Calimesa Vacation Rentals

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Our top choices for Calimesa vacation rentals

True Big Bear Lake Cabin with jacuzzi

True Big Bear Lake Cabin with jacuzzi
3.5 star property
Moonridge
10.0 out of 10, Exceptional, (1 review)
The price is CA $141
CA $487 total
includes taxes & fees
Apr 1 - Apr 2
True Big Bear Lake Cabin with jacuzzi

Brown Bear Inn

Brown Bear Inn
2.0 star property
Big Bear Lake
The price is CA $144
CA $280 total
includes taxes & fees
Mar 29 - Mar 30
Brown Bear Inn

Moonridge Manor Cozy Retreat with Hottub

Moonridge Manor Cozy Retreat with Hottub
5.0 star property
Moonridge
9.0 out of 10, Wonderful, (9 reviews)
"It was very cozy and clean. Nice and open"
United States
Joan
The price is CA $139
CA $465 total
includes taxes & fees
Mar 29 - Mar 30
Moonridge Manor Cozy Retreat with Hottub

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
2.0 star property
Running Springs
9.4 out of 10, Exceptional, (49 reviews)
"We loved our stay!!"
United States
Andrea
The price is CA $261
CA $338 total
includes taxes & fees
Apr 13 - Apr 14
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Alpine Retreat

Alpine Retreat
2.0 star property
Moonridge
10.0 out of 10, Exceptional, (2 reviews)
"The Cabin itself was very spacious for our family of 4 plus a dog. Plenty of activities and games for the family to do together All the appliances worked great and the beds were very comfortable. We plan on doing this again. Even if it was the same cabin, we were very happy with it"
United States
Markjoseph
The price is CA $229
CA $540 total
includes taxes & fees
Mar 31 - Apr 1
Alpine Retreat

Bearadise Cottage #2275

Bearadise Cottage #2275
2.5 star property
Big Bear Lake
The price is CA $256
CA $531 total
includes taxes & fees
Apr 6 - Apr 7
Bearadise Cottage #2275

Encino Pines

Encino Pines
2.0 star property
Moonridge
10.0 out of 10, Exceptional, (1 review)
"The cabin was cozy and clean"
United States
Horacio
The price is CA $182
CA $595 total
includes taxes & fees
Apr 14 - Apr 15
Encino Pines

Little Bear Lodge

Little Bear Lodge
2.0 star property
Moonridge
The price is CA $220
CA $676 total
includes taxes & fees
Mar 31 - Apr 1
Little Bear Lodge

Bear Mt. Retreat

Bear Mt. Retreat
4.5 star property
Moonridge
9.0 out of 10, Wonderful, (2 reviews)
"We had an amazing stay!"
United States
Gabriel
The price is CA $164
CA $487 total
includes taxes & fees
Mar 29 - Mar 30
Bear Mt. Retreat

All in Cabin

All in Cabin
3.0 star property
Moonridge
The price is CA $261
CA $605 total
includes taxes & fees
Mar 31 - Apr 1
All in Cabin

The Train Getaway

The Train Getaway
4.5 star property
Big Bear Central
7.6 out of 10, Good, (5 reviews)
"Thank you for a great stay! I definitely would recommend this place to anyone; we will be back for sure!"
United States
Ismael
The price is CA $164
CA $446 total
includes taxes & fees
Mar 29 - Mar 30
The Train Getaway

Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,168 reviews)
"The hotel was adorable and right on the lake and the staff was great! "
United States
Jodi
The price is CA $138
CA $156 total
includes taxes & fees
Apr 12 - Apr 13
Lagonita Lodge

Peaceful Sunshine Chalet with Hot Tub

Peaceful Sunshine Chalet with Hot Tub
5.0 star property
Moonridge
8.2 out of 10, Very good, (10 reviews)
"Perfect spot "
United States
Idwer
The price is CA $159
CA $464 total
includes taxes & fees
Mar 30 - Mar 31
Peaceful Sunshine Chalet with Hot Tub

Relaxing Retreat w/ Deck, 1 Mi to Lake Arrowhead!

Relaxing Retreat w/ Deck, 1 Mi to Lake Arrowhead!
3.0 star property
Cedar Glen
The price is CA $119
CA $400 total
includes taxes & fees
Mar 29 - Mar 30
Relaxing Retreat w/ Deck, 1 Mi to Lake Arrowhead!

Canyon Cabin

Canyon Cabin
2.0 star property
North Shore
8.0 out of 10, Very good, (2 reviews)
"Decent cabin . Carpets need cleaning so dusty. Stay out of the closets. "
United States
Ricardo
The price is CA $192
CA $501 total
includes taxes & fees
Apr 14 - Apr 15
Canyon Cabin

Sunny Bear Cabin #1970

Sunny Bear Cabin #1970
2.5 star property
Moonridge
The price is CA $232
CA $514 total
includes taxes & fees
Apr 13 - Apr 14
Sunny Bear Cabin #1970

A Woodsy Mountain Retreat

A Woodsy Mountain Retreat
2.0 star property
Moonridge
7.0 out of 10, Good, (2 reviews)
"Excellent location, well maintain building, nice and clean."
United States
Francisco
The price is CA $191
CA $527 total
includes taxes & fees
Apr 13 - Apr 14
A Woodsy Mountain Retreat

Moonridge Haus

Moonridge Haus
2.0 star property
Big Bear Lake
The price is CA $192
CA $412 total
includes taxes & fees
Mar 29 - Mar 30
Moonridge Haus

Spacious 3BR Chalet

Spacious 3BR Chalet
3.0 star property
Big Bear Lake
7.0 out of 10, Good, (6 reviews)
"Great"
United States
maziar
The price is CA $164
CA $476 total
includes taxes & fees
Apr 1 - Apr 2
Spacious 3BR Chalet

Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.6 out of 10, Good, (72 reviews)
"Great Experience!"
United States
Darryl
The price is CA $173
CA $196 total
includes taxes & fees
Mar 30 - Mar 31
Fox Bear Cottages Big Bear
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Calimesa Hotel Reviews

Find out more about Calimesa

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Calimesa. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Calimesa?

Yes, we have vacation rentals close to top sights in Calimesa, or you can choose a more secluded option if you're looking for relaxation. Our travelers say Calimesa has a good selection of restaurants. Make sure you have time to check out the live music and entertainment choices during your trip.

What are some of the best vacation home rentals in Calimesa?

Lakefront Big Bear Cabin Access To Lake Pets Welcome: This vacation home rental near Calimesa is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a pool table and a hot tub.

What’s there to see and do in Calimesa?

Explore the area and cultural attractions such as San Bernardino County Museum, or visit a family-friendly sight such as Cabazon Dinosaurs. Yucaipa Regional Park and University of Redlands are a couple of places you'll find in the larger area.

What’s a vacation rental in Calimesa like?

A vacation rental is a private property where you can stay for several days or longer in Calimesa. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.