A mountain range with distinct ridges and a clear blue sky.

Calimesa Vacation Rentals

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Our top choices for Calimesa vacation rentals

1. Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
2.5 star property
Running Springs
9.4 out of 10, Exceptional, (108 reviews)
"Clean easy to access great staff"
United States
Henry
The price is CA $240
CA $317 total
includes taxes & fees
Oct 29 - Oct 30
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

2. Harry's Man Cave: The New Star Motel Experience

Harry's Man Cave: The New Star Motel Experience
3.0 star property
Edgemont
9.8 out of 10, Exceptional, (25 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is CA $163
CA $194 total
includes taxes & fees
Oct 1 - Oct 2
Harry's Man Cave: The New Star Motel Experience

3. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.4 out of 10, Exceptional, (22 reviews)
"Nice place, reasonable price."
United States
Gustavo
The price is CA $116
CA $146 total
includes taxes & fees
Oct 1 - Oct 2
Getaways at Lagonita Lodge

4. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,393 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is CA $154
CA $174 total
includes taxes & fees
Oct 5 - Oct 6
Lagonita Lodge

5. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (582 reviews)
"Clean room, welcoming staff"
United States
Ivette
The price is CA $120
CA $199 total
includes taxes & fees
Oct 4 - Oct 5
Snow Lake Lodge

6. The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.2 out of 10, Wonderful, (110 reviews)
"This place is great!"
United States
Amanda
The price is CA $214
CA $252 total
includes taxes & fees
Oct 7 - Oct 8
The Cottages at Golden Village Palms RV Resort

7. Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead

Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead
3.0 star property
Running Springs
The price is CA $186
CA $514 total
includes taxes & fees
Oct 7 - Oct 8
Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead

8. Acute A-frame Cabin w WiFi

Acute A-frame Cabin w WiFi
3.0 star property
Sugarloaf
8.0 out of 10, Very good, (15 reviews)
"Small cozy, good for a couple, very quiet."
United States
Pedro
The price is CA $100
CA $335 total
includes taxes & fees
Oct 6 - Oct 7
Acute A-frame Cabin w WiFi

9. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (91 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
The price is CA $181
CA $205 total
includes taxes & fees
Oct 1 - Oct 2
Fox Bear Cottages Big Bear

10. Take a Break

Take a Break
4.5 star property
Big Bear Central
6.8 out of 10, (3 reviews)
"The cabin was clean and well supplied. "
United States
Dawn
The price is CA $126
CA $447 total
includes taxes & fees
Oct 1 - Oct 2
Take a Break

11. Casita de Sergio

Casita de Sergio
2.0 star property
Boulder Bay
9.0 out of 10, Wonderful, (2 reviews)
"Great house "
United States
Agustin
The price is CA $283
CA $641 total
includes taxes & fees
Oct 13 - Oct 14
Casita de Sergio

12. 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 $126
CA $406 total
includes taxes & fees
Oct 1 - Oct 2
The Train Getaway

13. Lily's Bear Cabin #2544

Lily's Bear Cabin #2544
3.0 star property
Big Bear Lake
10.0 out of 10, Exceptional, (2 reviews)
"Place was clean in excellent condition. Beds were very comfortable."
United States
LETICIA
The price is CA $191
CA $503 total
includes taxes & fees
Oct 7 - Oct 8
Lily's Bear Cabin #2544

14. Forest Escape

Forest Escape
2.0 star property
North Shore
8.4 out of 10, Very good, (5 reviews)
"Loved our stay! The only thing we wished was there was a fan in the downstairs area. It became very stuffy and hot."
United States
Jennifer
The price is CA $151
CA $162 total
includes taxes & fees
Oct 27 - Oct 28
Forest Escape

15. Emerald Arrowhead Haus - For 6

Emerald Arrowhead Haus - For 6
3.5 star property
Cedar Glen
8.4 out of 10, Very good, (5 reviews)
"Loved the hot tub! Beds were comfy and linens, kitchen and bathrooms were clean but the place could use a deep cleaning and some updates throughout, particularly the outdoor furniture. It’s a nice outdoor space to enjoy and the neighborhood was pretty quiet even though adjacent homes are pretty close and property is situated up against the road. WiFi was good and A/C worked very well which made our stay comfy. Hosts were very responsive and kind about some last minute challenges we had on the...
United States
Carol
The price is CA $202
CA $604 total
includes taxes & fees
Oct 17 - Oct 18
Emerald Arrowhead Haus - For 6

16. 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 $195
CA $512 total
includes taxes & fees
Oct 5 - Oct 6
Alpine Retreat

17. Idyllic Cabin in the Woods: Cozy Crestline Retreat

Idyllic Cabin in the Woods: Cozy Crestline Retreat
3.0 star property
Crestline
10.0 out of 10, Exceptional, (1 review)
"The cabin was absolutely amazing! Clean, comfortable beds, and in a beautiful location. "
United States
Nicole
The price is CA $170
CA $479 total
includes taxes & fees
Oct 9 - Oct 10
Idyllic Cabin in the Woods: Cozy Crestline Retreat

18. StoneHauz Cabin built in 1926

StoneHauz Cabin built in 1926
4.5 star property
Big Bear Central
7.6 out of 10, Good, (4 reviews)
"Awesome place had a great time. The bike shop next door was extremely helpful for are stay. Place was very clean a little dated but so I’m I"
United States
Warren
The price is CA $130
CA $460 total
includes taxes & fees
Oct 12 - Oct 13
StoneHauz Cabin built in 1926

19. Whispering Pines Walk to Bear Mountain!

Whispering Pines Walk to Bear Mountain!
3.0 star property
Big Bear Lake
9.6 out of 10, Exceptional, (5 reviews)
"What a great cabin. Super close to everything, comfortably appointed, and easy to check in & out. "
United States
Lisa
The price is CA $199
CA $528 total
includes taxes & fees
Oct 4 - Oct 5
Whispering Pines Walk to Bear Mountain!

20. Enchanted Hideaway

Enchanted Hideaway
2.0 star property
North Shore
The price is CA $231
CA $558 total
includes taxes & fees
Oct 27 - Oct 28
Enchanted Hideaway
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?

Bear Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games 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.