Discover Your Perfect The Oaks Vacation Homes

Best Vacation Homes in The Oaks

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 for your getaway here can enhance your experience, as the seasons in this destination offer distinct advantages for enjoying the region’s natural beauty and local amenities.

Peak Season Highlights

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Summer (June to August)

During the summer months, this area experiences warm weather and longer days, making it an ideal time for outdoor activities and enjoying the natural scenery.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 60°F (16°C)
autumn
Fall (September to November)

Autumn offers pleasant temperatures and vibrant foliage, providing a picturesque backdrop for exploring the region’s outdoor attractions.

Average Temperature Daytime: approximately 75°F (24°C) - Nighttime: roughly 50°F (10°C)

Off-Season Highlights

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Winter (December to February)

The winter season sees cooler temperatures and quieter surroundings, which can be perfect for those seeking a peaceful retreat in the area.

Average Temperature Daytime: around 65°F (18°C) - Nighttime: about 40°F (4°C)
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Spring (March to May)

Springtime brings mild weather and blooming landscapes, ideal for enjoying outdoor pursuits without the crowds of peak seasons.

Average Temperature Daytime: approximately 70°F (21°C) - Nighttime: roughly 45°F (7°C)

Weekly Weather Forecast for The Oaks

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.

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 outdoor dining areas perfect for meals under the sun in this scenic region.
  • Take advantage of private patios or decks ideal for relaxing and soaking in the surrounding natural beauty.
  • Make the most of landscaped gardens that provide a peaceful setting for outdoor activities.
  • Utilize outdoor barbecue grills to host cookouts surrounded by the area's pleasant climate.
  • Relax poolside with access to swimming pools in many properties here, especially during warm months.
  • Experience beautiful outdoor fire pits, perfect for evening gatherings and enjoying the cool mountain air.
  • Explore well-maintained walking paths or hiking trails accessible directly from your rental for outdoor adventures in the area.
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Family Activities

  • Wildwood Regional Park: Explore scenic nature trails and enjoy family picnics in this expansive outdoor area, perfect for outdoor adventures in the vicinity of Thousand Oaks.
  • The Oaks Mall: Shop at popular retail stores and dine together at family-friendly restaurants within this regional shopping center near your vacation rental.
  • California Lutheran University Performing Arts Center: Catch engaging performances and cultural events that provide enriching experiences for visitors staying in local accommodations.
  • King Gillette Ranch: Discover historic grounds and scenic views while participating in guided tours and outdoor activities suitable for all ages here in the region.
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Adult Activities

  • Hiking at Wildwood Regional Park: Embark on scenic trails through the area's lush landscapes and enjoy panoramic views just a short drive from your vacation rental.
  • Wine Tasting Tours: Explore local vineyards and indulge in wine tasting experiences that highlight the region's renowned viticulture scene.
  • Golfing at Sherwood Country Club: Spend a relaxing day on the greens of this prestigious golf course, offering stunning scenery and challenging play.
  • Shopping and Dining in The Commons at Calabasas: Discover boutique shops and savor diverse culinary options in nearby shopping districts known for their vibrant atmosphere.

The Oaks Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Activities: Take advantage of the area’s outdoor trails and parks to immerse yourself in the natural beauty surrounding your vacation rental.
  • Plan Your Dining Experiences: Sample regional cuisine at nearby eateries, making the most of the local flavors during your stay.
  • Utilize Parking and Transportation Options: Check for convenient parking facilities or shuttle services to easily navigate around this destination without hassle.
  • Respect Community Guidelines: Follow the neighborhood rules to ensure a harmonious experience with local residents while enjoying your time here.

Transportation Options

  • Car Rentals: You can easily rent a vehicle in the area to explore the wider region surrounding your vacation rental in Thousand Oaks.
  • Public Transit: The local bus services provide convenient transportation options within the community and to nearby destinations.
  • Ridesharing Services: Rideshare apps are readily available here, offering a flexible way to get around without worrying about parking or driving.
  • Taxi Services: Traditional taxi options serve this destination, allowing you to make quick and reliable trips during your stay.

Local Customs Options

  • Respect for Nature: Locals in this area value environmental conservation and often engage in outdoor activities that honor the region's natural beauty.
  • Community Gatherings: Traditional community events are an important part of local life here, fostering a sense of unity among residents and visitors alike.
  • Casual Hospitality: Visitors will notice a friendly, laid-back attitude when interacting with residents, reflecting the area's welcoming spirit.
  • Celebration of Local Heritage: Celebratory customs often highlight the region’s history and cultural identity, enriching your experience during your stay.

Frequently Asked Questions About The Oaks?

2. 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 183 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. 

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

The cancellation policy varies depending on the property listing. You should review the specific terms provided in the rental details or contact the owner directly to understand the options available for your booking.

4. How do I check the availability of a vacation rental in this region?

Availability can be confirmed by viewing the property's calendar on the listing page. If you have questions about specific dates, reaching out to the owner ensures accurate information and helps secure your preferred stay.

5. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges or service fees are often included in the listing details. It's recommended to read the full description or contact the owner for clarification regarding any extra costs associated with your reservation.

6. What amenities are typically included in vacation rentals in this part of California?

Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities, but amenities can vary. Check the listing specifics or communicate with the owner to ensure all your needs are met during your stay.

7. Is it possible to extend my stay or make changes once I've booked a vacation rental here?

Modifications to your booking depend on the property's policies and availability. Contact the owner promptly to discuss extension options or changes to your reservation to facilitate a smooth process.

Best Vacation Homes in The Oaks