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 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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 ￥21,982
￥33,503 total
includes taxes & fees
Sep 13 - Sep 14
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
1 bedroom, desk, laptop workspace, bed sheets

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, (99 reviews)
"Pet friendly! We loved it!"
United States
Eliana
The price is ￥23,372
￥31,582 total
includes taxes & fees
Sep 22 - Sep 23
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
Outdoor pool

3. 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 ￥19,816
￥36,713 total
includes taxes & fees
Sep 14 - Sep 15
The Redlands Guesthouse: Historic District/Pool
Exterior

4. 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 ￥13,687
￥36,719 total
includes taxes & fees
Sep 13 - Sep 14
Peaceful 1-bedroom cabin in Green Valley Lake
Dining

5. 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 ￥9,596
￥43,667 total
includes taxes & fees
Sep 13 - Sep 14
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Exterior

6. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.2 out of 10, Wonderful, (13 reviews)
"A great place to stay."
United States
William
The price is ￥11,751
￥14,815 total
includes taxes & fees
Sep 13 - Sep 14
Getaways at Lagonita Lodge
Outdoor dining

7. 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.
The price is ￥13,710
￥57,796 total
includes taxes & fees
Sep 15 - Sep 16
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Property entrance

8. 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 ￥13,004
￥21,606 total
includes taxes & fees
Oct 11 - Oct 12
Snow Lake Lodge
Outdoor spa tub

9. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,378 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is ￥16,687
￥18,855 total
includes taxes & fees
Sep 27 - Sep 28
Lagonita Lodge
Terrace/patio

10. 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 ￥12,351
￥37,053 total
includes taxes & fees
Sep 14 - Sep 15
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
TV, fireplace

11. 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 ￥15,719
￥45,939 total
includes taxes & fees
Sep 16 - Sep 17
Classic two-story cabin & loft with fast WiFi, wood stove & balcony - ski nearby
Interior

12. 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 ￥14,710
￥45,309 total
includes taxes & fees
Sep 13 - Sep 14
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Coffee/tea maker, fridge, microwave

13. 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 ￥15,514
￥17,066 total
includes taxes & fees
Sep 13 - Sep 14
2 Queen Beds | Non-Smoking, Micfridge
Property grounds

14. Amazing sunset views over Green Valley Lake, BBQ, Firepit, Hikes!

Amazing sunset views over Green Valley Lake, BBQ, Firepit, Hikes!
Green Valley Lake
10.0 out of 10, Exceptional, (14 reviews)
"Nice views."
United States
Ore D.
The price is ￥18,587
￥54,489 total
includes taxes & fees
Sep 13 - Sep 14
Amazing sunset views over Green Valley Lake, BBQ, Firepit, Hikes!
3 outdoor pools, pool umbrellas, sun loungers

15. 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 ￥23,195
￥27,277 total
includes taxes & fees
Sep 13 - Sep 14
The Cottages at Golden Village Palms RV Resort
TV, fireplace, DVD player, books

16. 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 ￥21,833
￥56,082 total
includes taxes & fees
Sep 13 - Sep 14
Escape to a Cozy English Countryside Cottage in the Heart of Running Springs
Interior

17. 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 ￥24,578
￥58,894 total
includes taxes & fees
Sep 13 - Sep 14
Pine cone cabin/ 150 feet from the lake
Dining

18. 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 ￥22,120
￥58,730 total
includes taxes & fees
Sep 14 - Sep 15
Dragonfly Cabin - Sunset Views for Miles and Miles
Interior

19. 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.
The price is ￥21,813
￥66,566 total
includes taxes & fees
Sep 13 - Sep 14
Cloud Atlas, Sledding, Disc Golf, Dog Friendly, Games!
Exterior

20. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (88 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
The price is ￥21,402
￥24,184 total
includes taxes & fees
Sep 16 - Sep 17
Fox Bear Cottages Big Bear
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

DoubleTree by Hilton Hotel San Bernardino

DoubleTree by Hilton Hotel San Bernardino

10/10 Excellent
"Great place! Super quiet"
Nicole 3-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel San Bernardino

Find out more about Calimesa

Search for holiday rentals in Calimesa on Expedia! You can easily find your home rentals, villas, holiday apartments in Calimesa using one of the methods below:

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Look no further and take a look at our great range of rental properties in Calimesa!

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 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.