Discover Your Perfect Calabasas Highlands Vacation Homes

Best Vacation Homes in Calabasas Highlands

See More Calabasas Highlands Vacation Rentals

Calabasas Highlands Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Calabasas Highlands on PetFriendly.io

Calabasas Highlands Large Vacation Homes

See More Family Vacation Rentals in Calabasas Highlands on FVR

Why Choose Rent By Owner for your Calabasas Highlands Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Calabasas Highlands

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you enjoy the region’s best weather and local ambiance, making your stay in Calabasas Highlands an unforgettable experience.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild temperatures and blossoming landscapes, making it an ideal time to enjoy outdoor activities and explore local scenery.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings cooler weather and vibrant foliage, perfect for relaxing in cozy vacation rentals and taking scenic drives through this picturesque region.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

image
Summer (June to August)

The summer months can be warmer, but this is also a popular time when many visitors seek the area's pleasant climate and outdoor events, so early booking is recommended.

Average Temperature Daytime: 85-95°F - Nighttime: 60-70°F
image
Winter (December to February)

In winter, the temperatures drop, offering a quieter atmosphere for those looking to escape the busy season and enjoy more affordable vacation rentals with fewer crowds.

Average Temperature Daytime: 55-65°F - Nighttime: 40-50°F

Weekly Weather Forecast for Calabasas Highlands

How to Book Your Calabasas Highlands 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 Calabasas Highlands

More Top-Rated Vacation Rentals in Calabasas Highlands 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 outdoor seating areas such as patios or decks to relax and take in the scenic views of the area.
  • Take advantage of private or community swimming pools available in some properties for a refreshing dip during your stay.
  • Make use of spacious lawns or landscaped gardens perfect for outdoor activities or family gatherings.
  • Utilize barbecue grills for outdoor cooking and dining under the open sky, ideal for hosting gatherings.
  • Explore nearby hiking trails or walking paths conveniently accessible from your rental in this region.
  • Benefit from outdoor fire pits or fireplaces for cozy evenings while enjoying the mountain atmosphere.
  • Access outdoor parking facilities to ensure convenient and secure parking during your vacation in this destination.

Top Attractions Around Calabasas Highlands

What attractions are nearby?

Within this charming area, you can enjoy outdoor activities like hiking and exploring scenic trails, or visit local parks that offer a peaceful retreat amidst nature’s beauty.

image
image

Family Activities

  • Calabasas Commons Shopping Center: Enjoy a family-friendly shopping experience with a variety of stores, eateries, and entertainment options in this popular destination nearby.
  • Nature Walks and Trails: Explore the scenic outdoor trails around the area that provide a peaceful setting for family hikes and outdoor adventures.
  • Local Parks and Playgrounds: Spend quality time at nearby parks featuring playgrounds and open spaces perfect for picnics and sports activities.
  • Community Events and Workshops: Participate in family-oriented events or workshops regularly hosted within the community, offering fun and educational experiences for all ages.
image

Adult Activities

  • Hiking and Nature Walks: Explore scenic trails nearby that offer stunning views, perfect for outdoor enthusiasts seeking a peaceful escape in the region.
  • Shopping at Local Boutiques: Discover unique shops and boutiques within the area, ideal for leisurely afternoons browsing distinctive fashion and gifts.
  • Dining Experiences: Enjoy a variety of local restaurants that serve delicious cuisine, providing a great way to indulge and unwind during your stay.
  • Golfing at Exclusive Courses: Tee off at prestigious golf courses close to here, offering both relaxation and a bit of friendly competition for adult visitors.

Calabasas Highlands Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take advantage of the area’s scenic surroundings by researching local outdoor pursuits and nearby attractions to make the most of your stay in this peaceful California destination.
  • Choose a Well-Located Vacation Rental: Select a property that offers easy access to the region’s natural beauty and amenities, ensuring you can explore with convenience and comfort.
  • Explore Local Dining Options: Discover the area's hidden culinary gems and dine at local establishments to enjoy authentic flavors unique to this part of California.
  • Respect the Tranquility of the Area: Maintain the peaceful vibe here by being mindful of noise levels and eco-friendly practices, helping preserve the region's serene environment for future visitors.

Transportation Options

  • Personal Vehicles: Driving your own car offers the flexibility to explore the scenic region and access nearby attractions with ease from your Calabasas Highlands accommodation.
  • Rental Cars: Renting a vehicle provides convenient transportation for discovering the area's outdoor scenery and local amenities at your own pace.
  • Public Transit: Local bus services connect this destination to surrounding areas, making it an affordable option for convenient travel within the region.
  • Rideshare Services: Apps like Uber and Lyft are readily available here, offering quick, reliable transportation options for getting around this part of California's scenic region.

Local Customs Options

  • Respect for Privacy: In this area, privacy is highly valued, and visitors are encouraged to be discreet when exploring private properties and residential neighborhoods.
  • Community Engagement: Engaging with neighbors through friendly greetings and respectful interactions helps foster a welcoming atmosphere here.
  • Environmental Conservation: Locals often emphasize conserving the natural beauty of the region by adhering to eco-friendly practices and respecting outdoor spaces.
  • Celebration of Local Events: Participating in community events and local traditions enhances your experience and demonstrates appreciation for this destination’s cultural customs.

Frequently Asked Questions About Calabasas Highlands?

1. What are the top vacation rentals in Calabasas Highlands?

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

2. How many vacation rentals have private pools in Calabasas Highlands?

There are 33 vacation rentals with private pools near Calabasas Highlands. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Calabasas Highlands are best for families?

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

4. How many Rentbyowner vacation rentals are available in Calabasas Highlands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 256 in the Calabasas Highlands 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 Calabasas Highlands. 

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

The cancellation policy varies by property; you should review the specific listing details or contact the host directly to understand the terms and any applicable fees before booking.

6. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner. Please refer to your reservation details or communicate with the host to confirm these times for a smooth stay.

7. How do I find out about the amenities offered at a vacation rental here?

Amenities are listed on each property’s page. For additional information or special requests, reaching out to the host can ensure your needs are met during your visit.

8. What should I do if I need to cancel my booking due to unforeseen circumstances?

Cancellation procedures depend on the individual listing’s policy. It’s best to contact the property owner directly or review the cancellation terms outlined in your confirmation to understand your options.

9. Is it possible to modify my reservation after booking?

Modifications to your reservation are subject to the host’s approval and the specific policy associated with the property. Contact the host promptly to discuss any changes or updates to your stay.

Calabasas Highlands Top Rated Vacation Rentals

See More Calabasas Highlands Vacation Rentals