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

Calimesa Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Calimesa vacation rentals

Exterior detail

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 ￥15,188
￥26,126 total
includes taxes & fees
Sep 13 - Sep 14
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
Pool

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 ￥20,158
￥37,347 total
includes taxes & fees
Sep 7 - Sep 8
The Redlands Guesthouse: Historic District/Pool
Room

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, (97 reviews)
"Pet friendly! We loved it!"
United States
Eliana
The price is ￥23,752
￥32,103 total
includes taxes & fees
Oct 6 - Oct 7
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
Dining

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 ￥9,762
￥44,889 total
includes taxes & fees
Sep 7 - Sep 8
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Exterior

5. Peaceful 1-bedroom cabin in Green Valley Lake

Peaceful 1-bedroom cabin in Green Valley Lake
Green Valley Lake
9.8 out of 10, Exceptional, (6 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 ￥13,923
￥37,353 total
includes taxes & fees
Sep 7 - Sep 8
Peaceful 1-bedroom cabin in Green Valley Lake
Outdoor dining

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, (29 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 ￥13,932
￥58,421 total
includes taxes & fees
Sep 8 - Sep 9
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Outdoor spa tub

7. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,371 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is ￥16,975
￥19,182 total
includes taxes & fees
Sep 9 - Sep 10
Lagonita Lodge
Signature Cabin, 2 Bedrooms, Non Smoking, Mountain View | Living room

8. StoneHauz Cabin built in 1926

StoneHauz Cabin built in 1926
4.5 star property
Big Bear Central
8.0 out of 10, Very Good, (2 reviews)
The price is ￥18,826
￥55,671 total
includes taxes & fees
Sep 7 - Sep 8
StoneHauz Cabin built in 1926
Terrace/patio

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 traveler
The price is ￥13,282
￥38,495 total
includes taxes & fees
Sep 7 - Sep 8
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
Living area

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 ￥15,990
￥46,731 total
includes taxes & fees
Sep 9 - Sep 10
Classic two-story cabin & loft with fast WiFi, wood stove & balcony - ski nearby
Pool

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, (106 reviews)
"This place is great!"
United States
Amanda
The price is ￥23,571
￥27,719 total
includes taxes & fees
Sep 8 - Sep 9
The Cottages at Golden Village Palms RV Resort
Property entrance

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 ￥13,229
￥21,981 total
includes taxes & fees
Oct 4 - Oct 5
Snow Lake Lodge
Interior

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.
The price is ￥25,002
￥59,910 total
includes taxes & fees
Sep 7 - Sep 8
Pine cone cabin/ 150 feet from the lake
Living area

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.
The price is ￥22,209
￥57,049 total
includes taxes & fees
Sep 8 - Sep 9
Escape to a Cozy English Countryside Cottage in the Heart of Running Springs
Interior

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 ￥16,626
￥47,089 total
includes taxes & fees
Sep 14 - Sep 15
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Private kitchen

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 traveler
The price is ￥16,586
￥18,244 total
includes taxes & fees
Sep 23 - Sep 24
2 Queen Beds | Non-Smoking, Micfridge
Living area

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 ￥13,206
￥39,567 total
includes taxes & fees
Sep 8 - Sep 9
Next to Lake. Close to Village and Slopes. BBQ.
Cabin, Multiple Beds, Pool Access, Mountain View (2544) | Living area

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 ￥21,103
￥55,393 total
includes taxes & fees
Sep 17 - Sep 18
Lily's Bear Cabin #2544
Dining

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
The price is ￥22,501
￥59,742 total
includes taxes & fees
Sep 9 - Sep 10
Dragonfly Cabin - Sunset Views for Miles and Miles
Interior

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

Cloud Atlas, Sledding, Disc Golf, Dog Friendly, Games!
Green Valley Lake
9.8 out of 10, Exceptional, (10 reviews)
"Family really enjoyed the place. Would book again."
United States
John S.
The price is ￥23,283
￥69,041 total
includes taxes & fees
Sep 7 - Sep 8
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

La Quinta Inn & Suites by Wyndham San Bernardino

La Quinta Inn & Suites by Wyndham San Bernardino

10/10 Excellent
"Thank you it was a nice stay ."
Maria 1-night trip
Posted 14 hours ago
La Quinta Inn & Suites by Wyndham San Bernardino

Find out more about Calimesa

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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 rental 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 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.