Discover Your Perfect The Oaks Vacation Homes

The Oaks Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in The Oaks on PetFriendly.io

Why Choose Rent By Owner for your The Oaks 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.

Best Times to Visit The Oaks

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit ensures you enjoy this destination's pleasant climate and vibrant local scene, making it perfect for planning your stay in the area’s charming vacation rentals here.

Peak Season Highlights

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Spring (March to May)

During spring, the region experiences mild weather and blooming landscapes, making it an ideal time to enjoy outdoor activities and explore this destination comfortably.

Average Temperature Daytime: 70-75°F - Nighttime: 50-55°F
summer
Summer (June to August)

Summertime in the area offers warm temperatures and longer daylight hours, perfect for enjoying outdoor pursuits and the vibrant local atmosphere.

Average Temperature Daytime: 85-90°F - Nighttime: 60-65°F

Off-Season Highlights

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Fall (September to November)

In fall, the region cools down and features beautiful autumnal scenery, providing a quieter and more relaxed experience for travelers seeking tranquility.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
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Winter (December to February)

Winters are cooler with occasional rain, offering a peaceful atmosphere and fewer crowds for those looking to enjoy this destination at a slower pace.

Average Temperature Daytime: 55-60°F - Nighttime: 40-45°F

Weekly Weather Forecast for The Oaks

How to Book Your The Oaks 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 The Oaks

More Top-Rated Vacation Rentals in The Oaks 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 swimming pool to relax and unwind under the Calabasas sun.
  • Take advantage of well-maintained outdoor patios and seating areas for al fresco dining or lounging.
  • Benefit from lush landscaped gardens that provide a peaceful setting for your outdoor activities.
  • Make use of a spacious backyard ideal for family gatherings or outdoor games.
  • Utilize outdoor grilling stations to prepare delicious meals in a scenic environment.
  • Revel in panoramic views from multiple outdoor terraces, perfect for enjoying the California weather.
  • Access nearby hiking trails or outdoor recreation options to explore the natural beauty of the region.

Top Attractions Around The Oaks

What attractions are nearby?

While staying here, you'll have the opportunity to explore nearby hiking trails, upscale shopping centers, and exclusive golf courses that showcase the best of the local area’s outdoor and leisure activities.

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Family Activities

  • Calabasas Commons Shopping Center: Enjoy family-friendly shopping and dining options in this popular mall located in the heart of the region.
  • The Commons at Calabasas Park: Engage in outdoor activities and scenic views at this vibrant community space ideal for leisurely family outings.
  • Serene Park in Calabasas: Spend quality time outdoors at this peaceful park offering playgrounds, picnic areas, and walking trails suitable for all ages.
  • Malibu Creek State Park: Explore hiking, nature walks, and wildlife viewing just a short drive from here, perfect for an adventurous family day trip.
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Adult Activities

  • Golfing at Calabasas Country Club: Enjoy a round of golf on the scenic course nestled within the area's lush landscape, perfect for relaxing and unwinding in this upscale region.
  • Shopping and Dining in Calabasas Commons: Explore a variety of boutique shops and dine at local restaurants that showcase the vibrant lifestyle of this destination.
  • Hiking in Malibu Hills: Discover scenic trails just outside here that offer stunning views and an opportunity to connect with nature during your stay.
  • Visiting the Leonis Adobe Museum: Immerse yourself in local history and culture at this historic site located nearby, providing an enriching experience during your visit.

The Oaks Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the nearby gourmet eateries and boutique shops to experience the area's unique charm during your stay.
  • Plan Outdoor Activities: Utilize the region's scenic parks and outdoor spots for activities like hiking, biking, or leisurely strolls to enjoy the natural beauty here.
  • Discover Nearby Attractions: Research local attractions and cultural sites close to your vacation rental to enrich your visit and make the most of your time.
  • Optimize Your Booking Experience: Choose well-rated vacation rentals with flexible amenities to ensure a comfortable and convenient stay in this desirable area.

Transportation Options

  • Private Car Services: You can easily arrange for private car services in the area, offering convenient and flexible transportation options to explore here at your own pace.
  • Public Transit: The regional bus system provides affordable access to surrounding neighborhoods and attractions, making it a reliable choice for exploring this destination without a car.
  • Ride-Sharing Services: Popular ride-sharing apps operate seamlessly in the region, ensuring quick and convenient transportation whenever you need it during your stay.
  • Rental Cars: Local rental agencies offer a wide selection of vehicles, giving you the freedom to visit nearby sites and enjoy the area's scenic beauty comfortably.

Local Customs Options

  • Respect for Privacy: In this upscale area, personal privacy is highly valued, and you'll find that locals appreciate discreet interactions and respect for private spaces.
  • Emphasis on Community Engagement: Community events and neighborhood gatherings are common here, encouraging friendly connections among residents and visitors alike.
  • Environmental Considerations: Conservation efforts are prominent, with residents and visitors encouraged to adopt eco-friendly practices to preserve the area's natural beauty.
  • Politeness and Formality: Courteous behavior and a formal manner of greeting are appreciated when engaging with neighbors and service providers in the region.

Frequently Asked Questions About The Oaks?

1. What are the top vacation rentals in The Oaks?

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

2. How many vacation rentals have private pools in The Oaks?

There are 7 vacation rentals with private pools near The Oaks. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in The Oaks are best for families?

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

4. How many Rentbyowner vacation rentals are available in The Oaks?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 122 in the The Oaks 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 The Oaks. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review the specific terms provided in the rental agreement or contact the host directly for details regarding refunds and deadlines.

6. How do I ensure my booking is secure and trustworthy?

All listings are verified for quality and security, but you should confirm the host’s credentials and read reviews from previous guests to ensure a reliable and seamless booking experience.

7. Are there any house rules I should be aware of before booking?

House rules are outlined on each listing and typically include policies on noise, pet accommodations, and check-in procedures. Be sure to review these before completing your reservation to ensure a smooth stay.

8. What amenities are usually included in the vacation rentals here?

Most properties offer essential amenities such as Wi-Fi, parking, and kitchen facilities. Specific features are detailed on each listing, so check the property description for the exact amenities available.

9. How can I contact the property owner if I have questions about my stay?

Direct messaging options are available through the booking platform, allowing you to communicate with the property owner for any inquiries or special requests related to your reservation.