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

Calimesa Holiday Rentals

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Our top choices for Calimesa holiday rentals

1. Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
South Redlands
10.0 out of 10, Exceptional, (13 reviews)
"This was a nice and convenient stay for me. The place is in excellent order and the owner is very responsive to messages. I would definitely stay here again."
United States
Eddie H.
The price is NZ$297
includes taxes & fees
27 Oct - 28 Oct
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

2. The Redlands Guesthouse: Historic District/Pool

The Redlands Guesthouse: Historic District/Pool
South Redlands
10.0 out of 10, Exceptional, (108 reviews)
"Charming quiet accommodations, perfect for solo traveler or a couple getaway. Nice break from the hustle and bustle of city hotels. The pool and gardens was a great respite. Thank you for your hospitality, definitely coming back if I’m in the area again."
United States
Janette B.
The price is NZ$402
includes taxes & fees
2 Nov - 3 Nov
The Redlands Guesthouse: Historic District/Pool

3. 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, (115 reviews)
"It was a good experience overall. I’d stay there again."
United States
Tian
The price is NZ$393
includes taxes & fees
2 Nov - 3 Nov
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

4. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.2 out of 10, Wonderful, (27 reviews)
"Nice place, reasonable price."
United States
Gustavo
The price is NZ$136
includes taxes & fees
28 Oct - 29 Oct
Getaways at Lagonita Lodge

5. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (92 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
The price is NZ$250
includes taxes & fees
27 Oct - 28 Oct
Fox Bear Cottages Big Bear

6. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,422 reviews)
"Was a great stay with great location right next to the lake."
United States
Randy
The price is NZ$189
includes taxes & fees
1 Nov - 2 Nov
Lagonita Lodge

7. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Downtown San Bernardino
10.0 out of 10, Exceptional, (282 reviews)
"Nice space overall for families or groups traveling together, definitely felt roomy enough for us all without feeling cramped!"
United States
Anonymous traveller
The price is NZ$177
includes taxes & fees
27 Oct - 28 Oct
2 Queen Beds | Non-Smoking, Micfridge

8. Peaceful 1-bedroom cabin in Green Valley Lake

Peaceful 1-bedroom cabin in Green Valley Lake
Green Valley Lake
9.2 out of 10, Wonderful, (10 reviews)
"We had a such a fun stay! Really adorable little cabin and Andy was a great host."
United States
Theresa M.
The price is NZ$414
includes taxes & fees
27 Oct - 28 Oct
Peaceful 1-bedroom cabin in Green Valley Lake

9. 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
Acute A-frame Cabin w WiFi

10. Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Running Springs
9.8 out of 10, Exceptional, (35 reviews)
"Communication was very smooth, always get a response right away. We had such a fun and relaxing time. Kids enjoyed hot tub and fire pit for making s’more."
United States
Morisawa M.
The price is NZ$652
includes taxes & fees
27 Oct - 28 Oct
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

11. 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, (113 reviews)
"Staff was very friendly , very clean , beautiful place"
United States
Albert
The price is NZ$312
includes taxes & fees
27 Oct - 28 Oct
The Cottages at Golden Village Palms RV Resort

12. 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 NZ$559
includes taxes & fees
4 Nov - 5 Nov
Forest Escape

13. Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5
Big Bear Central
7.4 out of 10, Good, (24 reviews)
"Very cozy and the jacuzzi was awesome! The little kitchenette was nice and so was our romantic fireplace! I am picky about beds and always dread what I will encounter, but this King bed was very comfortable, no sagging and no back ache in the morning either!"
United States
KIM
The price is NZ$208
includes taxes & fees
27 Oct - 28 Oct
Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

14. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (591 reviews)
"This was a very nice place to stay. The staff was amazing. The room was clean even though the building is a little bit older. It’s very well maintained and I would totally recommend anybody stay there again and the price was spot on."
United States
Eric
The price is NZ$239
includes taxes & fees
24 Nov - 25 Nov
Snow Lake Lodge

15. MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck

MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck
Crest Park
9.8 out of 10, Exceptional, (15 reviews)
"Great value for the stay. Having A/C and a fenced in backyard was ideal for our family. Will definitely be back :)"
United States
Erin B.
The price is NZ$529
includes taxes & fees
2 Nov - 3 Nov
MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck

16. Cozy Lake-View Lodge Cabin #1 (2 BR Near Village)

Cozy Lake-View Lodge Cabin #1 (2 BR Near Village)
Big Bear Central
8.0 out of 10, Very good, (24 reviews)
"Had a blast it was nice little cabin. great views and my family loved it"
United States
Jesenia
Cozy Lake-View Lodge Cabin #1 (2 BR Near Village)

17. Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake

Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
Green Valley Lake
9.6 out of 10, Exceptional, (43 reviews)
"Daniel is a great host and I’d definitely stay here again. It was perfect and everything we were looking for."
United States
Emylie
The price is NZ$469
includes taxes & fees
16 Nov - 17 Nov
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake

18. Pine cone cabin/ 150 feet from the lake

Pine cone cabin/ 150 feet from the lake
Green Valley Lake
9.6 out of 10, Exceptional, (15 reviews)
"2nd stay here. Great place, very quiet, and great location. Easy, relaxing, fun stay!"
United States
John G.
The price is NZ$655
includes taxes & fees
27 Oct - 28 Oct
Pine cone cabin/ 150 feet from the lake

19. Sunshine Cabin Cozy 2-Story Getaway

Sunshine Cabin Cozy 2-Story Getaway
3.0 star property
Big Bear Lake
9.4 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Christine
The price is NZ$431
includes taxes & fees
27 Oct - 28 Oct
Sunshine Cabin Cozy 2-Story Getaway
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Calimesa holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Calimesa. 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 Calimesa. 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 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 holiday 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 Calimesa short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Calimesa?

Yes, there are holiday rentals close to the most popular sights in Calimesa, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Calimesa has to offer?

Bear Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: This holiday home rental outside of Calimesa is located on a lake, and has a fireplace, a balcony and a BBQ 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 1 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 one of the family-friendly sights such as Cabazon Dinosaurs. Yucaipa Regional Park and University of Redlands are a couple of places you'll find in the wider area.

What’s a holiday rental in Calimesa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calimesa. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.