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 $140
CA $239 total
includes taxes & fees
Oct 5 - Oct 6
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, (108 reviews)
"Wonderful hosts! Great location in Redlands. The pool and garden area is very inviting."
United States
Randy S.
The price is CA $184
CA $337 total
includes taxes & fees
Oct 5 - Oct 6
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, (108 reviews)
"Clean easy to access great staff"
United States
Henry
The price is CA $241
CA $318 total
includes taxes & fees
Nov 1 - Nov 2
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

4. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.4 out of 10, Exceptional, (22 reviews)
"Nice place, reasonable price."
United States
Gustavo
The price is CA $122
CA $152 total
includes taxes & fees
Oct 4 - Oct 5
Getaways at Lagonita Lodge

5. Harry's Man Cave: The New Star Motel Experience

Harry's Man Cave: The New Star Motel Experience
3.0 star property
Edgemont
9.8 out of 10, Exceptional, (25 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is CA $163
CA $194 total
includes taxes & fees
Oct 21 - Oct 22
Harry's Man Cave: The New Star Motel Experience

6. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,395 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
The price is CA $154
CA $174 total
includes taxes & fees
Oct 8 - Oct 9
Lagonita Lodge

7. 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 $89
CA $410 total
includes taxes & fees
Oct 4 - Oct 5
Christmas Tree Hideaway | Modern 2BR Pet-Friendly

8. 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 CA $135
CA $450 total
includes taxes & fees
Oct 5 - Oct 6
Forest Escape

9. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (582 reviews)
"Clean room, welcoming staff"
United States
Ivette
The price is CA $115
CA $194 total
includes taxes & fees
Nov 1 - Nov 2
Snow Lake Lodge

10. 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, (110 reviews)
"This place is great!"
United States
Amanda
The price is CA $214
CA $252 total
includes taxes & fees
Oct 18 - Oct 19
The Cottages at Golden Village Palms RV Resort

11. 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, (33 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 $138
CA $554 total
includes taxes & fees
Oct 4 - Oct 5
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

12. 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, (8 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 CA $127
CA $339 total
includes taxes & fees
Oct 4 - Oct 5
Peaceful 1-bedroom cabin in Green Valley Lake

13. Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5
Big Bear Central
7.6 out of 10, Good, (22 reviews)
"The stay was amazing, everything worked perfectly well. We loved the area it was in. 100% will come back again !!!"
United States
Martin Y.
The price is CA $127
CA $169 total
includes taxes & fees
Oct 4 - Oct 5
Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

14. Acute A-frame Cabin w WiFi

Acute A-frame Cabin w WiFi
3.0 star property
Sugarloaf
8.0 out of 10, Very good, (15 reviews)
"Small cozy, good for a couple, very quiet."
United States
Pedro
The price is CA $111
CA $348 total
includes taxes & fees
Oct 4 - Oct 5
Acute A-frame Cabin w WiFi

15. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (91 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
The price is CA $216
CA $244 total
includes taxes & fees
Oct 2 - Oct 3
Fox Bear Cottages Big Bear

16. 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 CA $227
CA $547 total
includes taxes & fees
Oct 12 - Oct 13
Pine cone cabin/ 150 feet from the lake

17. 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 stay!"
United States
nikki w.
The price is CA $128
CA $171 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Lake-View Lodge Cabin #3 (2 BR Near Village)

18. Oriole Cottage #621

Oriole Cottage #621
3.0 star property
Big Bear Lake
10.0 out of 10, Exceptional, (1 review)
"The cabin was an awesome place to stay with that forrest and nature feeling. It was very clean, a very quiet atmosphere, and very reasonable. They had all the essentials you needed. I will definitely be staying here again. And I highly recommend that others do the same. Big Bear was a quick weekend get-away. Wish it was longer."
United States
Suzanna
The price is CA $109
CA $347 total
includes taxes & fees
Oct 12 - Oct 13
Oriole Cottage #621

19. Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town

Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town
Running Springs
10.0 out of 10, Exceptional, (19 reviews)
"Beautifully decorated and cozy property. We had a very relaxing stay"
United States
Anonymous traveller
The price is CA $208
CA $563 total
includes taxes & fees
Oct 5 - Oct 6
Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town
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 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.