associated with booking a vacation rental in this region?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. These details will be clearly outlined on the listing, or you can inquire directly with the owner for clarification.

8. What amenities are typically included in vacation rentals here?

Most vacation rentals in the area offer amenities like Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. To confirm specific features, review each listing carefully or contact the owner for more information.

9. How do I ensure my stay in Oakmont meets all safety and health standards?

Property owners often implement safety measures and cleaning protocols. It’s best to read the description thoroughly and communicate with the owner to confirm that health and safety standards are met for a worry-free stay.