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. 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 is a delightfully charming property in an excellent area. Much better experience than the hotels I have stayed in around here."
United States
Benjamin L.
The price is CA $135
CA $233 total
includes taxes & fees
Aug 16 - Aug 17
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

2. 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, (91 reviews)
"Clean easy to access great staff"
United States
Henry
The price is CA $235
CA $312 total
includes taxes & fees
Aug 20 - Aug 21
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

3. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.0 out of 10, Wonderful, (10 reviews)
"A great place to stay."
United States
William
The price is CA $107
CA $135 total
includes taxes & fees
Aug 17 - Aug 18
Getaways at Lagonita Lodge

4. Christmas Tree Hideaway | Modern 2BR Pet-Friendly

Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Running Springs
9.6 out of 10, Exceptional, (19 reviews)
"We had a lovely stay."
United States
Jed M.
The price is CA $93
CA $429 total
includes taxes & fees
Aug 15 - Aug 16
Christmas Tree Hideaway | Modern 2BR Pet-Friendly

5. Sunshine Cabin Cozy 2-Story Getaway

Sunshine Cabin Cozy 2-Story Getaway
3.0 star property
Moonridge
9.4 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Christine
The price is CA $105
CA $362 total
includes taxes & fees
Aug 16 - Aug 17
Sunshine Cabin Cozy 2-Story Getaway

6. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (563 reviews)
"Great value, great location, and very spacious."
United States
Sai Ping Charles
The price is CA $113
CA $191 total
includes taxes & fees
Sep 13 - Sep 14
Snow Lake Lodge

7. The Redlands Guesthouse: Historic District/Pool

The Redlands Guesthouse: Historic District/Pool
South Redlands
10.0 out of 10, Exceptional, (107 reviews)
"Very kind, attentive hosts. We really appreciated everything about this place, including the proximity to downtown Redlands. "
United States
Karen C.
The price is CA $180
CA $330 total
includes taxes & fees
Aug 20 - Aug 21
The Redlands Guesthouse: Historic District/Pool

8. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,348 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is CA $151
CA $171 total
includes taxes & fees
Sep 8 - Sep 9
Lagonita Lodge

9. Idyllic Cabin in the Woods: Cozy Crestline Retreat

Idyllic Cabin in the Woods: Cozy Crestline Retreat
Crestline
9.6 out of 10, Exceptional, (18 reviews)
"This house was perfect for our needs. It is super comfortable, well stocked and in a gorgeous location. "
United States
Candice V.
The price is CA $114
CA $470 total
includes taxes & fees
Aug 14 - Aug 15
Idyllic Cabin in the Woods: Cozy Crestline Retreat

10. Bear Mt. Retreat

Bear Mt. Retreat
4.5 star property
Moonridge
9.4 out of 10, Exceptional, (3 reviews)
"We had an amazing stay!"
United States
Gabriel
The price is CA $145
CA $465 total
includes taxes & fees
Aug 16 - Aug 17
Bear Mt. Retreat

11. 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, (41 reviews)
"Great place to stay at thanks"
United States
Anonymous traveller
The price is CA $128
CA $356 total
includes taxes & fees
Aug 17 - Aug 18
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake

12. 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 $167
CA $470 total
includes taxes & fees
Aug 14 - Aug 15
Idyllic Cabin in the Woods: Cozy Crestline Retreat

13. Inside Out Cottage · One With Nature

Inside Out Cottage · One With Nature
Arrowhead Villas
9.6 out of 10, Exceptional, (46 reviews)
"We had a fantastic stay at the Inside Out Cottage! The room was as described and the views were incredible. The first night in we had perfect views of the full moon through the window wall. The hot tub was also incredible and perfect during the rainy days. Thank you for a wonderful stay!"
United States
Kaileigh C.
The price is CA $164
CA $558 total
includes taxes & fees
Aug 16 - Aug 17
Inside Out Cottage · One With Nature

14. Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Crest Park
9.8 out of 10, Exceptional, (12 reviews)
"Place was clean and cozy; we had everything needed for our 2 night stay."
United States
Janice B.
The price is CA $148
CA $429 total
includes taxes & fees
Sep 9 - Sep 10
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

15. Peaceful Sunshine Chalet with Hot Tub

Peaceful Sunshine Chalet with Hot Tub
5.0 star property
Moonridge
8.2 out of 10, Very good, (13 reviews)
"the place was clean, the hot tub was great, although the jets were a little weak. overall the cabin was a 10!"
United States
thomas
The price is CA $160
CA $467 total
includes taxes & fees
Aug 18 - Aug 19
Peaceful Sunshine Chalet with Hot Tub

16. 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, (28 reviews)
"The house was very clean, the kitchen was well appointed and the hot tub was a hit with our grandkids. Will stay there again. And oh yes very important we were able to bring both of our dogs."
United States
Cheri A.
The price is CA $146
CA $553 total
includes taxes & fees
Aug 26 - Aug 27
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

17. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (82 reviews)
"It was decent. It could use a little bit more update. I would say a six out of 10."
United States
Naomi
The price is CA $195
CA $220 total
includes taxes & fees
Aug 17 - Aug 18
Fox Bear Cottages Big Bear

18. Dixie Bear Den • Spa • Fenced Yard

Dixie Bear Den • Spa • Fenced Yard
Big Bear Central
9.2 out of 10, Wonderful, (29 reviews)
"It’s a great value!"
United States
Jose C.
The price is CA $84
CA $342 total
includes taxes & fees
Aug 17 - Aug 18
Dixie Bear Den • Spa • Fenced Yard

19. 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, (104 reviews)
"This place is great!"
United States
Amanda
The price is CA $210
CA $247 total
includes taxes & fees
Aug 17 - Aug 18
The Cottages at Golden Village Palms RV Resort

20. Moonlight Ridge - 1929

Moonlight Ridge - 1929
3.0 star property
Moonridge
The price is CA $137
CA $381 total
includes taxes & fees
Sep 9 - Sep 10
Moonlight Ridge - 1929
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 Mountain Hideaway, Cabin w/Spa: This vacation home near Calimesa is located next to a golf course and has a fireplace, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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 Oak Valley Golf Club 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.