Discover Your Perfect Calimesa Vacation Homes

Why Choose Rent By Owner for your Calimesa 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 Calimesa

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, so consider the regional climate and seasonal patterns when selecting the best time for your stay in Calimesa, California, USA.

Peak Season Highlights

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Spring (March to May)

During springtime, the area experiences mild and pleasant weather, perfect for enjoying outdoor activities and exploring local scenery.

Average Temperature Daytime: around 70°F - Nighttime: around 45°F
autumn
Fall (September to November)

Autumn offers comfortable temperatures and fewer crowds, making it an ideal time to relax in your vacation rental while taking in the serene surroundings.

Average Temperature Daytime: around 75°F - Nighttime: around 50°F

Off-Season Highlights

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Summer (June to August)

Summer can bring higher temperatures, but it also means longer days and a quieter atmosphere for those seeking tranquility in their stay.

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

In winter, cooler weather creates a peaceful retreat with fewer visitors, offering a cozy setting for your vacation rental experience here.

Average Temperature Daytime: around 55°F - Nighttime: around 35°F

Weekly Weather Forecast for Calimesa

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 spacious outdoor seating areas perfect for relaxing and entertaining.
  • Take advantage of a private backyard with lush landscaping to enhance your stay.
  • Make the most of a swimming pool or hot tub for ultimate relaxation in the sunshine.
  • Utilize outdoor dining spaces ideal for breakfast or sunset dinners.
  • Benefit from a secure outdoor parking area for your convenience.
  • Experience outdoor grilling stations to enjoy barbecues with family and friends.
  • Explore nearby nature trails and scenic views right from your rental property.
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Family Activities

  • Calimesa Nature Trails: Explore scenic walking and hiking trails that offer family-friendly adventures amid the region's natural beauty.
  • Yucaipa Regional Park: Enjoy a day of picnicking, fishing, or swimming at this popular park close to here, perfect for outdoor family activities.
  • Crafting at Local Workshops: Participate in family-friendly craft workshops available nearby, fostering creativity and quality time together.
  • Community Events and Festivals: Experience seasonal festivals and events that bring families together and highlight local culture throughout the area.
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Adult Activities

  • Hiking at the Beaumont Trail System: Explore scenic trails that wind through the region’s natural beauty, offering a peaceful escape for outdoor enthusiasts staying nearby.
  • Golfing at the Oak Valley Golf Club: Play a round on beautifully maintained courses designed to challenge both novice and experienced golfers in this area.
  • Wine Tasting at local vineyards: Discover regional wines at nearby vineyards, providing a relaxing experience perfect after a day of exploring.
  • Visiting the Yucaipa Regional Park: Enjoy leisurely picnics, fishing, or birdwatching amidst lush landscapes just a short drive from here.

Calimesa Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Shops and Eateries: Take advantage of the area's charming local shops and restaurants to experience authentic regional flavors and support small businesses during your stay.
  • Plan Outdoor Activities: Utilize the region's scenic surroundings for outdoor adventures like hiking or leisurely walks to fully enjoy the natural beauty here.
  • Visit Nearby Attractions: Discover nearby points of interest to enrich your visit and get a true sense of this destination’s unique character.
  • Choose Accommodations Strategically: Select a well-located vacation rental close to key amenities and scenic spots for maximum convenience and comfort throughout your stay.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore this area and access nearby attractions comfortably.
  • Public Transit: The regional bus services provide an affordable option for getting around the local vicinity without the need for a car.
  • Taxi and Rideshare Services: Taxis and ridesharing apps like Uber and Lyft are convenient choices for quick trips within this region, especially from vacation rentals.
  • Rental Cars: Local rental agencies offer a variety of vehicles, making it easy to plan day trips and visit surrounding scenic spots here in the region.

Local Customs Options

  • Community Events and Festivals: Participating in local celebrations like the annual Calimesa Days offers a glimpse into the area's communal spirit and traditions.
  • Respect for Nature and Outdoors: The region encourages environmentally conscious outdoor activities, reflecting its appreciation for the scenic desert and mountain landscapes.
  • Western-Influenced Hospitality: Visitors often observe a friendly, welcoming attitude rooted in the area's historic ties to Western and rural communities.
  • Local Art and Craftsmanship: Supporting small artisans and craft fairs showcases the area's rich creative culture and dedication to handmade goods.

Frequently Asked Questions About Calimesa?

1. What are the top vacation rentals in Calimesa?

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

2. Which vacation homes in Calimesa are best for families?

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

3. How many Rentbyowner vacation rentals are available in Calimesa?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 23 in the Calimesa 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 Calimesa. 

4. What is the cancellation policy for vacation rentals in Calimesa, California?

Cancellation policies vary by property. To understand the specific terms and any potential fees, please review the booking listing details or contact the property owner directly.

5. Are there any additional fees when booking a vacation rental in this area?

Additional fees such as cleaning charges, security deposits, or service fees are detailed in the listing. Make sure to read the full description or reach out to the host for clarification before completing your reservation.

6. How do I secure my booking at a vacation rental in Calimesa?

Once you select your preferred property, follow the booking process as outlined on the platform. Payment methods and confirmation steps will be specified during the reservation process, ensuring a secure transaction.

7. Can I communicate directly with the property owner before booking?

Yes, most listings provide an option to contact the owner or manager. This allows you to ask specific questions about the property, availability, or any special requests before finalizing your reservation.

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

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and outdoor space. For precise details, always review the amenities listed in each property's description or contact the owner for further information.