Calimesa holiday lettings

We found 183 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Calimesa to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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Head to the lively city of Calimesa

Enjoy the live music and other features of Calimesa. This welcoming city is known for its restaurants, casino gaming and shopping. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Calimesa

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that Calimesa has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Oak Valley Golf Club (5.2 mi / 8.3 km)
  • Snow Valley Mountain Resort (14.6 mi / 23.4 km)
  • Soboba Springs Country Club (15.9 mi / 25.6 km)
  • Big Bear Mountain Resort (16.8 mi / 27 km)
  • Round1 Bowling & Amusement (12.8 mi / 20.6 km)
  • Perris Auto Speedway (13.3 mi / 21.4 km)

Exploring the natural features in Calimesa

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Calimesa. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Yucaipa Regional Park (3.4 mi / 5.5 km)
  • Lake Perris State Recreation Area (11.8 mi / 19 km)
  • Lake Perris (12.1 mi / 19.5 km)
  • San Bernardino Soccer Complex (13.1 mi / 21.2 km)
  • The Lincoln Memorial Shrine (7.8 mi / 12.6 km)
  • Moreno Beach (11.2 mi / 18 km)

How to get to and around Calimesa

The nearest airport is in San Bernardino, CA (SBD-San Bernardino Intl.), located 12.5 mi (20.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Murrieta, CA (RBK-French Valley), which is 29.8 mi (48 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Calimesa?
Prices for holiday rentals in Calimesa vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Calimesa to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Calimesa holiday house rentals?
You can find great discounts on house rentals in Calimesa on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Calimesa?
In Calimesa, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes typically offer spacious layouts, including multiple bedrooms and fully equipped kitchens, making them ideal for families or groups. Many of these properties also feature outdoor spaces such as patios or gardens, allowing guests to relax and enjoy the pleasant California weather.
Can I find long-stay holiday rentals in Calimesa?
A long-stay holiday rental in Calimesa is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Calimesa?
In Calimesa, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties feature spacious layouts with amenities such as well-equipped kitchens, private gardens, and outdoor areas, great for letting pets roam freely.

The neighbourhood itself offers a pleasant suburban atmosphere, with nearby parks where pets can enjoy walks and playtime. In particular, the Calimesa Community Park is a great spot for dog owners, featuring open green spaces and walking trails. Additionally, the area is conveniently located near the San Bernardino National Forest, providing opportunities for outdoor adventures with pets, such as hiking and exploring nature trails.
Are there any Calimesa holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Calimesa with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Calimesa?
In Calimesa, popular rental amenities include provisions for pets, allowing travellers to bring their furry companions along for the stay. Many holiday rentals are also accommodating to service animals, ensuring that guests with specific needs can enjoy a comfortable experience.
When is the best time to visit Calimesa for a holiday rental?
March is the most popular month to visit Calimesa, marking the beginning of the peak season from March to May. This time of year is superb for those who enjoy comfortable temperatures and vibrant outdoor activities. As spring unfolds, visitors can expect pleasant weather, with daytime temperatures typically ranging from 15 to 25 degrees Celsius, making it ideal for sightseeing and exploring the beautiful natural surroundings.

During these months, you can partake in a variety of outdoor pursuits, from hiking in the nearby San Bernardino National Forest to enjoying the local parks. The blooming wildflowers and lush landscapes create a picturesque backdrop for leisurely strolls or picnics with friends and family.

For those seeking a more budget-friendly option, consider visiting in January. During this time, this month offers a unique charm, allowing you to experience the tranquillity of Calimesa without the hustle and bustle of peak tourist traffic.

Ultimately, your choice of when to visit Calimesa will depend on whether you prefer the lively option of spring or the peacefulness of the off-peak season, both offering their own distinct advantages.
How early should I book a Calimesa holiday rental?
Book your Calimesa holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Calimesa?
In Calimesa, visitors can enjoy a variety of attractions that reflect the area's natural beauty and community spirit. The Calimesa Country Club is a popular spot, offering scenic golf courses amidst picturesque landscapes. For those interested in outdoor activities, the nearby San Bernardino National Forest is great for hiking, picnicking, and enjoying the great outdoors, with numerous trails for all skill levels.

Local parks such as the Calimesa Park provide recreational facilities and spaces for families to gather, featuring playgrounds and sports fields. The charming downtown area boasts local shops and eateries, allowing visitors to experience the community's flavour.
Can I change or cancel my Calimesa home rental booking on Vrbo?
To find Calimesa holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Calimesa holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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