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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Calimesa vacation rentals

A house entrance with a black door, a brick step, and potted plants.

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 ￥15,527
￥26,607 total
includes taxes & fees
Oct 27 - Oct 28
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
A wooden door leading to a pool area with a palm tree and a staircase.

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 ￥20,404
￥37,803 total
includes taxes & fees
Nov 2 - Nov 3
The Redlands Guesthouse: Historic District/Pool
A man opening a door to a cabin with a sign reading "SILVER".

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, (114 reviews)
"Clean easy to access great staff"
United States
Henry
The price is ￥26,755
￥35,398 total
includes taxes & fees
Oct 26 - Oct 27
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
A two-story building with a green roof, balconies, and a view of a lake.

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 ￥29,986
￥35,468 total
includes taxes & fees
Oct 23 - Oct 24
Getaways at Lagonita Lodge
An outdoor swimming pool with a view of the beach and mountains.

5. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,417 reviews)
"Was a great stay with great location right next to the lake."
United States
Randy
The price is ￥15,085
￥17,046 total
includes taxes & fees
Nov 1 - Nov 2
Lagonita Lodge
A dining area with a wooden table, benches, and a chandelier.

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

Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Running Springs
9.2 out of 10, Wonderful, (20 reviews)
"We had a lovely stay."
United States
Jed M.
The price is ￥11,625
￥47,615 total
includes taxes & fees
Nov 1 - Nov 2
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
A cabin with a fire pit, two Adirondack chairs, and a deck.

7. 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 ￥19,058
￥21,535 total
includes taxes & fees
Oct 27 - Oct 28
Fox Bear Cottages Big Bear
A kitchen with a coffee machine, a flat-screen TV, and a window with blinds.

8. 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 ￥14,538
￥15,993 total
includes taxes & fees
Oct 26 - Oct 27
2 Queen Beds | Non-Smoking, Micfridge
A cabin-style room with a large bed, a separate bathroom with a bathtub, and a kitchenette area.

9. 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 ￥14,077
￥18,789 total
includes taxes & fees
Oct 25 - Oct 26
Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5
A two-story building with a wooden facade, a staircase, and a car parked in front.

10. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (588 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 ￥12,734
￥21,507 total
includes taxes & fees
Nov 22 - Nov 23
Snow Lake Lodge
A resort with multiple swimming pools, palm trees, and a mountainous backdrop.

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 ￥23,884
￥28,088 total
includes taxes & fees
Oct 25 - Oct 26
The Cottages at Golden Village Palms RV Resort
A small, snow-covered cabin with a white porch and a blue exterior.

12. 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, (9 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 ￥14,093
￥37,809 total
includes taxes & fees
Oct 27 - Oct 28
Peaceful 1-bedroom cabin in Green Valley Lake
A spacious living room with a fireplace, large windows, and a cozy seating area.

13. 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 ￥15,841
￥50,798 total
includes taxes & fees
Nov 18 - Nov 19
Forest Escape
A wooden deck with a red door and windows, surrounded by trees.

14. 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 ￥16,924
￥43,005 total
includes taxes & fees
Oct 29 - Oct 30
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
A wooden deck with a bench, a window with a wreath, and a table with chairs.

15. 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)
"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 ￥14,789
￥60,389 total
includes taxes & fees
Oct 25 - Oct 26
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
A cozy room with a fireplace, wooden walls, and a view of snow-covered trees.

16. 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, (14 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 ￥13,552
￥45,107 total
includes taxes & fees
Oct 25 - Oct 26
MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck
A cozy cabin interior with a wooden staircase, a gray sectional sofa, a leather armchair, and a television on a wooden stand.

17. 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 ￥10,107
￥38,838 total
includes taxes & fees
Oct 25 - Oct 26
Sunshine Cabin Cozy 2-Story Getaway
A cozy cabin room with a stone fireplace, wooden walls, a sofa, and a bed with a patterned blanket.

18. Cozy Lake-View Lodge Cabin #3 (2 BR Near Village)

Cozy Lake-View Lodge Cabin #3 (2 BR Near Village)
Big Bear Central
8.4 out of 10, Very good, (34 reviews)
"Great overnight experience within walking distance to the Village."
United States
Jacquelyn R.
The price is ￥14,235
￥18,964 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Lake-View Lodge Cabin #3 (2 BR Near Village)
A pool area with a hot tub, surrounded by snow-covered trees and buildings.

19. Walk to Lake · Pool & Spa · 2BR/2BA · Arcade Game

Walk to Lake · Pool & Spa · 2BR/2BA · Arcade Game
Boulder Bay
9.6 out of 10, Exceptional, (77 reviews)
"Great location and value for small family!"
United States
Marek G.
The price is ￥14,393
￥41,551 total
includes taxes & fees
Nov 9 - Nov 10
Walk to Lake · Pool & Spa · 2BR/2BA · Arcade Game
A spacious living room with a stone fireplace, leather furniture, and a large television.

20. 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 ￥22,481
￥58,387 total
includes taxes & fees
Oct 25 - Oct 26
Escape to a Cozy English Countryside Cottage in the Heart of Running Springs
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

N+P Boutique Lodge

N+P Boutique Lodge

10/10 Excellent
"Beautiful place to stay at and super peaceful! The decor was amazing and we loved the fireplace."
Ana 4-night trip
Posted 4 hours ago
N+P Boutique Lodge

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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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 Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: This vacation home rental near Calimesa is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 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.