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

Holiday Rentals in Calimesa

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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 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 €195
includes taxes & fees
10 Sept - 11 Sept
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, (107 reviews)
"Wonderful hosts! Great location in Redlands. The pool and garden area is very inviting."
United States
Randy S.
The price is €210
includes taxes & fees
21 Sept - 22 Sept
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, (98 reviews)
"Pet friendly! We loved it!"
United States
Eliana
The price is €177
includes taxes & fees
23 Sept - 24 Sept
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

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 €255
includes taxes & fees
10 Sept - 11 Sept
Christmas Tree Hideaway | Modern 2BR Pet-Friendly

5. Peaceful 1-bedroom cabin in Green Valley Lake

Peaceful 1-bedroom cabin in Green Valley Lake
Green Valley Lake
9.6 out of 10, Exceptional, (7 reviews)
"Great spot in the GVL area. Well stocked kitchen and great bathroom. Great for a cozy getaway for two!"
United States
Kurtis
The price is €213
includes taxes & fees
10 Sept - 11 Sept
Peaceful 1-bedroom cabin in Green Valley Lake

6. 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, (30 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.
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

7. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,376 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is €106
includes taxes & fees
13 Sept - 14 Sept
Lagonita Lodge

8. StoneHauz Cabin built in 1926

StoneHauz Cabin built in 1926
4.5 star property
Big Bear Central
6.8 out of 10, (3 reviews)
"There was rat dropping in the cabinets. Not very clean. They tell you to take your trash with you and drop it at one of the disposal properties and both properties were closed so we got to drive home with our trash in the rain. Most of the jets didn’t work in the jacuzzi."
United States
Clarinda
The price is €307
includes taxes & fees
10 Sept - 11 Sept
StoneHauz Cabin built in 1926

9. 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, (42 reviews)
"Great place to stay at thanks"
United States
Anonymous traveller
The price is €216
includes taxes & fees
13 Sept - 14 Sept
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake

10. Classic two-story cabin & loft with fast WiFi, wood stove & balcony - ski nearby

Classic two-story cabin & loft with fast WiFi, wood stove & balcony - ski nearby
Green Valley Lake
9.6 out of 10, Exceptional, (30 reviews)
"Nice and clean."
United States
Frank
The price is €267
includes taxes & fees
10 Sept - 11 Sept
Classic two-story cabin & loft with fast WiFi, wood stove & balcony - ski nearby

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, (107 reviews)
"This place is great!"
United States
Amanda
The price is €153
includes taxes & fees
13 Sept - 14 Sept
The Cottages at Golden Village Palms RV Resort

12. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (578 reviews)
"Great overall And great prices for the season"
United States
Josue
The price is €121
includes taxes & fees
8 Oct - 9 Oct
Snow Lake Lodge

13. 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.
Pine cone cabin/ 150 feet from the lake

14. Escape to a Cozy English Countryside Cottage in the Heart of Running Springs

Escape to a Cozy English Countryside Cottage in the Heart of Running Springs
Running Springs
9.8 out of 10, Exceptional, (13 reviews)
"The house was nice and well decorated the host was super quick to respond when I had a question. I enjoyed my stay… would definitely rent again. "
United States
Gustavo M.
Escape to a Cozy English Countryside Cottage in the Heart of Running Springs

15. 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 €266
includes taxes & fees
14 Sept - 15 Sept
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

16. 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
2 Queen Beds | Non-Smoking, Micfridge

17. Next to Lake. Close to Village and Slopes. BBQ.

Next to Lake. Close to Village and Slopes. BBQ.
Boulder Bay
9.6 out of 10, Exceptional, (75 reviews)
"Great location and value for small family!"
United States
Marek G.
The price is €236
includes taxes & fees
28 Sept - 29 Sept
Next to Lake. Close to Village and Slopes. BBQ.

18. 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 €308
includes taxes & fees
13 Sept - 14 Sept
Lily's Bear Cabin #2544

19. Dragonfly Cabin - Sunset Views for Miles and Miles

Dragonfly Cabin - Sunset Views for Miles and Miles
Green Valley Lake
10.0 out of 10, Exceptional, (15 reviews)
"Great views, cleverly comfortable and accommodating, peaceful, relaxing, over all a well kept wholesome place to stay. "
United States
Sebastian
Dragonfly Cabin - Sunset Views for Miles and Miles

20. Cloud Atlas, Sledding, Disc Golf, Dog Friendly, Games!

Cloud Atlas, Sledding, Disc Golf, Dog Friendly, Games!
Green Valley Lake
10.0 out of 10, Exceptional, (12 reviews)
"Family really enjoyed the place. Would book again."
United States
John S.
Cloud Atlas, Sledding, Disc Golf, Dog Friendly, Games!
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

Everything you need to know about Calimesa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Calimesa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calimesa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Calimesa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Calimesa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Calimesa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calimesa holiday rentals we have selected for you start as low as €106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Calimesa rentals

At Expedia, we put the best Calimesa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Calimesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calimesa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calimesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Mountain Hideaway, Cabin w/Spa: This holiday home rental outside of Calimesa is located next to a golf course, and has a fireplace, a patio and 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 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.